Live music by The Bennett's at Blenheim Vineyards 10/31 from 3-5pm

Saturday, October 31, 2026, 3:00 PM – 5:00 PM

Halloween Family-Friendly Celebration 12-4PM @Eastwood

Saturday, October 31, 2026, 12:30 PM – 7:30 PM

Virginia Oyster & Wine Celebration 5-8PM @Eastwood and Live Music feat Lenny Burridge 5-8PM

Friday, October 30, 2026, 5:00 PM – 8:00 PM

Porch Nights with Live Music feat Michael Bergamo 5-8PM @Eastwood

Thursday, October 29, 2026, 5:00 PM – 8:00 PM

EVENT VENUE OPEN HOUSE at Hardware Hills

Sunday, October 25, 2026, 1:00 PM – 3:00 PM

Vinyasa Yoga @Chisholm Vineyards 1-2pm

Sunday, October 25, 2026, 1:00 PM – 2:00 PM

Paint & Sip 12-2PM - Ticketed Event, Reserve Your Spot! @Eastwood

Sunday, October 25, 2026, 12:00 PM – 5:00 PM

Live Music feat FarAway 12:30-3:30PM @Eastwood

Saturday, October 24, 2026, 5:00 PM – 7:30 PM

Live Music at Blenheim: FOG 3-5pm

Saturday, October 24, 2026, 3:00 PM – 5:00 PM

Wine & Design at Horton Vineyards in Collaboration with Monica Garrett Interiors

Saturday, October 24, 2026, 11:00 AM – 4:03 PM

LIVE MUSIC with Rick Hollowell @Hardware Hills

Friday, October 23, 2026, 5:30 PM – 7:30 PM

Virginia Oyster & Wine Celebration 5-8PM @Eastwood and Live Music feat Matthew O'Donnell 5-8PM

Friday, October 23, 2026, 5:00 PM – 8:00 PM

Porch Nights with Live Music feat Ty Burkhardt 5-8PM @Eastwood

Thursday, October 22, 2026, 5:00 PM – 8:00 PM

Vinyasa Yoga @Chisholm Vineyards 1-2pm

Sunday, October 18, 2026, 1:00 PM – 2:00 PM

Fall Family Day and Harvest Party Artisan Market 12-5PM @Eastwood

Sunday, October 18, 2026, 1:00 PM – 4:30 PM

2nd Annual Masquerade Ball at Hardware Hills

Saturday, October 17, 2026, 6:00 PM – 9:00 PM

Live Music feat Heidi Riddell 12:30-3:30PM @Eastwood

Saturday, October 17, 2026, 12:30 PM – 7:30 PM

LIVE MUSIC with F.O.G. (Five Old Guys) @Hardware Hills

Friday, October 16, 2026, 5:30 PM – 7:30 PM

Virginia Oyster & Wine Celebration 5-8PM @Eastwood and Live Music feat Matthew O'Donnell 5-8PM

Friday, October 16, 2026, 5:00 PM – 8:00 PM

FRIENDLY FEUD Night at Hardware Hills

Thursday, October 15, 2026, 6:30 PM – 8:30 PM

Porch Nights with Live Music feat Michael Clem 5-8PM @Eastwood

Thursday, October 15, 2026, 5:00 PM – 8:00 PM

Vinyasa Yoga @Chisholm Vineyards 1-2pm

Sunday, October 11, 2026, 1:00 PM – 2:00 PM

Oktoberfest Market 12-5PM Live Music feat Jim Richardson 1-4PM @Eastwood

Sunday, October 11, 2026, 12:00 PM – 4:00 PM

Saturday Night Special 6-9pm Dave's Basement @Chisholm Vineyards

Saturday, October 10, 2026, 6:00 PM – 9:00 PM

Uncorked & Unreleased at Woodbrook Farm Vineyard

Saturday, October 10, 2026, 5:00 PM – 10:00 PM

Live Music at Blenheim: Cry Babies

Saturday, October 10, 2026, 3:00 PM – 5:00 PM

Live Music feat Paxton Henderson 12:30-3:30PM Eastwood After Dark feat Live Music by Jason Burke: Bunch O'Mugs 5-8PM

Saturday, October 10, 2026, 12:30 PM – 8:00 PM

Virginia Oyster & Wine Celebration 5-8PM and Live Music feat Michael Tice 5-8PM @Eastwood

Friday, October 9, 2026, 5:00 PM – 8:00 PM

The Virginia Wine Detour October 9-11 @Colony House Motor Lodge is SOLD OUT!

Fri, Oct 9, 2026, 4:00 PM – Sun, Oct 11, 2026, 11:00 AM

Colony House Motor Lodge
3560 Franklin Road Southwest
Roanoke, VA, 24014
United States

LIVE MUSIC with Ron Gentry at Hardware Hills Vineyard

Friday, October 9, 2026, 12:00 PM – 5:30 PM

SUNDAY BRUNCH at the Hills

Friday, October 9, 2026, 12:00 PM – 5:30 PM

Porch Nights with Live Music featuring Sharif 5-8PM @Eastwood

Thursday, October 8, 2026, 5:00 PM – 8:00 PM

We The Wine People Screening at Violet Crown SOLD OUT!

Wednesday, October 7, 2026, 7:30 PM – 8:30 PM

Violet Crown
200 West Main Street
Charlottesville, VA, 22902
United States

Field Day @Blenheim Vineyards

Saturday, October 3, 2026, 11:00 AM – 7:00 PM

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