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Vinyl Share

Vinyl Share every Thursday 4-7 PM at WildManDan Brewery (21+ only). Bring a record to spin.

Porch Nights: Ty Burkhardt ✨

Come see Ty Burkhardt from 5-8PM! Porch Nights at Eastwood ✨ There’s something about a porch at golden hour that makes the world slow down in the best possible way. At Eastwood Farm and Winery, we’re leaning into that feeling all season long with Porch Nights — our weekly Thursday gathering featuring outdoor live music and an easygoing atmosphere. Grab a seat on our covered veranda or at one of our many picnic tables, relax with the sparkly lights overhead, fireflies in the fields, and a glass of porch-sipping wine in hand – join us for your new favorite Thursday tradition.

Paint + Sip at the Virginia Wine Collective

Come paint with us, no experience necessary, all materials included! Your ticket includes a canvas, specialty paint, and all supplies. Each class is taught by a professional artist who will guide you through the design step by step at a comfortable pace. Ticketed event.

Trail Run Club

Voodoo Doll Workshop

Trivia Night with Mike & Miranda

Fresh Pour Thursday

A new beer is tapped at 6:30 PM every Thursday at Three Notch'd Charlottesville, with a free taste.

Trivia Night

Trivia every Thursday 6:30-8:30 PM. Grab your buddies for a fun night of trivia, delicious beers, and hot, artisanal pizza.

Karen's Line Dancing (Free, Ages 16+)

Karen's Line Dancing (Free, Ages 16+) at Patch Brewing Co. in Gordonsville. Listed on Patch's events calendar.

Live Music: Sue Harlow

Miles Pearce Duo

The Miles Pearce Duo brings a lively mix of jazz, folk, Americana and Latin rhythms to the Charlottesville music scene. Grab a glass and settle in for an evening of acoustic music with a little flavor from around the world.

Friday Night Out with Mirabelle & Matty

Join us for the first Friday Night Out with music by Mirabelle & Matty. This amazing duo will entertain you with fabulous and fun sing-along tunes. Wine flights are half price after 4 pm. Bring your own picnic or select from our lite noshing menu. Warm up the pipes and enjoy some DuCard wine as you enjoy the rhythm & views! No cover. Reservations are recommended. Make yours here today.

Live Music: Wavelength

OCTOBER BACHATA

Sunset Salsa Bachata night at Hazy Mountain Vineyards.

Virginia Oyster & Wine Celebration with Live Music: Matthew O’Donnell

Kick off the weekend with us! Just 5 miles from the Downtown Mall, join us for a celebration of Virginia oysters and wine every Friday night this season. Pair your oysters with a glass of sparkling Blanc de Blancs or enjoy our many other food options paired with a variety of gold medal winning wines. We also offer juice flights and cheese boards for the kids. There is something for the whole family at Eastwood. Live Music September 4: FarAway | 5-8PM September 11: John Kelly | 5-8PM September 18: Matthew O’Donnell | 5-8PM September 25: Sue Harlow | 5-8PM October 2: Eli Cook | 5-8PM October 9: John Kelly | 5-8PM October 16: Matthew O’Donnell | 5-8PM October 23: Matthew O’Donnell | 5-8PM

Fall Wine Dinner w/Chef Rachel Pennington

A ticketed fall wine dinner at Hark Vineyards prepared by Chef Rachel Pennington and paired with Hark's estate wines. Tickets via Ticket Tailor.

Friday Cheers with Jacob Paul Allen

Live music 5:30-8 and fried seafood specials at Blue Mountain Barrel House.

Friday Sundowner's Music featuring Mercy Creek

Friday Sundowner's Music Series featuring Mercy Creek at Merrie Mill Farm & Vineyard, 5:30 PM to 8:30 PM.

Chickenhead Blues Band with Canelos Burritos

Kick off the weekend with the "New Orleans boogie-woogie, upbeat, rhythm and blues" sounds of the Chickenhead Blues Band, performing live inside the glass house conservatory. Friday, October 23rd, 6 to 8:30pm. No cover. Open to all. Band: Aric van Brocklin – Guitar, Skip Haga – Keyboards, Jeff Louderback – Drums, Jack Sheehan – Sax, Vic Brown – Bass. Canelos Burritos food truck will be onsite with service beginning at 5:30pm. Seating indoors and outdoors is first come, no reservations. Picnics welcome (no outside alcohol). Children and leashed, well-behaved dogs welcome.

Friday Sunset Soirée - Big Fun with Sweet Jane's Kitchen

Friday Sunset Soirée live music with Big Fun, food by Sweet Jane's Kitchen.

Harvest Nights at the Collective

Experience Virginia wine country during its most exciting season. Join us on Friday evenings throughout harvest for a behind-the-scenes look at what happens when grapes begin their journey to becoming wine.

JRB's Friday Night Jam Session

Weekly Friday night jam session at James River Brewery. Join in and possibly get in the lineup for a paid gig.

Paint + Sip "Stack o' Pumpkins"

Paint and sip event featuring a pumpkin stack at Hazy Mountain.

Steve Lanza Jr. and Friends Live at Patch

Steve Lanza Jr. and Friends Live at Patch at Patch Brewing Co. in Gordonsville. Listed on Patch's events calendar.

The Winemaker's Journey Part 2

Continue the winemaker's journey at Hazy Mountain Vineyards.

Ciders & Screams Movie Night: Scooby-Doo

The Four Horsemen & Vulgar Display of Pantera

THE FOUR HORSEMEN ARE COMING BACK TO THE FOUNDRY — AND THIS TIME, THEY’RE BRINGING VULGAR DISPLAY OF PANTERA WITH THEM. Friday, October 23rd, we’re turning The Foundry over to the music of two absolute giants of metal. THE FOUR HORSEMEN – A Celebration of Metallica with VULGAR DISPLAY OF PANTERA – A Tribute to Pantera The Four Horsemen have built a reputation as one of the country’s premier celebrations of Metallica, bringing the sound, precision, energy, and sheer force of a Metallica show to the stage. Now throw Vulgar Display of Pantera into the mix. Two legendary catalogs. Two full-throttle tributes. One massive night of metal in Waynesboro. Friday, October 23rd, 2026 The Foundry at Basic City Beer Co. Waynesboro, Virginia Genre: Heavy Metal Ticketed event at The Foundry at Basic City Beer Co., Waynesboro.

Planning and Planting the Home Orchard

Workshop on planning and planting a home orchard at Albemarle CiderWorks

Pumpkin Decorating Workshop

Potting-bar style pumpkin decorating workshop: pick a pumpkin, choose succulents, cacti or terrarium plants, and Grelen's plant experts guide you step by step. $10 ticket includes instruction, soil, moss and dried flowers; pumpkin and plants priced a la carte. Limited to 12 people.

Blue Ridge Mountain Maze Corn Maze & Fall Festival

Blue Toad Hard Cider presents the Blue Ridge Mountain Maze fall festival: 5-acre corn maze ('A-Maze-ing Catch'), giant mountain slides, farm animals, pumpkins, apple sling shot, night maze, food trucks and Blue Toad cider on tap. Admission $16 ($15 age 12 & under).

Craft Sublime Artisan Fair

CRAFT SUBLIME ARTISAN FAIR RETURNS TO THE FOUNDRY! Saturday, October 24 | 11 AM–4 PM The Foundry at Basic City Beer Co. 1010 E. Main Street, Waynesboro, VA FREE ADMISSION | FAMILY FRIENDLY Where creativity meets community! The Craft Sublime Artisan Fair is back at The Foundry on Saturday, October 24! Spend the afternoon discovering a curated collection of handcrafted goods, unique artwork, specialty foods, and one-of-a-kind treasures created by talented local and regional artisans. Shop a variety of vendors featuring handmade jewelry, pottery, textiles, woodwork, original art, prints, photography, gourmet treats, specialty foods, and more. It's a great opportunity to meet the makers, support local artists and small businesses, and get an early start on finding unique holiday gifts you won't find anywhere else. Come browse the market, grab something to eat, enjoy a Basic City craft beer, and make an afternoon of it at The Foundry. Basic City Beer Co. and the rest of the campus will be right there to enjoy while you shop. Shop Local. Love Local. Admission is FREE and the event is family friendly. Vendor inquiries: craftsublimearts@basiccitybeer.com And Craft Sublime will return again November 21 and December 19, so there are three opportunities to shop local this holiday season.

Hallowine

Join us for a festive day of wine, music, and Halloween spirit at the vineyard! We'll have plenty of family friendly activities, including apple bobbing, pumpkin painting, live music, a kids' costume contest parade, face painting, and more!

Nelson Days

Wine & Design at Horton Vineyards with Monica Garrett Interiors

Sip award-winning Horton Vineyards wines while exploring the curated world of Monica Garrett Interiors. Wine tasting featuring Horton selections, interior design inspiration and styled vignettes, hors d'oeuvres provided, in an autumn setting in Gordonsville. 11 AM - 4:30 PM. Free to attend; reservations requested (RSVP: https://forms.gle/gDNXi7rGP1Uqns4r9). Space is limited.

Grilled Cheese & Beer Pairing

Saturday grilled cheese and beer pairing at WildManDan Brewery. Only 12 seats available; tickets required (21+ only).

Fall Festival

Halloween Scavenger Hunt

Hark's annual Halloween scavenger hunt in the vineyard, Oct 24–25. Follow clues through the vines to uncover spooky items hidden across the property. Wine for 21+, goodie bags for the kids. Costumes encouraged!

