Festival
Horton on the Go: Mount Vernon Fall Wine Festival
Fri, Oct 9 – Mon, Oct 12, 2026
10:00 PM
Horton Vineyards at the Mount Vernon Fall Wine Festival.
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Live music, tastings, festivals and more across 60+ wineries, cideries and breweries.
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Special Event
Wine Wednesday – Extended Tasting Room Hours & Food Trucks
Wed, Oct 14, 2026
4:30 PM – 8:30 PM
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Special Event
Bingo & Bourbon!
Thu, Oct 15, 2026
5:00 PM – 7:00 PM
Bingo and Bourbon event at 92 Acres Winery.
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Trivia
Team Trivia
Thu, Oct 15, 2026
6:30 PM – 8:00 PM
Team trivia night at Cunningham Creek Winery. Reservations recommended.
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Community
Mah Jongg Fridays
Fri, Oct 16, 2026
1:00 PM – 3:00 PM
Bring your Mah Jongg set, current card & a group of 2-4 players. 10% off wine bottle purchases for Mah Jongg players. Every Friday 1-3pm. No reservations needed.
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Music
Music Bingo
Fri, Oct 16, 2026
6:00 PM – 8:00 PM
An evening of music and bingo at Grace Estate Winery.
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Music
The Greenhorns @ Pro Re Nata
Fri, Oct 16, 2026
7:00 PM
Live music at Pro Re Nata Farm Brewery.
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Art
Fluvanna Artist's Tour
Sat, Oct 17, 2026
10:00 AM – 4:00 PM
October 17-18: Fluvanna Artist's Tour featuring Susan Edginton in the Community Room.
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Festival
Annual Harvest Fest
Sat, Oct 17, 2026
11:00 AM – 5:00 PM
Bring the family for a fun day at the Annual Harvest Fest! Pumpkin patch, hayride, face painting, pumpkin slingshot, pumpkin painting, food trucks, wine, beer, and non-alcoholic options.
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Food Truck
Food Truck: Simply Trending Catering
Sat, Oct 17, 2026
12:00 PM – 4:00 PM
Simply Trending Catering food truck at Cunningham Creek Winery.
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Festival
Horton on the Go: Town Point Virginia Fall Wine Festival
Sat, Oct 17, 2026
12:00 PM
Horton Vineyards at the Town Point Virginia Fall Wine Festival.
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Music
Live Music: Rivanna Roadshow
Sat, Oct 17, 2026
2:00 PM – 5:00 PM
Rivanna Roadshow plays rock and roll matching the mood of the crowd — favorites loud or soft, including an occasional original tune. Elena's beautiful vocals add energy to every performance.
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Tasting
An Evening with Frank Morgan: Virginia & French Wines Tasting
Sat, Oct 17, 2026
6:00 PM – 8:00 PM
Frank Morgan guides a comparative tasting of Pollak and French wines exploring Virginia wine's Old World inspiration.
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Music
Valerie Smith and Liberty Pike
Sat, Oct 17, 2026
6:00 PM – 9:00 PM
Live music featuring Valerie Smith and Liberty Pike
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Art
Fluvanna Artist's Tour (Day 2)
Sun, Oct 18, 2026
10:00 AM – 4:00 PM
Day 2 of the Fluvanna Artist's Tour featuring Susan Edginton in the Community Room.
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Festival
Annual Harvest Fest (Day 2)
Sun, Oct 18, 2026
11:00 AM – 5:00 PM
Day 2 of the Annual Harvest Fest! Pumpkin patch, hayride, face painting, pumpkin slingshot, pumpkin painting, food trucks, wine, beer, and non-alcoholic options.
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Special Event
Bloody Mary & NFL Sunday
Sun, Oct 18, 2026
12:00 PM – 6:00 PM
Enjoy Bloody Marys and watch NFL games at 92 Acres Winery.
