What are the top free Wine tasting events happening in Charlottesville?

Here are the top free Wine tasting events in Charlottesville:: - Wine Tasting & Live Music at Roslyn Farm & Vineyard featuring Starfire is happening on Sun 12 Apr 2026 from 2:00 PM onwards at 100 Roslyn Heights Rd, Charlottesville - Wine Tasting & Live Music at Roslyn Farm & Vineyard with Emily Woodhull is happening on Sun 05 Apr 2026 from 2:00 PM onwards at 100 Roslyn Heights Rd, Charlottesville - Wine Tasting & Live Music at Roslyn Farm & Vineyard featuring Harmony is happening on Sun 19 Apr 2026 from 2:00 PM onwards at 100 Roslyn Heights Rd, Charlottesville - Weekday Wine Tastings at Roslyn Farm & Vineyard is happening on Mon 16 Mar 2026 from 4:30 PM onwards at 100 Roslyn Heights Rd, Charlottesville - Wine Tasting & Live Music at Roslyn Farm & Vineyard featuring Matt Palmieri is happening on Sun 22 Mar 2026 from 2:00 PM onwards at 100 Roslyn Heights Rd, Charlottesville

What are the Wine tasting events happening in Charlottesville This Weekend March 20-22 2026?

Here are the Wine tasting events happening this weekend March 20-22 2026 in Charlottesville:: - Wine Tasting & Live Music at Roslyn Farm & Vineyard featuring Matt Palmieri is happening on Sun 22 Mar 2026 from 2:00 PM onwards at 100 Roslyn Heights Rd, Charlottesville

What Wine tasting events are happening in Charlottesville Today March 16 2026?

Here are the Wine tasting events happening today March 16 2026 in Charlottesville:: - Weekday Wine Tastings at Roslyn Farm & Vineyard is happening on Mon 16 Mar 2026 from 4:30 PM onwards at 100 Roslyn Heights Rd, Charlottesville

What are the top Wine tasting events happening in Charlottesville?

Here are the top Wine tasting events in Charlottesville:: - The Clifton & Barboursville Vineyards Wine Dinner is happening on Wed 18 Mar 2026 from 6:00 PM onwards at 1296 Clifton Inn Dr, Charlottesville - Wine Tasting & Live Music at Roslyn Farm & Vineyard featuring Starfire is happening on Sun 12 Apr 2026 from 2:00 PM onwards at 100 Roslyn Heights Rd, Charlottesville - AAFCYR's Trump Winery Visit is happening on Sat 16 May 2026 from 9:00 AM onwards at Trump Winery, Charlottesville - Wine Tasting & Live Music at Roslyn Farm & Vineyard with Emily Woodhull is happening on Sun 05 Apr 2026 from 2:00 PM onwards at 100 Roslyn Heights Rd, Charlottesville - Wine Tasting & Live Music at Roslyn Farm & Vineyard featuring Harmony is happening on Sun 19 Apr 2026 from 2:00 PM onwards at 100 Roslyn Heights Rd, Charlottesville - Weekday Wine Tastings at Roslyn Farm & Vineyard is happening on Mon 16 Mar 2026 from 4:30 PM onwards at 100 Roslyn Heights Rd, Charlottesville - Wine Tasting & Live Music at Roslyn Farm & Vineyard featuring Matt Palmieri is happening on Sun 22 Mar 2026 from 2:00 PM onwards at 100 Roslyn Heights Rd, Charlottesville - Wine Tasting & Live Music at Roslyn Farm & Vineyard featuring Doc Campbell is happening on Sun 29 Mar 2026 from 2:00 PM onwards at 100 Roslyn Heights Rd, Charlottesville - Wine and Jazz Night - Supporting Camino is happening on Mon 13 Apr 2026 from 5:30 PM onwards at Oakhurst Inn Charlottesville

What are the Wine tasting events happening in Charlottesville this March 2026?

Here are the Wine tasting events happening in Charlottesville in March 2026 :: - The Clifton & Barboursville Vineyards Wine Dinner is happening on Wed 18 Mar 2026 from 6:00 PM onwards at 1296 Clifton Inn Dr, Charlottesville - Weekday Wine Tastings at Roslyn Farm & Vineyard is happening on Mon 16 Mar 2026 from 4:30 PM onwards at 100 Roslyn Heights Rd, Charlottesville - Wine Tasting & Live Music at Roslyn Farm & Vineyard featuring Matt Palmieri is happening on Sun 22 Mar 2026 from 2:00 PM onwards at 100 Roslyn Heights Rd, Charlottesville - Wine Tasting & Live Music at Roslyn Farm & Vineyard featuring Doc Campbell is happening on Sun 29 Mar 2026 from 2:00 PM onwards at 100 Roslyn Heights Rd, Charlottesville

Best Of Wine Tasting Events In Charlottesville | Wine Festivals In Charlottesville

AllEvents · 2026-03-16T23:37:33+00:00

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Wine tasting events in Charlottesville