Live Music | Danny Jams

Danny Jams is an indie-electronic loop artist based in Richmond, VA. His music combines jam focused guitar performances over electro-funk rhythms that weave together both songwriting & improv. Gaining inspiration from Grateful Dead & Phish, Danny keeps every show different and turns every song into a Jam.

Live Music: FarAway

Come see FarAway! FarAway will be playing from 12:30-3:30PM on the stage in The Barn.

Chelle's Shack Homemade Goods Pop-Up

This weekend we’re hosting Chelle’s Shack Homemade Goods from Charlottesville for a special pop-up at Fallen Tree. They specialize in homemade baked goods, fresh breads, desserts, sweet treats, plus unique handmade décor and custom canvas tote bags. Come grab a glass of wine and browse.

Live Music: Jon Spear Band

Clark Shifflett & Marc MacGlashan Live

Clark Shifflett and Marc MacGlashan come in from Nashville to perform in the Woodbrook tasting room. CubaMex will be serving homemade food.

Live Music: Matty & Mirabelle

Music in the Mountains with Jimmy O

Spend a beautiful afternoon relaxing at the winery and listening to the music of Jimmy O. He is an amazing guitarist with an unique style of classic rock, oldies, and a rockin’ country mix that’s sure to please everyone! Just add a bottle of wine, some great Virginia views, and you’ve set your weekend off to a great start! A lite noshing menu is available to accompany your wine. No cover. Reservations are recommended and can be made here. Add this event to your Google calendar, or any other calendar (iPhone, Outlook, etc.) by using the buttons below.

Live Music in the Orchard: Mojo Pie

Grab a glass and join us for live music by Mojo Pie! Mojo Pie was created when Susan Munson invited Frank Bechter to a songwriters workshop, and they've been bringing harmonies to wineries ever since.

The Wavelength Trio

The Wavelength Trio takes the stage with a groove-driven blend of vintage rock, blues, original music, and more.

4th Annual Chili Cook Off

James River Brewery's 4th Annual Chili Cook Off. Live music from Old Hank and the 10-4 Good Buddies, Mr. Z's BBQ food truck, raffles and guest prizes. $5 event tickets.

Five Old Gentlemen (FOG) Live

Join us at Blenheim Vineyards on Saturday, October 24 from 3–5 PM for an afternoon of free live music with Five Old Gentlemen (FOG), a classic rock band covering tunes from the '50s to the '90s. Settle in under the tent overlooking the vineyard, grab a glass or bottle of Blenheim wine, and enjoy a fall afternoon of live music, good company, and vineyard views. Free admission | No reservations required

Live Music: Danny Goodson Band

The Danny Goodson Band performs live at Afton Mountain Vineyards, with food trucks on site. Tasting room open 11am–7:30pm.

Rum Punch Jamaican Cuisine - Guest Food Truck

Rum Punch Jamaican Cuisine - Guest Food Truck at Patch Brewing Co. in Gordonsville. Listed on Patch's events calendar.

Sunset Music Series: Ken Farmer & Authenticators

Free sunset live music with Ken Farmer & Authenticators. No reservations on music nights; bring a chair or blanket or a picnic. Wines by the glass and bottle, Potter's hard cider by the can.

The Norms Music

Live music from The Norms at Hark Vineyards, with estate-grown wines and mountain views.

Classic Road 🎺 | Eastwood After Dark

Come see Classic Road! They will be playing from 5-8PM. Join us for upbeat & fun bands every Saturday night. Gather your friends and family and join us for live music that you’ll want to dance to! Plus sit back and enjoy your favorite beverage and delicious food.

Live Music: Patrick Dimeo

SKANK Live

Mojo Parker Express

Live music 6-9 PM. Mojo Parker is back! Their unique blend of soul, rock, funk and blues is well known throughout the valley and beyond - one of the area's most talented and dynamic groups.

Music in the Mountains at the Corn Maze

Live music every Saturday night 6-9 PM at the Blue Ridge Mountain Maze at Blue Toad Hard Cider (included with maze ticket).

The Cows Live at Patch

The Cows Live at Patch at Patch Brewing Co. in Gordonsville. Listed on Patch's events calendar.

2026 Central Virginia Star Party | by UVA Astronomy & Dark Skies, Bright Kids

Gather round to marvel at the skies! Our annual Star Party is an opportunity to come star gaze, with guidance from the UVA Astronomy Department and their educational outreach program Dark Skies, Bright Kids.

The Pollocks

Hallowine's Spooky Wine Walk

Venture into the vineyard after dark for a haunting journey of wine and fright. Your $32 ticket (plus tax) includes four spooky wine drink stops along a haunted path winding through the property. Be warned—this isn't just a casual stroll! Ticketed event: https://www.exploretock.com/southwestmountainsvineyards/event/623010/hallowines-spooky-wine-walk

Glam'r Kiti Live

GLAM'R KITI LIVE AT THE FOUNDRY — FREE SHOW Get ready for a night of big riffs, big hair, and straight-up rock & roll as Glam'r Kiti takes over The Foundry at Basic City Beer Co. on Saturday, October 24th! Best part? This one is FREE. No ticket required. Just show up, grab a drink, find your spot, and get ready to rock. Doors: 6:30 PM | Show: 8:00 PM FREE SHOW | ALL AGES — Guests under 18 must be accompanied by an adult. Genre: Rock

Blue Ridge Mountain Maze Corn Maze & Fall Festival

Blue Toad Hard Cider presents the Blue Ridge Mountain Maze fall festival: 5-acre corn maze ('A-Maze-ing Catch'), giant mountain slides, farm animals, pumpkins, apple sling shot, night maze, food trucks and Blue Toad cider on tap. Admission $16 ($15 age 12 & under).

POLOWEEN – Halloween Sunday Polo

Fall Sound Bath

A restorative one-hour Fall Sound Bath in the Center at Oakencroft with light stretching and meditation. $34 per ticket.

Guided Farm & Vineyard Walk

A leisurely guided stroll through Oakencroft's vineyards, orchard and pastures: scenic views, farm animals and the sustainable practices behind the wines, followed by a complimentary glass of wine or seasonal sangria. $22 per ticket.

Heart of Virginia Artisans AUTUMN MARKET

Autumn artisan market at Hazy Mountain Vineyards.

Heirloom Apple Tasting

Of course, you've heard of Granny Smith and Red Delicious, but what about Esopus Spitzenburg and Belle de Boskoop? At Albemarle CiderWorks, we cultivate over 250 unique apple varieties. Join us for a guided heirloom apple tasting.

Bloody Mary & NFL Sunday

Bloody Marys every Sunday with NFL games streaming at 92 Acres!

Family Field Day

Live Music with Pat Anderson

Join us for a fantastic afternoon of live music with Pat Anderson! Pat, an Oklahoma-born and Virginia-raised roots rock singer/songwriter, is bringing his high-energy performance to the Keswick stage! Come relax with friends, sip on a bottle of wine, and enjoy the soulful tunes in a cozy setting. You won’t want to miss it!

Paint & Sip “Garden Ghost”

Come paint with us, no experience necessary, all materials included! Instructor: Catelyn With your ticket, you get all painting materials, an 11×14 canvas, and a fun time with friends! Join us to learn how to paint this design in a step by step format. Each class is taught by a professional artist that will guide you through various techniques at a comfortable pace. Ticketed event.

Live Music: Mike McCray

Mike McCray performs acoustic guitar music at Afton Mountain Vineyards, with food trucks on site. Tasting room open 11am–5pm.

Session Sunday

Session Sundays run every Sunday through October at Stinson Vineyards: relax on the patio with live music from 1-4 PM. Check Stinson's social media for performer and weather updates.

Sunday Jazz and Blues featuring John D'earth

Sunday Jazz and Blues featuring John D'earth (last of the season!) at Merrie Mill Farm & Vineyard, 1 PM to 4 PM.

Sunday Session - The Michael Elswick Gathering

Sunday Session live music with The Michael Elswick Gathering.

Vinyasa Yoga

Sunday vinyasa yoga at Chisholm Vineyards. Tickets required.

Witches' Day Out

Gather your coven for a witch-themed Halloween celebration and costume contest on Sunday, 10/25, supporting Crozet Cares Closet.

Allie Kelly – Artist Meet & Show

Join us in the tasting room at Blenheim Vineyards and meet the artist, Allie Kelly, October 25th from 2-4pm. Her artwork will be on display and available for purchase. We will have snacks and wine for sale by the glass, bottle, and flights. About Allie: Residing in Buckingham County, Virginia, Allie Kelly is an artist living in her garden. Painting from nature, daily appreciation and observations lead to works in oil, watercolor, and natural pigment. Hidden beauty and a sense of wonder are found and portrayed in her brush strokes.

Greg Ward

A stellar Sunday FunDay with Greg Ward returning to the tropical oasis, sharing positive vibes and groovy reggae sounds live. Sunday, October 25th, 2 to 5pm. Open to all. No cover. More about Greg Ward: https://gregwardmusic.com/ Seating indoors and outdoors is first come, no reservations. Picnics welcome (no outside alcohol). Children and leashed, well-behaved dogs welcome.

Live Music: Alex Arbaugh

Music Bingo

Everyone loves singing along with their favorite songs and who doesn’t love a competitive game of Bingo? Music Bingo brings together the best of both worlds for a high energy game that is fun for everyone. Simply listen to your favorite music, match the songs to the titles on your music bingo cards, and win great prizes!