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Special Event
Wine Wednesday – Extended Tasting Room Hours & Food Trucks
Wed, Oct 21, 2026
4:30 PM – 8:30 PM
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Community
Mah Jongg Fridays
Fri, Oct 23, 2026
1:00 PM – 3:00 PM
Bring your Mah Jongg set, current card & a group of 2-4 players. 10% off wine bottle purchases for Mah Jongg players. Every Friday 1-3pm. No reservations needed.
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Music
OCTOBER BACHATA
Fri, Oct 23, 2026
5:00 PM – 9:00 PM
Sunset Salsa Bachata night at Hazy Mountain Vineyards.
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Music
Music Bingo
Fri, Oct 23, 2026
6:30 PM – 8:30 PM
Join us for Music Bingo! Reservations recommended. Wine, beer, mocktail, and pizza available.
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Art
Paint + Sip "Stack o' Pumpkins"
Fri, Oct 23, 2026
6:30 PM – 8:30 PM
Paint and sip event featuring a pumpkin stack at Hazy Mountain.
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Tasting
The Winemaker's Journey Part 2
Fri, Oct 23, 2026
6:30 PM – 8:00 PM
Continue the winemaker's journey at Hazy Mountain Vineyards.
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Workshop
Planning and Planting the Home Orchard
Sat, Oct 24, 2026
9:00 AM – 4:00 PM
Workshop on planning and planting a home orchard at Albemarle CiderWorks
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Food Truck
Food Truck: Chinese Dumplings & Fried Rice
Sat, Oct 24, 2026
12:00 PM – 4:00 PM
Enjoy Chinese dumplings & fried rice from our visiting food truck.
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Music
Live Music: The Boomerangs
Sat, Oct 24, 2026
2:00 PM – 5:00 PM
A six-piece Charlottesville band serving up timeless tunes from the 50s to the present spanning generations and genres. The Boomerangs bring rich harmonies and strong musicianship.
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Music
Five Old Gentlemen (FOG) Live
Sat, Oct 24, 2026
3:00 PM – 5:00 PM
Classic rock live music at Blenheim Vineyards, free event.
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Tasting
Wine & Design at Horton Vineyards
Sat, Oct 24, 2026
3:00 PM
Wine and design event at Horton Vineyards.
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Music
Mojo Parker Express
Sat, Oct 24, 2026
6:00 PM – 9:00 PM
Live music featuring Mojo Parker Express
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Community
Heart of Virginia Artisans AUTUMN MARKET
Sun, Oct 25, 2026
11:00 AM – 4:00 PM
Autumn artisan market at Hazy Mountain Vineyards.
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Special Event
Bloody Mary & NFL Sunday
Sun, Oct 25, 2026
12:00 PM – 6:00 PM
Enjoy Bloody Marys and watch NFL games at 92 Acres Winery.
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Art
Allie Kelly – Artist Meet & Show
Sun, Oct 25, 2026
2:00 PM – 4:00 PM
Meet local artist Allie Kelly and view her work at Blenheim Vineyards.
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Other
Special Screening: We the Wine People at Royal Cinemas
Tue, Oct 27, 2026
7:00 PM – 9:00 PM
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Special Event
Wine Wednesday – Extended Tasting Room Hours & Food Trucks
Wed, Oct 28, 2026
4:30 PM – 8:30 PM
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Community
Mah Jongg Fridays
Fri, Oct 30, 2026
1:00 PM – 3:00 PM
Bring your Mah Jongg set, current card & a group of 2-4 players. 10% off wine bottle purchases for Mah Jongg players. Every Friday 1-3pm. No reservations needed.
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Music
Final Fridays Concert: Blake Hunter & the Gatherers
Fri, Oct 30, 2026
5:30 PM – 8:30 PM
Final outdoor concert of the year with Blake Hunter and the Gatherers plus Crozet Seafood Supply food truck.
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Music
Big City Band @ Pro Re Nata
Fri, Oct 30, 2026
7:00 PM
Live music at Pro Re Nata Farm Brewery.
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Special Event
Captain Marrrrta's Halloween Extravaganza!
