Live Music at Charlottesville-Area Wineries & Breweries

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.

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.

OCTOBER BACHATA

Sunset Salsa Bachata night at Hazy Mountain Vineyards.

Live Music: Wavelength

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.

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.

Friday Cheers with Jacob Paul Allen

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

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

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

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.

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.

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.

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.

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.

Live Music: Jon Spear Band

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: Matty & Mirabelle

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.

The Wavelength Trio

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

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.

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.

The Norms Music

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

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.

Live Music: Patrick Dimeo

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.

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.

The Pollocks

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

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!

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.

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.

Live Music: Alex Arbaugh

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.

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.

Old Time String Band Jam

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

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

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.

Adult Karaoke Night

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

Live Music: Bob & Kenn

Wine Down Wednesday – South Canal Street Band

Enjoy Wednesday evening with Keswick wines, local beers, or a canned cocktails. South Canal Street brings in songs mostly from the 60’s, 70’s and 80’s, including Motown, Funk, Soul, Rock, Pop. Barrel and Board will be serving butter boards, signature sandwiches, and much more!

Andrew Beverly Live Music

Fletcher Daniel

An Lar Traditional Irish Band

Cider & Strings: An Afternoon with Acoustic Union Live

Live Music: Andy Tichenor