Music in the Mountains by Gina Sobel

Grab a glass of your favorite DuCard wine and settle in for an afternoon of entertainment with Gina Sobel. Gina is a natural improviser and accomplished on multiple instruments (flute, sax, voice). In her own music, Gina brings together elements of funk, jazz and American folk music into a fresh and compelling sound. Reservations are recommended but not required. Make yours here today.

Old Time String Band Jam

Old Time String Band Jam at Patch Brewing Co. in Gordonsville. Listed on Patch's events calendar.

BRIMS Creepy Ceili

Get ready to do the monster mash! Our monthly Ceili dance gets a ghostly glow-up! We had so much fun at last year's "Creepy Ceili" we're doing it again. No dance experience or partner needed; this family-friendly event is open to all. Costumes are encouraged and cider is highly recommended.

Early Mountain X Barboursville Vineyards

Homecoming: An Evening with Mariana Bell and Her Band

We are excited to host Front Porch Cville for an evening of live music and extended hours at the Vineyard - can't wait to see you there! Ticketed event: https://aftontickets.com/event/buyticket/3px8g4n0j1

Game Night

Game Night every Monday at 92 Acres – bring your own game or play one of ours!

Music Bingo

Music Bingo at Patch Brewing Co. in Gordonsville. Listed on Patch's events calendar.

Trivia w/ Olivia

Monday trivia with Olivia at Three Notch'd Charlottesville, 7-9 PM. Free to play.

Food Truck: PotLucky Cville

Cider Dinner

Beer & Board Games

Special Screening: We the Wine People at Royal Cinemas

Join us at the historic Royal Cinemas in Front Royal for a special private showing of a film about Virginia Wine on October 27, 2026 at 7:00 pm. Purchase your tickets HERE WE THE WINE PEOPLE is a feature documentary about Virginia wine and the people turning a complex region into one of America’s most compelling wine stories. Moving from Blue Ridge vineyards to coastal farms, blind tastings, harvest celebrations, barrel rooms, and tasting rooms, the film follows the growers, winemakers, educators, organizers, and advocates who are building a regional identity together. More than a wine film, it is a story about land, belonging, resilience, hospitality, and the belief that a rising tide lifts all boats. Directed and produced by Greek-born filmmaker and wine storyteller Chrisa Giorgi, the film travels through vineyards, barrel rooms, tasting rooms, blind tastings, and harvest gatherings to reveal Virginia as a state that is made up of regions where winemaking is defined by collaboration, resilience, history, and place. DuCard Vineyards is sponsoring this screening and DuCard wine will be available for purchase by the bottle or glass. The price is $20. Purchase your tickets now for this special film. A share of the proceeds go to fund filmmaker’s post-production costs. Purchase your tickets HERE Cost: $20

Trivia Night

Wine Wednesday – Extended Tasting Room Hours & Food Trucks

How Might We Wednesdays

Bring the thing that's bugging you. Every Wednesday from 5 to 7 PM, write your problem on a card at the bar and pin it to the board; the room picks one and spends two hours working on it together. Not a talk and not a demo, an actual go at something a neighbor is stuck on. Hosted by The Smithy.

Run, Walk, Crawl Club

Weekly Run, Walk, Crawl Club every Wednesday at 6 PM at WildManDan Brewery (21+ only).

Trivia Night at Patch

Trivia Night at Patch at Patch Brewing Co. in Gordonsville. Listed on Patch's events calendar.

Karaoke Night

Join us for karaoke night at the Virginia Wine Collective in the loft! Grab a drink, bring your friends, and take the mic for a night of fun, music, and great vibes. Karaoke is hosted 7-9PM, the Collective will be open 5-10PM! 21+.

Vinyl Share

Vinyl Share every Thursday 4-7 PM at WildManDan Brewery (21+ only). Bring a record to spin.

Bold Book Club: Lights Out

Trail Run Club

Trivia Night

Ready to test your knowledge and have some fun? 92 Acres is hosting Trivia Night with Tag Team Entertainment!

Fresh Pour Thursday

A new beer is tapped at 6:30 PM every Thursday at Three Notch'd Charlottesville, with a free taste.

Trivia Night

Trivia every Thursday 6:30-8:30 PM. Grab your buddies for a fun night of trivia, delicious beers, and hot, artisanal pizza.

Adult Karaoke Night

Adult Karaoke Night at Patch Brewing Co. in Gordonsville. Listed on Patch's events calendar.

Live Music: Bob & Kenn

Rum Punch Jamaican Cuisine - Guest Food Truck

Rum Punch Jamaican Cuisine - Guest Food Truck at Patch Brewing Co. in Gordonsville. Listed on Patch's events calendar.

Friday Night Out with Kirsten Haze

Come on over to the winery and enjoy 1/2 price wine flights (after 4pm) and the music of Kirsten Haze. Kirsten plays a variety of folk, alt-country, roots-rock, country-blues, and a hint of jazz and swing. Order a snack from our noshing menu or bring your own. We’ve got the wine if you’ve got the time, so make sure to be here to enjoy it with us! No cover. Reservations are recommended and can be made here. Add this event to your Google calendar, or any other calendar (iPhone, Outlook, etc.) by using the buttons below.

Live Music: Starfire

Virginia Oyster & Wine Celebration with Live Music: Lenny Burridge

Kick off the weekend with us! Just 5 miles from the Downtown Mall, join us for a celebration of Virginia oysters and wine every Friday night this season. Pair your oysters with a glass of sparkling Blanc de Blancs or enjoy our many other food options paired with a variety of gold medal winning wines. We also offer juice flights and cheese boards for the kids. There is something for the whole family at Eastwood. Live music by Lenny Burridge, 5-8PM.

Edible Insight: All Hallows' Eve

Final Fridays Concert: Blake Hunter & the Gatherers

Final outdoor concert of the year with Blake Hunter and the Gatherers plus Crozet Seafood Supply food truck.

Friday Cheers with Jason "Tater" Tomlin

Live music 5:30-8 and fried seafood specials at Blue Mountain Barrel House.

Friday Sundowner's Music featuring Wavelength

Friday Sundowner's Music Series featuring Wavelength (last of the season!) at Merrie Mill Farm & Vineyard, 5:30 PM to 8:30 PM.

Lost in the Supermarket (Clash Tribute Band) Live

A Haunted Supper at Hall's Tavern

Alfresco four-course wine dinner, haunted house tours, and a medium reading over nightcap cocktails - don't miss the fun! Held at Hall's Tavern at East End Farm, 245 Nolting Rd, Louisa, VA. Ticketed event: https://www.exploretock.com/southwestmountainsvineyards/event/622540/a-haunted-supper-at-halls-tavern

Dara James and the Soul Disciples

Dara James and the Soul Disciples return to Free Union with Blues, R&B, and a whole lot of SOUL! Featuring Dara James on guitar and vocals, Eric Franzen on organ, and Jeff Louderback on drums. Friday, October 30th, 6 to 8:30pm. Open to all. No cover. Canelos Burritos food truck will be onsite with service beginning at 5:30pm. Seating indoors and outdoors is first come, no reservations. Picnics welcome (no outside alcohol). Children and leashed, well-behaved dogs welcome.

Harvest Nights at the Collective + Winemaker Pop-Up: Josh Cataldo

Experience Virginia wine country during its most exciting season. Join us on Friday evenings throughout harvest for a behind-the-scenes look at what happens when grapes begin their journey to becoming wine. Also tonight: Winemaker Pop-Up with Josh Cataldo — free samples and a facility tour with one of the Collective's independent winemakers.

Sunset Soirée - Richelle Claiborne & Friends with Two Brothers Southwestern Grill

Friday Sunset Soirée live music with Richelle Claiborne & Friends, food by Two Brothers Southwestern Grill.

Bent Theater Comedy Night

Get ready to laugh with Bent Theatre, Charlottesville’s live improv comedy troupe! Every scene is created on the spot using suggestions from the audience, so no two shows are ever the same. Grab a glass of wine, settle in, and enjoy a completely unpredictable night of comedy.

JRB's Friday Night Jam Session

Weekly Friday night jam session at James River Brewery. Join in and possibly get in the lineup for a paid gig.

Steve Lanza Jr. and Friends Live at Patch

Steve Lanza Jr. and Friends Live at Patch at Patch Brewing Co. in Gordonsville. Listed on Patch's events calendar.

Big City Band @ Pro Re Nata

Free show. Big City Band is a 6-piece rockin' country band formed in 2017, known for gritty lead vocals and family harmonies inspired by traditional country and southern rock, mixing covers and original songs.

Ciders & Screams Movie Night: The Craft

Kai Crowe-Getty Songwriter Spotlight

Grave Rave

THE GOLDEN AGE OF BASS MUSIC HAS RISEN FROM THE DEAD. October 30th, MOLDVTE and Faux Shaux are bringing back the sound of an era when festival trap and dubstep ruled the speakers. Welcome to GRAVE RAVE — a night of filthy bass, massive drops, throwback anthems, Halloween costumes, and the kind of energy that made the early-to-mid 2010s unforgettable. *Costumes Encouraged - But Not Required Tickets: $24 per person 8:30 PM Doors 9 - 10 PM: Faux Shaux 10 - 12: MOLDVTE Genre: Electronic Ticketed event at The Foundry at Basic City Beer Co., Waynesboro.

Kubota Tour - Fall Color Around The Nursery

Fall Colors at Grelen Kubota Tour with Plant Manager Darren Marsh: a behind-the-scenes Holding Yard tour plus a 45-minute Kubota ride across the 1,000-acre nursery. Limited to three guests (16+). SOLD OUT. (No time listed on Grelen's website.)