Sat, Oct 31, 2026
12:00 PM – 11:00 PM
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Music
Halloween and Music in the Mountains with The Wavelength
Sat, Oct 31, 2026
2:00 PM – 5:00 PM
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Music
Live Music: Michael Melvin
Sat, Oct 31, 2026
2:00 PM – 5:00 PM
With 15 years of live music experience, Michael Melvin brings an easygoing mix of country, classic hits from the 70s and beyond, and a touch of bluegrass roots.
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Special Event
Bloody Mary & NFL Sunday
Sun, Nov 1, 2026
12:00 PM – 6:00 PM
Enjoy Bloody Marys and watch NFL games at 92 Acres Winery.
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Trivia
NOVEMBER trivia WITH TAG TEAM ENTERTAINMENT
Fri, Nov 6, 2026
6:30 PM – 8:30 PM
November Trivia night with Tag Team Entertainment at Hazy Mountain.
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Special Event
Outdoor Movie Night: Kelly's Heroes
Fri, Nov 6 – Sat, Nov 7, 2026
10:30 PM
Outdoor movie night screening Kelly's Heroes at Horton Vineyards.
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Tasting
Sip & Savor Express Train Ride
Sat, Nov 7, 2026
10:00 AM
Scenic round-trip train ride from Louisa station with guided tasting of four estate wines and artisan charcuterie board.
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Special Event
Salute & Sip: A Military K9 Tribute
Sat, Nov 7, 2026
4:00 PM
Salute and Sip event honoring military K9s at Horton Vineyards.
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Tasting
Smuggler Sunday
Sun, Nov 8, 2026
11:00 AM
Wine club members only specialty flight of library or special release wines.
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Tasting
Sip & Savor Express Train Ride
Sat, Nov 14, 2026
10:00 AM
Scenic round-trip train ride from Louisa station with guided tasting of four estate wines and artisan charcuterie board.
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Tasting
The Art of Wine
Sat, Nov 14, 2026
4:00 PM – 7:00 PM
An artistic wine experience at Grace Estate Winery.
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Benefit
NCCF Silver Starlight Ball
Sat, Nov 14, 2026
6:30 PM – 11:45 PM
An elegant evening benefiting the National Children's Cancer Foundation. Tickets from $250.
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Workshop
BRIMS & VINO HAT WORKSHOP
Sat, Nov 21, 2026
1:00 PM – 3:00 PM
Hat making workshop with wine at Hazy Mountain Vineyards.
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Community
Heart of Virginia Artisans "giving thanks" MARKET
Sun, Nov 22, 2026
11:00 AM – 4:00 PM
Giving Thanks artisan market at Hazy Mountain Vineyards.
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Music
NOVEMBER BACHATA
Fri, Nov 27, 2026
5:00 PM – 9:00 PM
Sunset Salsa Bachata night in November at Hazy Mountain.
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Seasonal
Veritas Illuminated Walking Light Trail
Fri, Nov 27, 2026
5:00 PM
Experience the vineyard lit up with beautiful illuminated lights. Begins November 27.
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Art
Virginia Rieley & Eliza Evans – Artist Meet & Show
Sun, Nov 29, 2026
2:00 PM – 4:00 PM
Meet artists Virginia Rieley and Eliza Evans and view their work at Blenheim Vineyards.
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Trivia
DECEMBER trivia WITH TAG TEAM ENTERTAINMENT
Fri, Dec 4, 2026
6:30 PM – 8:30 PM
December Trivia night with Tag Team Entertainment at Hazy Mountain.
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Tasting
Port Tasting at Horton Vineyards
Sat, Dec 5, 2026
4:30 PM
Port wine tasting event at Horton Vineyards.
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Music
DECEMBER BACHATA
Sat, Dec 5, 2026
5:00 PM – 9:00 PM
Sunset Salsa Bachata night in December at Hazy Mountain.
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Music
Gone Country @ Pro Re Nata
Fri, Dec 18, 2026
7:00 PM
Live music at Pro Re Nata Farm Brewery.
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Dinner
NYE Black & White Ball
Thu, Dec 31 – Fri, Jan 1, 2027
7:00 PM
Ring in the New Year at Veritas Vineyard's elegant Black & White Ball. Tickets from $250.
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