Wed, 18 Mar, 2026 - 06:00 PM

The Clifton & Barboursville Vineyards Wine Dinner

1296 Clifton Inn Dr

USD 175
Sun, 12 Apr, 2026 - 02:00 PM

Wine Tasting & Live Music at Roslyn Farm & Vineyard featuring Starfire

100 Roslyn Heights Rd

Free
Sat, 16 May, 2026 - 09:00 AM

AAFCYR's Trump Winery Visit

Trump Winery

Free
Sun, 05 Apr, 2026 - 02:00 PM

Wine Tasting & Live Music at Roslyn Farm & Vineyard with Emily Woodhull

100 Roslyn Heights Rd

Free
Sun, 19 Apr, 2026 - 02:00 PM

Wine Tasting & Live Music at Roslyn Farm & Vineyard featuring Harmony

100 Roslyn Heights Rd

Free
Mon, 16 Mar, 2026 - 04:30 PM

Weekday Wine Tastings at Roslyn Farm & Vineyard

100 Roslyn Heights Rd

Free
Sun, 22 Mar, 2026 - 02:00 PM

Wine Tasting & Live Music at Roslyn Farm & Vineyard featuring Matt Palmieri

100 Roslyn Heights Rd

Free
Sun, 29 Mar, 2026 - 02:00 PM

Wine Tasting & Live Music at Roslyn Farm & Vineyard featuring Doc Campbell

100 Roslyn Heights Rd

Free
Mon, 13 Apr, 2026 - 05:30 PM

Wine and Jazz Night - Supporting Camino

Oakhurst Inn Charlottesville

Free

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Sat, 18 Apr • 12:00 PM

Lynchburg Wine & Music Festival

3176 Fort Ave, Lynchburg, VA, United States, Virginia 24502

2265+ Interested
Fri, 03 Jul • 05:00 PM

Freedom Food Festival 2026

Main Street, 24450

282+ Interested
Sat, 10 Oct • 10:00 AM

34th Virginia Wine & Garlic Festival

2229 N Amherst Hwy, Amherst, VA, United States, Virginia 24521

1315+ Interested
Sat, 17 Oct • 11:00 AM

WHISKEY & WINE FESTIVAL

Fredericksburg Convention Center

USD 39
Sat, 05 Dec • 11:00 AM

FXBG Winter Wine Festival

Fredericksburg Fairgrounds

USD 29
Sat, 25 Apr • 12:00 PM

Spring Seafood Saturday

DuCard Vineyards

23+ Interested
Fri, 24 Apr • 06:00 PM

Spring Bounty Wine Dinner

Pippin Hill Farm & Vineyards

USD 194
Sat, 18 Jul • 11:00 AM

SUMMER WINE FESTIVAL

Spotsylvania Towne Centre

4+ Interested

|

USD 29
Sat, 11 Apr • 12:00 PM

Josh Davidson Live at Keswick Vineyards

Keswick Vineyards

Wine tasting events in Charlottesville

Wine tasting events in Charlottesville

Wine tasting events in Charlottesville

The Clifton & Barboursville Vineyards Wine Dinner

Wine Tasting & Live Music at Roslyn Farm & Vineyard featuring Starfire

AAFCYR's Trump Winery Visit

Wine Tasting & Live Music at Roslyn Farm & Vineyard with Emily Woodhull

Wine Tasting & Live Music at Roslyn Farm & Vineyard featuring Harmony

Weekday Wine Tastings at Roslyn Farm & Vineyard

Wine Tasting & Live Music at Roslyn Farm & Vineyard featuring Matt Palmieri

Wine Tasting & Live Music at Roslyn Farm & Vineyard featuring Doc Campbell

Wine and Jazz Night - Supporting Camino

Explore events by date

Wine tasting events from nearby cities

Lynchburg Wine & Music Festival

Freedom Food Festival 2026

34th Virginia Wine & Garlic Festival

WHISKEY & WINE FESTIVAL

FXBG Winter Wine Festival

Spring Seafood Saturday

Spring Bounty Wine Dinner

SUMMER WINE FESTIVAL

Josh Davidson Live at Keswick Vineyards

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Wine tasting events in Charlottesville

Wine tasting events in Charlottesville

Wine tasting events in Charlottesville

The Clifton & Barboursville Vineyards Wine Dinner

Wine Tasting & Live Music at Roslyn Farm & Vineyard featuring Starfire

AAFCYR's Trump Winery Visit

Wine Tasting & Live Music at Roslyn Farm & Vineyard with Emily Woodhull

Wine Tasting & Live Music at Roslyn Farm & Vineyard featuring Harmony

Weekday Wine Tastings at Roslyn Farm & Vineyard

Wine Tasting & Live Music at Roslyn Farm & Vineyard featuring Matt Palmieri

Wine Tasting & Live Music at Roslyn Farm & Vineyard featuring Doc Campbell

Wine and Jazz Night - Supporting Camino

Explore events by date

Wine tasting events from nearby cities

Lynchburg Wine & Music Festival

Freedom Food Festival 2026

34th Virginia Wine & Garlic Festival

WHISKEY & WINE FESTIVAL

FXBG Winter Wine Festival

Spring Seafood Saturday

Spring Bounty Wine Dinner

SUMMER WINE FESTIVAL

Josh Davidson Live at Keswick Vineyards

Trending Events in Charlottesville

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Here are the top free Wine tasting events in Charlottesville:

Here are the Wine tasting events happening this weekend March 20-22 2026 in Charlottesville:

Here are the Wine tasting events happening today March 16 2026 in Charlottesville:

Here are the top Wine tasting events in Charlottesville:

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