Blue Ridge Mountain Maze Corn Maze & Fall Festival

Blue Toad Hard Cider presents the Blue Ridge Mountain Maze fall festival: 5-acre corn maze ('A-Maze-ing Catch'), giant mountain slides, farm animals, pumpkins, apple sling shot, night maze, food trucks and Blue Toad cider on tap. Admission $16 ($15 age 12 & under).

Grilled Cheese & Beer Pairing

Saturday grilled cheese and beer pairing at WildManDan Brewery. Only 12 seats available; tickets required (21+ only).

Captain Marrrrta's Halloween Extravaganza!

Halloween at Brewing Tree

Halloween at Eastwood 🎃

Celebrate Halloween at Eastwood with a fun afternoon for the whole family! Join us on Saturday, October 31 from 12–4 PM for live music, Halloween treats, kids’ activities, and plenty of festive fun. Kids are invited to come dressed in their favorite costumes for our costume parade and prizes, while parents can enjoy a glass of wine, cider, or beer and a bite to eat.

Live Music – Rixeyville Revival

Come out and rock with the Rixeyville Revival Band — bringing the best hits from the ’70s through today! From classic rock to modern chart-toppers, we’ve got the groove to get you moving. Don’t miss a night of unforgettable music and high-energy fun!

Live Music: Sean Stringer

Halloween and Music in the Mountains with The Wavelength

Join us at DuCard this Halloween to enjoy the sounds of local band, The Wavelength. The Wavelength is a consortium of Charlottesville’s finest musicians. Led by vocalist/harmonica Waverly Milor, Larry Bisgaier on guitar/vocals, and Andre LaVelle on bass bringing you vintage rock and jazzy bluesy vibrations. Don’t be surprised if special guests join in the fun on vocals, drums, and more. Our lite noshing menu is available, or bring your own picnic! No cover. Reservations are recommended.

Live Music: South Canal Street

Live music from South Canal Street from 2-5pm at The Barn at 678. Enjoy wine, flights, beer, cider and mead on the porch. No outside beverages.

Live Music in the Orchard: Her Checkered Past

Come share a cider with friends. Enjoy live music by Her Checkered Past with Anne O'Brien and Frank Bechter in the orchard.

Raw Beets Classic Rock with Strings

Raw Beets puts a fresh spin on classic rock by reworking familiar favorites through a string-driven sound. Featuring banjos, guitars, and plenty of personality, their set feels both nostalgic and totally unexpected. It’s classic rock you know—just flipped on its head

Eastwood After Dark: Halloween Edition 👻

Halloween is taking over Eastwood! Put on your best costume and join us for an evening of swing dancing, live music, wine, and Halloween fun. Swing Cville will kick things off with a swing dance lesson at 4 PM, followed by live music from Zuzu’s Hot 5 from 5–8 PM. Costumes are highly encouraged! Show off your Halloween spirit in our costume contest, with prizes for the best looks.

Live Music: Mojo Parker

Mojo Parker performs live at Afton Mountain Vineyards on Halloween, with food trucks on site. Tasting room open 11am–7:30pm.

Sunset Music Series: Buzzard Hollow Boys

Free Halloween-night sunset live music with the Buzzard Hollow Boys. No reservations on music nights; bring a chair or blanket or a picnic. Wines by the glass and bottle, Potter's hard cider by the can.

Halloween Party with music by Doctor Rhythm featuring King Gypsy and Jones Catering

Halloween fun – put on your costumes (if you so choose) and groove to the funky beats of Doctor Rhythm featuring King Gypsy. R&B, Blues, Soul, and Reggae tunes in the spooky tropical oasis. Saturday, October 31st, 5 to 8pm. No cover. Open to all. Jones Catering will be onsite with burgers, dogs, wings, fries and more, service beginning by 5:00pm. Seating indoors and outdoors is first come, no reservations. Picnics welcome (no outside alcohol). Children and leashed, well-behaved dogs welcome.

NOCTURNE II HALLOWEEN BALL

NOCTURNE II HALLOWEEN BALL at Merrie Mill Farm & Vineyard, 5 PM to 11 PM. Tickets required; see event page.

Halloween Party with The Falsies

Music in the Mountains at the Corn Maze

Live music every Saturday night 6-9 PM at the Blue Ridge Mountain Maze at Blue Toad Hard Cider (included with maze ticket).

Virginia Green Band Live at Patch

Virginia Green Band Live at Patch at Patch Brewing Co. in Gordonsville. Listed on Patch's events calendar.

Wide Margin

Halloween live music 6-9 PM. Wide Margin will be your guide through this All Hallows Eve, with classic rock, Americana, pop, blues and beyond, along with your favorite cold brews.

Halloween Karaoke Night!

Basicween with The Wahookies, SoulCry & XOAP

BASICWEEN: A HALLOWEEN NIGHT AT THE FOUNDRY Something wicked is brewing in Basic City. This Halloween, the lights go down, the volume goes up, and The Foundry opens its doors for BASICWEEN — a full night of live music, costumes, cold beer and whatever else crawls out after dark. On Saturday, October 31st, three bands descend on The Foundry stage: The WaHookies, SOULCRY and XOAP. BASICWEEN COSTUME CONTEST: stick around after SOULCRY's set for the official costume contest, with winners in three categories (Scariest, Most Seductive, Funniest). Each winner takes home a Basic City Beer Co. gift card. Doors: 6:30 PM Show: 8 PM – Late All Ages | Guests under 18 must be accompanied by an adult Genre: Rock

Blue Ridge Mountain Maze Corn Maze & Fall Festival

Blue Toad Hard Cider presents the Blue Ridge Mountain Maze fall festival: 5-acre corn maze ('A-Maze-ing Catch'), giant mountain slides, farm animals, pumpkins, apple sling shot, night maze, food trucks and Blue Toad cider on tap. Admission $16 ($15 age 12 & under).

Autumn Vertical Tasting Guided by Winemaker Luca Paschina

A seated tasting consisting of 7 wines to include older, rare vintages. Food accompaniments by Executive Chef Michael Clough include an appetizer and pasta dish for each guest. For reservations, email or call 540-832-7848. Price: $130 per person (+9.3% tax and 22% service charge).

Bloody Mary & NFL Sunday

Bloody Marys every Sunday with NFL games streaming at 92 Acres!

Silent Book Club

Sip cider and read in quiet camaraderie. No assigned reading, no obligations. Bring your own book of choice. A free social event hosted in the Orchard Room, now the first Sunday of each month.

Vinyasa Yoga

Sunday vinyasa yoga at Chisholm Vineyards. Tickets required.

Live Music: Chris Hammock

Long Live the Jam!

Music in the Mountains with John Kelly

Wrap up the weekend at DuCard Vineyards with some contemporary rock and classic tunes by local singer/songwriter John Kelly. You don’t want to miss this talented artist! Grab a bottle of your favorite DuCard wine, enjoy the beautiful mountain scenery, and relax! What could be better than that? A lite noshing menu is available or bring your own snacks. No cover. Reservations are recommended.

Paint & Sip with Blue Ridge Brushes

Come paint with Blue Ridge Brushes at Hazy Mountain Vineyards! Design: "Autumn Morning". Instructor: Catelyn. Your ticket includes all painting materials and an 11x14 canvas. Step-by-step instruction from a professional artist, no experience necessary. Ticketed event.

Live Music: John Shenk

Balloon Glow

Sunday, November 1st | Beginning at 6 PM $25 per vehicle (tickets required) Join us for a spectacular evening as four hot air balloons from Monticello Ballooning take to the sky above our polo field. Enjoy the glow from the field with food trucks, King Family wines, and an unforgettable evening under the night sky. Tickets are $25 per vehicle, so gather your friends and family, bring a lawn chair or blanket, and settle in for an evening of food, wine, and the magic of Balloon Glow at King Family Vineyards.

'Whispers' An Immersive Art Experience

Game Night

Game Night every Monday at 92 Acres – bring your own game or play one of ours!

Music Bingo

Music Bingo at Patch Brewing Co. in Gordonsville. Listed on Patch's events calendar.

Food Truck: PotLucky Cville

Trivia Night

Wine Wednesday – Extended Tasting Room Hours & Food Trucks

Break up the midweek monotony and join us as we keep the tasting room open until 8:30pm every Wednesday! Unwind with a rotating lineup of local food trucks serving from 4:00–7:30pm, then put your knowledge to the test at trivia in the pavilion starting at 6:00pm – with King Family Vineyards gift cards up for grabs. Our Wine Wednesday series runs from early March through the end of November, giving you plenty of opportunities to enjoy sunsets with us on the farm!

How Might We Wednesdays

Bring the thing that's bugging you. Every Wednesday from 5 to 7 PM, write your problem on a card at the bar and pin it to the board; the room picks one and spends two hours working on it together. Not a talk and not a demo, an actual go at something a neighbor is stuck on. Hosted by The Smithy.

Run, Walk, Crawl Club

Weekly Run, Walk, Crawl Club every Wednesday at 6 PM at WildManDan Brewery (21+ only).

Trivia Night at Patch

Trivia Night at Patch at Patch Brewing Co. in Gordonsville. Listed on Patch's events calendar.

Vinyl Share

Vinyl Share every Thursday 4-7 PM at WildManDan Brewery (21+ only). Bring a record to spin.

Cider Bingo

Comedy Uncorked

Get ready for a night of big laughs and great wine! Comedy Uncorked is coming to Eastwood Farm and Winery for an evening of live stand-up comedy in the vineyard.

Rebecca Porter & the Rhinestone Roses w/ Edy Blu Live

Rebecca Porter writes unflinchingly personal songs that challenge the boundaries of genre and amplify voices often left out of the country canon. Charlottesville warmly welcomes back Rebecca Porter and the Rhinestone Roses, with an opening set by Edy Blu: live music, dinner fare and ciders. Doors 6:00 PM, show 7:00 PM. Indoor seated show. $15 advance / $20 day of show. Ticketed event.

Trail Run Club

Trivia Night

Trivia every Thursday 6:30-8:30 PM. Grab your buddies for a fun night of trivia, delicious beers, and hot, artisanal pizza.

Bent Theatre Improv

Bent Theatre Improv at Patch Brewing Co. in Gordonsville. Listed on Patch's events calendar.

Live Music: Gina Sobel

Matt Palmieri Country Music

Join us from 2:30–5:30 PM as Matt Palmieri brings his distinctive country sound to Fallen Tree. He’s one of our favorites.

Virginia Oyster & Wine Celebration with Live Music: John Kelly

Kick off the weekend with us! Just 5 miles from the Downtown Mall, join us for a celebration of Virginia oysters and wine every Friday night this season. Pair your oysters with a glass of sparkling Blanc de Blancs or enjoy our many other food options paired with a variety of gold medal winning wines. We also offer juice flights and cheese boards for the kids. There is something for the whole family at Eastwood. Live music by John Kelly, 5-8PM.

Outdoor Movie Night: Kelly's Heroes

An evening under the stars at Horton Vineyards with a screening of the classic film Kelly's Heroes. Bring a blanket or lawn chair and settle in for a relaxed night among the vines. Popcorn and milkshakes available for purchase. Starts 5:30 PM. Free admission.

Friday Sunset Soirée - The Inclinators with Two Brothers Southwestern Grill

Friday Sunset Soirée live music with The Inclinators, food by Two Brothers Southwestern Grill.

Hazy Mountain Harvest Table

A table set for autumn. Five courses move from persimmon and goat cheese, through acorn squash and autumn vegetables, to Chateaubriand with garlic parsnip puree and mashed sweet potato, before ending with spiced panna cotta, poached pear, and maple creme anglaise. Paired wines accompany each course. Ticketed event.

Live Music: South River Strings Band

Member Mingle at Evening Star with Winemaker Maya Hood White

JRB's Friday Night Jam Session

Weekly Friday night jam session at James River Brewery. Join in and possibly get in the lineup for a paid gig.

NOVEMBER trivia WITH TAG TEAM ENTERTAINMENT

November Trivia night with Tag Team Entertainment at Hazy Mountain.

Steve Lanza Jr. and Friends Live at Patch

Steve Lanza Jr. and Friends Live at Patch at Patch Brewing Co. in Gordonsville. Listed on Patch's events calendar.

Whiskey Glasses: A Tribute to Morgan Wallen

WHISKEY GLASSES NASHVILLE THE HITS OF MORGAN WALLEN Calling all Morgan Wallen fans — Whiskey Glasses Nashville is coming to The Foundry! Featuring Adam James backed by a powerhouse band of Nashville professional musicians, Whiskey Glasses Nashville brings the songs, sound, and energy of one of country music’s biggest stars to the stage. From the massive hits to the fan favorites you know every word to, get ready for a full night of Morgan Wallen music LIVE at The Foundry. FRIDAY, NOVEMBER 6, 2026 Doors: 7:30 PM GA Standing — $19 Seating — $29 Showroom Balcony -- $39 ALL AGES — Under 18 with an adult The Foundry at Basic City Beer Co. Waynesboro, VA Grab your tickets early — especially if you want a seat! Genre: Country Ticketed event at The Foundry at Basic City Beer Co., Waynesboro.

Apple Harvest Festival

Vintage Virginia Apples and the CoveGarden Ruritan Club invite you to the 26th annual Apple Harvest Festival at Albemarle CiderWorks.

Blue Ridge Mountain Maze Corn Maze & Fall Festival

Blue Toad Hard Cider presents the Blue Ridge Mountain Maze fall festival: 5-acre corn maze ('A-Maze-ing Catch'), giant mountain slides, farm animals, pumpkins, apple sling shot, night maze, food trucks and Blue Toad cider on tap. Admission $16 ($15 age 12 & under).

Sip & Savor Express Train Ride

Scenic round-trip train ride from Louisa station with guided tasting of four estate wines and artisan charcuterie board.

Norton Showcase – Presented by Norton Network – Grand Norton Tasting

The Norton Showcase – Presented by Norton Network Date: November 7, 2026 | Time: 11:00 AM – 5:00 PM Celebrate Norton, Virginia’s native grape, at the Norton Showcase, presented by Norton Network! This exclusive event brings together Virginia’s premier Norton producers for a day of exceptional wines, great food, live music, and friendly competition. Whether you’re a longtime Norton fan or discovering the varietal for the first time, you’ll enjoy sampling a wide range of Norton wines, meeting the winemakers behind them, and experiencing the passion that makes Virginia’s native grape so special. Grand Norton Tasting Tickets CLICK TO PURCHASE YOUR TICKETS HERE Your Grand Norton Tasting Ticket includes tasting samples from each of the participating wineries. $30 when purchased in advance $40 when purchased at the gate on the day of the event Guests must be 21 years of age or older with a valid government-issued photo ID to purchase or redeem a Grand Norton Tasting Ticket. All IDs will be checked before participating in wine tastings or purchasing wine by the bottle or glass. Event Highlights Grand Norton Tasting featuring Virginia’s top Norton producers Fred Reno Norton Challenge Cup wine competition will be held and the winner announced during the event Meet the winemakers Live music Local food trucks and artisan vendors CLICK TO PURCHASE YOUR TICKETS HERE Please Note No pets allowed. This is an outdoor event. Please dress for the weather. Join us for a day of great wine, delicious food, live entertainment, and a celebration of Virginia’s signature grape! Cost: $30

Salute & Sip: A Military K9 Tribute

In celebration of Veterans Day weekend, a free, family-friendly event supporting the Military Working Dog Team Support Association (MWDTSA). Sip Horton wine on the grounds while learning about the bond between military working dogs and their handlers, with K9 trainer Austin Bodine and retired military working dog Bali Y499. 10% of all sales that day go to MWDTSA. Free admission, no tickets required. 11 AM - 4:30 PM.

Grilled Cheese & Beer Pairing

Saturday grilled cheese and beer pairing at WildManDan Brewery. Only 12 seats available; tickets required (21+ only).

Live Music: Jim Richardson

Come see Jim Richardson! Jim will be playing from 12:30-3:30PM.

Andrew Hill

Taste of Nelson: In the Corn Maze

Sip and stroll the corn maze with unlimited tastings from cideries, breweries and wineries along Nelson 151, plus two live bands, food trucks and a souvenir glass. VIP entry at 1 PM; general admission 2-6 PM. Early bird GA $44, VIP $79.

Wings Over Wine Country

Joyful Bauble Co. Pop-Up

We’re excited to welcome Joyful Bauble Co., a Charlottesville-based handmade jewelry brand, to Fallen Tree Vineyard. Created by Katherine, Joyful Bauble Co. features whimsical, unique pieces made with polymer clay and brass.

Live Music: Keith Bryant

Live music from Keith Bryant from 2-5pm at The Barn at 678. Enjoy wine, flights, beer, cider and mead on the porch. No outside beverages.

Live Music: Kiz Carter (Trio)

Music in the Mountains by Mike Proffitt

Come on out and join us on this beautiful fall afternoon! We’ll have great live music by Mike Proffitt Choose your favorite DuCard wine and sit back while you listen to music. Lite noshing menu of local fare available or bring your own picnic.

The Sounds of Erynn McLeod

Erynn McLeod performs from 2:30–5:30 PM, delivering soft, atmospheric acoustic music perfect for an easy afternoon.

Rum Punch Jamaican Cuisine - Guest Food Truck

Rum Punch Jamaican Cuisine - Guest Food Truck at Patch Brewing Co. in Gordonsville. Listed on Patch's events calendar.

Live Music: Don't Look Up

Lockjaw Classic Rock 🎺 | Eastwood After Dark

Come see Lockjaw! They will be playing from 5-8PM. About Lockjaw: Crowd-pleasing classic rock and blues. Join us for upbeat & fun bands every Saturday night. Gather your friends and family and join us for live music that you’ll want to dance to! Plus sit back and enjoy your favorite beverage and delicious food.

Blue Ridge Mountain Maze Corn Maze & Fall Festival

Blue Toad Hard Cider presents the Blue Ridge Mountain Maze fall festival: 5-acre corn maze ('A-Maze-ing Catch'), giant mountain slides, farm animals, pumpkins, apple sling shot, night maze, food trucks and Blue Toad cider on tap. Admission $16 ($15 age 12 & under).

Smuggler Sunday

Wine club members only specialty flight of library or special release wines.

Bloody Mary & NFL Sunday

Bloody Marys every Sunday with NFL games streaming at 92 Acres!

Chen's Kitchen - Guest Food Truck

Chen's Kitchen - Guest Food Truck at Patch Brewing Co. in Gordonsville. Listed on Patch's events calendar.

Mercy Creek Live Music

Live Music: Brian Franke

Come see Brian Franke! Brian will be playing from 1-4PM.

Live Music: Melissa Hansen

Live Music: Scuffletown

Music In The Mountains with Acoustic Aubrey

Join us for Music in the Mountains from “Acoustic” Aubrey. Aubrey plays venues all over Virginia, DC, Maryland, and North Carolina and is best known for covers of classic R&B, jazz, acoustic rock, and more. Always a great time at DuCard to sit, relax, and enjoy a fantastic afternoon of music with some great wine. Lite noshing menu is available or bring your own snacks. No cover. Reservations are recommended. Add this event to your Google calendar, or any other calendar (iPhone, Outlook, etc.) by using the buttons below.

Music: King Golden Banshee

Music: King Golden Banshee at Patch Brewing Co. in Gordonsville. Listed on Patch's events calendar.

Second Sunday Bluegrass Jam

Irish Music: Aaron Olwell & Friends

Enjoy this energetic and eclectic Irish jam session every 2nd Sunday of the month. Patrick & Aaron Olwell and friends play their fine renditions of traditional tunes all afternoon. Light bites available.

Game Night

Game Night every Monday at 92 Acres – bring your own game or play one of ours!

Food Truck: PotLucky Cville

Trivia Night

Wine Wednesday – Extended Tasting Room Hours & Food Trucks

Break up the midweek monotony and join us as we keep the tasting room open until 8:30pm every Wednesday! Unwind with a rotating lineup of local food trucks serving from 4:00–7:30pm, then put your knowledge to the test at trivia in the pavilion starting at 6:00pm – with King Family Vineyards gift cards up for grabs. Our Wine Wednesday series runs from early March through the end of November, giving you plenty of opportunities to enjoy sunsets with us on the farm!

How Might We Wednesdays

Bring the thing that's bugging you. Every Wednesday from 5 to 7 PM, write your problem on a card at the bar and pin it to the board; the room picks one and spends two hours working on it together. Not a talk and not a demo, an actual go at something a neighbor is stuck on. Hosted by The Smithy.

Run, Walk, Crawl Club

Weekly Run, Walk, Crawl Club every Wednesday at 6 PM at WildManDan Brewery (21+ only).

Karaoke Night

Join us for karaoke night at the Virginia Wine Collective in the loft! Grab a drink, bring your friends, and take the mic for a night of fun, music, and great vibes. Karaoke is hosted 7-9PM, the Collective will be open 5-10PM! 21+.

Vinyl Share

Vinyl Share every Thursday 4-7 PM at WildManDan Brewery (21+ only). Bring a record to spin.

Craft Door Mats Workshop

Live Music: The Go-Tos (Grass on the Other Side)

Trail Run Club

Trivia Night

Trivia every Thursday 6:30-8:30 PM. Grab your buddies for a fun night of trivia, delicious beers, and hot, artisanal pizza.

Open Mic Night

Live Music: Paxton Henderson

Live Music: Sue Harlow

Come see Sue Harlow! Sue will be playing from 5-8PM.

An Evening with Dave McIntyre

Don't Look Up

Silver Starlight Opportunity Ball

Come enjoy a memorable night for a great cause at Afton Mountain Vineyards. All-day listing; see event page for details and tickets.

Sip & Savor Express Train Ride

Scenic round-trip train ride from Louisa station with guided tasting of four estate wines and artisan charcuterie board.

Grilled Cheese & Beer Pairing

Saturday grilled cheese and beer pairing at WildManDan Brewery. Only 12 seats available; tickets required (21+ only).

East End Fair

Join us for a day-long celebration of Virginia country life, inspired by the grand countryside fairs of the UK. Enjoy tastings from local wineries, breweries, and distilleries, live music, field sports, artisan vendors, and more — all set against the rustic beauty of Keswick horse country. Held at East End Farm, 292 Hamilton Rd, Louisa, VA. More info: https://www.smvwines.com/east-end-fair

Pizza by Blue Ridge Pizza Co.

Blue Ridge Pizza Co. serving pizza at 92 Acres.

Live Music: Porch Dogs

Come see the Porch Dogs! They will be playing from 12:30-3:30PM. About Porch Dogs Porch Dogs Keith and Everette have been entertaining Central and Southwest Virginia for over seven years with a variety of music from mellow to rocking. Pop, Rock, Americana, Soul, Country and Oldies. These dogs do it all!

Live Music: Dara James

Music in the Mountains by Scuffletown

Come out and join us Saturday afternoon for the rollicking live music by Scuffletown! Your favorite wine is available for pairing with the yummy eats from our lite noshing menu. Sit back and enjoy it all while you listen to Marc’s smooth-as-the-cab-franc voice and Johnny’s multi-instrumental accompaniments. There’s something for everyone, so come join the fun! No cover. Reservations are recommended and can be made here. Add this event to your Google calendar, or any other calendar (iPhone, Outlook, etc.) by using the buttons below.

Paint + Sip at 92 Acres

Come paint & sip with us! No experience necessary, all materials included! Hosted by Blue Ridge Brushes. Ticketed event – buy tickets on Eventbrite.

Live Music in the Orchard: The Pollocks

The Pollocks are led by Jason Pollock, former guitarist and songwriter for Seven Mary Three, who penned hits such as "Cumbersome" and "Water's Edge".

Live Music with Brian Franke

From 2:30–5:30 PM, Brian Franke takes the stage with classic rock favorites that pair perfectly with a glass of wine and a laid-back afternoon.

The Art of Wine

An event supporting The Arc of Piedmont, showcasing artwork from The Arc Studio paired with wines from Grace Estate. Pop in any time between 4 & 7 PM to enjoy mountain views, wine tastings, artwork, and artmaking.

Live Music: The Loya Brothers

The Wavelength 🎺 | Eastwood After Dark

Join us for upbeat & fun bands every Saturday night. Gather your friends and family and join us for live music that you’ll want to dance to! Plus sit back and enjoy your favorite beverage and delicious food.

Crown Club Saturday: Murder Mystery Party

Crown Club members and guests are invited to solve Chiswell's murder mystery, starting at 5:30 PM on Saturday, November 14.

NCCF Silver Starlight Ball

A magical evening at Veritas celebrating the 25th anniversary of the Nelson County Community Fund (NCCF). Music, dancing, and a three-course dinner paired with fine wine, plus a live auction with Ken Farmer of PBS's Antiques Roadshow and a silent auction of regional experiences. 6:30 PM - 11:45 PM. Cocktail or formal attire; silver sparkles encouraged. Proceeds support NCCF's work in food access, housing security, education, youth development, and health across Nelson County. Tickets $250+.

Wine Dinner: An Evening with Jordan Demain

An Evening with Jordan Demain at Pollak Vineyards begins at 6:30pm on Saturday, November 14. Tickets will first be available to only Smuggler Society wine club members. Jordan joined our cellar team in 2016 after working at other wineries in New Jersey and Virginia. On the fourteenth of November, he will come out from behind the barrels to pour the wines he helped make, and to tell you what happened with each one. The three-course dinner will be prepared by C&O Restaurant, with each course paired with our estate grown wine.

Mama Tried

Truffle Feast

A four-course wine paired feast prepared by Executive Chef Michael Clough. For reservations, please email or call 540-832-7848. Price: $270 per person, all-inclusive.

The Soaring Eagles - A Musical Salute to The Eagles

THE SOARING EAGLES — A MUSICAL SALUTE TO THE EAGLES LIVE AT THE FOUNDRY Saturday, November 14th, 2026 Doors: 6:30 PM | Showtime: 8:00 PM WAYNESBORO — Get ready for a night celebrating the timeless music of one of the greatest American rock bands of all time. The Soaring Eagles – A Musical Salute to the Eagles are coming to The Foundry at Basic City Beer Co. on Saturday, November 14th, bringing the unmistakable harmonies, guitar work, and legendary songs of the Eagles to our stage. From the laid-back California country-rock of the early years to the arena-sized hits that made the Eagles one of the best-selling bands in music history, The Soaring Eagles deliver a live tribute built for longtime fans. Sing along to favorites like “Take It Easy,” “Peaceful Easy Feeling,” “One of These Nights,” “Life in the Fast Lane,” “Desperado,” “Heartache Tonight,” and, of course, “Hotel California.” It’s an evening of classic songs, soaring harmonies, and the soundtrack of a generation — performed live in the intimate concert setting of The Foundry. All Ages - Under 18 with an Adult The Foundry at Basic City Beer Co. 1010 E. Main Street Waynesboro, VA Tickets on sale now. Genre: Classic Rock Ticketed event at The Foundry at Basic City Beer Co., Waynesboro.

Heirloom Apple Tasting

Of course, you've heard of Granny Smith and Red Delicious, but what about Esopus Spitzenburg and Belle de Boskoop? At Albemarle CiderWorks, we cultivate over 250 unique apple varieties. Join us for a guided heirloom apple tasting.

Paint Your Pet Autumn Workshop

Local artist Anissa Frantz sketches your pet on an 11x14 canvas from a photo you send two weeks ahead, then teaches you to paint the portrait. All materials provided; $60/ticket.

Bloody Mary & NFL Sunday

Bloody Marys every Sunday with NFL games streaming at 92 Acres!

Truffle Lunch

A four-course wine paired feast prepared by Executive Chef Michael Clough. For reservations, please email or call 540-832-7848. Price: $270 per person, all-inclusive.

Live Music: Forde Upshur

An Lar Traditional Irish Band

Armchair Expedition Viognier 2pm

Often called Virginia’s signature white grape, Viognier is deeply rooted in Virginia soil. But where did it come from? How do different terroirs and vinification practices affect its aromas and flavors? Join us to discover the answers. An aromatic beauty, Viognier is the only grape permitted in the Northern Rhône application of Condrieu. Viognier is also the most-planted white Rhone varietal in the US and produces a full bodied wine with intense aromatics of peach, apricot, honeysuckle and rose. In this class, we will taste old and new world examples and see how terroir influences what ends up in our glasses. This session will be at 2pm. Small bites will accompany the wines, and wines will be available for purchase at the end of the session. Session price: $49 per person (Wine Club discounts apply, Email Beth for WC reservations), advance reservation required, and space is limited. Purchase tickets by clicking HERE Check out an article about these world of wine events here Cost: $49

Live Music: Alex Arbaugh

Live Music: Matty & Mirabelle

Music Bingo

Everyone loves singing along with their favorite songs and who doesn’t love a competitive game of Bingo? Music Bingo brings together the best of both worlds for a high energy game that is fun for everyone. Simply listen to your favorite music, match the songs to the titles on your music bingo cards, and win great prizes!

Artist Reception: Ellen Copeland

Meet the artist! Ellen Copeland will be in the Loving Cup Tasting Room Gallery to discuss the large-format abstract oils in her exhibit "Color and Comfort in Hang Time" (on view Oct 2 – Dec 13). Sip a glass of certified-organic wine and enjoy a Sunday afternoon with art.

Game Night

Game Night every Monday at 92 Acres – bring your own game or play one of ours!

Fletcher Daniel

Food Truck: PotLucky Cville

Trivia Night

Willie De Live Music

Wine Wednesday – Extended Tasting Room Hours & Food Trucks

Break up the midweek monotony and join us as we keep the tasting room open until 8:30pm every Wednesday! Unwind with a rotating lineup of local food trucks serving from 4:00–7:30pm, then put your knowledge to the test at trivia in the pavilion starting at 6:00pm – with King Family Vineyards gift cards up for grabs. Our Wine Wednesday series runs from early March through the end of November, giving you plenty of opportunities to enjoy sunsets with us on the farm!

How Might We Wednesdays

Bring the thing that's bugging you. Every Wednesday from 5 to 7 PM, write your problem on a card at the bar and pin it to the board; the room picks one and spends two hours working on it together. Not a talk and not a demo, an actual go at something a neighbor is stuck on. Hosted by The Smithy.

Mahjong with Mountain Mahj

Beginner-friendly Mahjong lessons with Mountain Mahj: learn the rules, strategies, and traditions of the game in easy-to-follow steps while hanging out with friends. Lesson is 2.5 hours. Ticketed event (mountainmahjczt.com/classes).

Trail Run Club

Candlelight Sound Bath

A restorative evening sound bath by candlelight in the Center at Oakencroft. $34 per ticket.

Trivia Night

Trivia every Thursday 6:30-8:30 PM. Grab your buddies for a fun night of trivia, delicious beers, and hot, artisanal pizza.

Catchin Fish' and Chips Food Truck

Catchin’ Fish & Chips serves up wild-caught Alaskan cod, hand-battered and fried golden to order alongside crispy fries and flavorful sauces. Stop by the truck for a fresh, satisfying take on the classic seaside favorite.

Paxton Henderson — Modern Bluegrass & Singer-Songwriter

Enjoy an afternoon with Paxton Henderson from 4:30–7:30 PM, featuring modern bluegrass and singer-songwriter selections.

Library Wine Deep Dive

Join us for a special Library Deep Dive tasting as we open the cellar and revisit some of our favorite older vintages. This is a unique opportunity to taste wines from our library, discover how they’ve evolved with age, and enjoy a few bottles that rarely make an appearance. We will focus each session on a single wine. Seating is limited, and advance reservations are required. A limited number of bottles will be available for purchase after the tasting. Cost is $ 32 per person – pay at the event. Make your reservation today! Come sip, savor, and take a little journey through the years with us! Cost: $32

Live Music: Matthew O’Donnell

Come see Matthew O’Donnell! Matthew will be playing from 5-8PM.

Bulk Juice Sale [Heirloom Cider-Apples]

Calling all home cidermakers - grab your carboys! We're crushing heirloom apple varieties for bulk unpasteurized juice, blended specifically for cider making.

Oysters + Wine

Salty Bottom Blue Oysters serves fresh Virginia oysters, raw or grilled, at Michael Shaps Wineworks. Grab a glass or bottle of Michael Shaps wine and settle in. No reservation required. Raw oysters also available to pre-order for the holidays.

Live Music: Heidi Riddell

Come see Heidi Riddell! Heidi will be playing from 12:30-3:30PM.

BRIMS & VINO HAT WORKSHOP

Hat making workshop with wine at Hazy Mountain Vineyards.

Live Music: Jon Spear Band

Music In The Mountains with Bomar & Ritter

Join us for an afternoon of good wine and music with the duo of Mary Bomar and Bob Ritter. Bomar & Ritter are excellent singers, songwriters, and guitarists that play original folk/pop. Grab a glass or bottle of your favorite wine and relax while listening to these two amazing artists. Plus the view couldn’t be better! No cover. Reservations are recommended. Make yours here. Add this event to your Google calendar, or any other calendar (iPhone, Outlook, etc.) by using the buttons below.

Ken Harrington — Solo Acoustic

Ken Harrington delivers solo acoustic takes on classic rock favorites everyone knows and loves. From 2:30–5:30 PM, he takes the stage with stripped-down arrangements, easy rhythms, and plenty of sing-along moments. It’s the kind of set that feels instantly familiar and effortlessly fun.

Live Music in the Orchard: Mojo Pie

Grab a glass and join us for live music by Mojo Pie! Mojo Pie was created when Susan Munson invited Frank Bechter to a songwriters workshop, and they've been bringing harmonies to wineries ever since.

Beleza 🎺 | Eastwood After Dark

Join us for upbeat & fun bands every Saturday night. Gather your friends and family and join us for live music that you’ll want to dance to! Plus sit back and enjoy your favorite beverage and delicious food.

Live Music: Kurt Crandall

The Nashville Nights Band: The Ultimate 90's Country Experience

THE NASHVILLE NIGHTS BAND: THE ULTIMATE 90'S COUNTRY EXPERIENCE IS BACK! After coming incredibly close to SELLING OUT The Foundry last time, The Nashville Nights Band returns to Basic City Beer Co. on Saturday, November 21st for another huge night celebrating the greatest era of country music! If you were here last time, you know what kind of party this is. The dance floor was packed, the crowd was singing along, and the room was nearly full. Now they're coming back — and we're expecting an even bigger night. The Nashville Nights Band: The Ultimate 90's Country Experience brings you a full night of the country hits that defined a generation. Break out the boots and hats, round up your crew, and get ready to sing and dance to the songs that made '90s country unforgettable. Saturday, November 21st, 2026 The Foundry at Basic City Beer Co. Waynesboro, VA Doors: 6:30 PM Show: 8:00 PM ALL AGES - UNDER 18 WITH AN ADULT SEATING SELLS FAST! Our seated ticket options are always some of the first to go for Nashville Nights, so if you want a seat, don't wait until show week to grab your tickets. Ticketed event at The Foundry at Basic City Beer Co., Waynesboro.

Heart of Virginia Artisans "giving thanks" MARKET

Giving Thanks artisan market at Hazy Mountain Vineyards.

Oysters in the Library

Freshly Shucked and Oysters Rockefeller from 11:00am-4:00pm

Bloody Mary & NFL Sunday

Bloody Marys every Sunday with NFL games streaming at 92 Acres!

Vincent Zorn Live Music

Wreath Making Workshop

Sip, create, and get into the holiday spirit at our workshop where you can make your very own one of a kind festive wreath! Ticketed event.

Chiswell Book Club November Meeting

Every other month, the Chiswell Book Club meets to discuss a new book. Join us for a Sunday afternoon of wine and discussion!

Holiday Wreath-Making Workshop

A festive afternoon of wreath-making with Bellair Farm at Michael Shaps Wineworks. Create a natural holiday wreath from locally sourced evergreens, pinecones, dried wildflowers and botanicals. All materials included; no experience needed. $75 per person; advance reservations required.

Live Music: FarAway

Come see FarAway! FarAway will be playing from 1-4PM on the stage in The Barn.

UVA Planetarium Constellation Tours

Come learn about the stars and planets from the Dark Skies, Bright Kids (DSBK) portable planetarium! Constellation tours, traveling to the center of the universe, and more.

Grapevine Wreath Making Workshop

An afternoon of wine and wreaths in the Party Barn. All wreath-making supplies plus your first glass of wine included ($60). Bring materials from your own garden, gloves and pruners if you like.

Music in the Mountains with Pat Anderson

The mountains are calling and so is the music by Pat Anderson – an Oklahoma-born, Virginia-raised singer-songwriter. Pat’s a roots rocker with a strong affinity for Dylan, Springsteen, and Petty and possessed with the tough-minded country-rock sensibility of Todd Snider. We are thrilled to have him share his talents with us here at DuCard Vineyards. Bring along snacks or select eats from our lite noshing menu while you take in the rhythm and views! No cover. Reservations are recommended and can be made here. Add this event to your Google calendar, or any other calendar (iPhone, Outlook, etc.) by using the buttons below.

Special Private Screening: Immigrant Grapes: Odyssey of Forbidden Wines by Lucie Morton

Join us at 5:30 PM on Sunday, November 22 for a special private screening of Immigrant Grapes: Odyssey of Forbidden Wines, a new film by viticulturist, author and now filmmaker Lucie Morton. The film follows her personal quest to bring the Cunningham grape back to its ancestral home on her family’s farm in Tidewater Virginia. This fascinating journey includes grapevine science, politics, intrigue and romance. Her odyssey took her across the US and across the Atlantic to the Azores, Madeira Island, the Cevennes Mountains of France, and southern Brazil. As Lucy ultimately becomes successful in repatriating Cunningham to Virginia, it will join Norton, which we have planted at DuCard and use for our Norton varietal wine, our C’est Trop port-style wine and the fun and funky Dorothy’s Slippers rosé, as the only other surviving Virginia native grape. And yes, DuCard Norton will be available to sip while enjoying the film. Tickets are $10 and can be paid at the door. Space is limited so please make your reservations by emailing Beth at beth@ducardvineyards.com Cost: $10

Game Night

Game Night every Monday at 92 Acres – bring your own game or play one of ours!

Food Truck: PotLucky Cville

Beer & Board Games

Trivia Night

Wine Wednesday – Extended Tasting Room Hours & Food Trucks

Break up the midweek monotony and join us as we keep the tasting room open until 8:30pm every Wednesday! Unwind with a rotating lineup of local food trucks serving from 4:00–7:30pm, then put your knowledge to the test at trivia in the pavilion starting at 6:00pm – with King Family Vineyards gift cards up for grabs. Our Wine Wednesday series runs from early March through the end of November, giving you plenty of opportunities to enjoy sunsets with us on the farm!

JACKYL

JACKYL Returns to The Foundry at Basic City Beer Co. Wednesday, November 25, 2026 | Thanksgiving Eve JACKYL is coming back to Waynesboro for a special Thanksgiving Eve concert at The Foundry at Basic City Beer Co. Known for a live show that is loud, unpredictable, and unmistakably Jackyl, the Georgia-based rock band has spent more than three decades building a reputation as one of American rock and roll’s most relentless touring acts. Formed in the early 1990s, Jackyl exploded onto the national rock scene with its self-titled debut album, delivering songs including “Down on Me,” “When Will It Rain,” “I Stand Alone,” and the band’s signature anthem, “The Lumberjack.” Led by frontman Jesse James Dupree, Jackyl has remained a road-tested staple of hard rock and Southern rock ever since, earning a fiercely loyal fanbase through decades of touring and an anything-can-happen approach to the stage. This Thanksgiving Eve, Jackyl returns to The Foundry for a night built for fans who would rather start the holiday weekend with loud guitars, cold beer, and a chainsaw than spend Wednesday night sitting in traffic. Genre: Hard Rock Ticketed event at The Foundry at Basic City Beer Co., Waynesboro.

Thanksgiving Celebration Lunch

A four-course feast prepared by Executive Chef Michael Clough. For reservations, please email or call 540-832-7848. Price: $105 per person for the meal. $140 per person for the meal with wine pairings (+9.3% tax & 22% service charge).

Trail Run Club

Black Friday Music featuring Wavelength

Black Friday Music featuring Wavelength at Merrie Mill Farm & Vineyard, 1 PM to 4 PM.

Black Friday Music In The Mountains with South Canal Street

Bring your Thanksgiving guests and your dancing shoes and come out to DuCard for the fun and fabulous music of South Canal Street! They bring their repertoire of your favorites including songs by The Beatles, Chicago, Motown, Eagles and top hits from the golden era of music, late 1950’s to the 1970’s! Grab your favorite DuCard wine and have some fun! Hungry? We’ve got a great noshing menu to select from or bring your own snacks. No cover. Reservations are recommended and can be made here. Add this event to your Google calendar, or any other calendar (iPhone, Outlook, etc.) by using the buttons below.

Paint & Sip "Winter Woods" with Blue Ridge Brushes

Come paint with Blue Ridge Brushes at Hazy Mountain Vineyards! Design: "Winter Woods". Instructor: Catelyn. Your ticket includes all painting materials and an 11x14 canvas. Step-by-step instruction from a professional artist, no experience necessary. Ticketed event.

NOVEMBER BACHATA

Sunset Salsa Bachata night in November at Hazy Mountain.

Live Music: Greg Ward

Sun-Dried Opossum with John Shenk

BLACK FRIDAY AT THE FOUNDRY — SUN DRIED OPOSSUM RETURNS! Get out of the stores and spend Black Friday with some live music! Sun Dried Opossum takes over The Foundry stage on Friday, November 27th, with special guest John Shenk for a FREE night of live music at Basic City Beer Co. Friday, November 27th Doors: 6:30 PM Show: 8:00 PM The Foundry at Basic City Beer Co. Waynesboro, VA FREE SHOW ALL AGES Guests under 18 must be accompanied by an adult. Proper ID required. Grab some dinner, grab a beer, and trade the Black Friday madness for a night of live music at The Foundry. Genre: Rock

Live Music: Lenny Burridge

Come see Lenny Burridge! Lenny will be playing from 12:30-3:30PM.

Mini Maker’s Holiday Market

Eastwood Farm and Winery is hosting our first-ever Young Makers Market on Saturday, November 28 — featuring kid and teen artisan vendors selling handmade goods just in time for the holidays!

Live Music: Bryan Horowitz

Live Music: James Tamelcoff

Live music from James Tamelcoff from 2-5pm at The Barn at 678. Enjoy wine, flights, beer, cider and mead on the porch. No outside beverages.

Music In The Mountains with Grass Fed

Come out to the foothills of the Blue Ridge and spend your afternoon at DuCard Vineyards listening to live music from Grass Fed. This amazing group plays a mix of funk, rock and roll, and reggae. Choose your favorite bottle of DuCard wine, add a snack from our lite noshing menu and enjoy the beautiful mountain scenery to complete the day! No cover. Reservations are recommended and can be made here. Add this event to your Google calendar, or any other calendar (iPhone, Outlook, etc.) by using the buttons below.

Live Music in the Orchard: Her Checkered Past

Come share a cider with friends. Enjoy live music by Her Checkered Past with Anne O'Brien and Frank Bechter in the orchard.

Pancho Country Music

Pancho brings a full, boots-on-the-ground country sound—big hooks, big heart, and plenty of twang.

Jackson, Pendergrass & Townsend 🎺 | Eastwood After Dark

Join us for upbeat & fun bands every Saturday night. Gather your friends and family and join us for live music that you’ll want to dance to! Plus sit back and enjoy your favorite beverage and delicious food.

Blake Hunter & The Gatherers

Karaoke Night

Paint & Sip

Come paint with us, no experience necessary, all materials included! Instructor: Catelyn. Ticket includes all painting materials and an 11×14 canvas. Ticketed event.

Grapevine Wreath Making Workshop

An afternoon of wine and wreaths in the Party Barn. All wreath-making supplies plus your first glass of wine included ($60). Bring materials from your own garden, gloves and pruners if you like.

Holiday Wreath Workshop & Wine

Join Hope Henderson of Flora Design for a holiday wreath-making afternoon with Oakencroft wine. $90 per ticket.

Music Bingo

Everyone loves singing along with their favorite songs and who doesn’t love a competitive game of Bingo? Music Bingo brings together the best of both worlds for a high energy game that is fun for everyone. Simply listen to your favorite music, match the songs to the titles on your music bingo cards, and win great prizes!

Vinyl Day at the Vineyard

We’re dusting off the turntable and bringing in our favorite LP’s for Vinyl Day at DuCard Vineyards. Dig out the old record albums and bring them along for an afternoon of listening, sharing, and reminiscing. We can’t wait to hear all of your favorites while we share ours. There will be wine, of course and our light noshing menu is available while you sit and enjoy. No better way to spend the afternoon. Catch you on the flip side! Reservations recommended. No cover.

Virginia Rieley & Eliza Evans – Artist Meet & Show

Join us in the tasting room at Blenheim Vineyards and meet the artists, Virginia Rieley & Eliza Evans, Sunday, November 29th from 2-4pm. Their artwork will be on display and available for purchase. We will have snacks and wine for sale by the glass, bottle, and flights. Eliza Evans & Virginia Rieley grew up in North Garden near Charlottesville and have been friends since childhood, collaborating artistically for over 35 years. Eliza paints acrylic portraits from life, usually in a single sitting; Virginia is a mixed media collage artist who combines her own photography with watercolor and pen to create layered scenes of local places. Together they co-create the hand-drawn Every Day is a Holiday Calendar, self-published each year since 2006.

DECEMBER trivia WITH TAG TEAM ENTERTAINMENT

December Trivia night with Tag Team Entertainment at Hazy Mountain.

Annual Holiday Market

Annual Holiday Market at Merrie Mill Farm & Vineyard, 11:30 AM to 5 PM.

Port Tasting at Horton Vineyards

The Wine Vault is open! Celebrate 30 years of Port at Horton Vineyards with a drop-in tasting in the climate-controlled Wine Vault: vintage Ports spanning 1995-2020 alongside Courage Port, plus Port-style dessert wines Pear Dessert, Bone Orchard, and About Face. Light charcuterie provided. 11:30 AM - 4:00 PM. Ticketed event (limited to 150, ages 21+, non-refundable unless cancelled). Dress warmly. Regular tasting room service is separate.

Live Music: Brian Franke

Come see Brian Franke! Brian will be playing from 12:30-3:30PM.

Live Music: Dara James

Live Music: South Canal Street

Live music from South Canal Street from 2-5pm at The Barn at 678. Enjoy wine, flights, beer, cider and mead on the porch. No outside beverages.