Wine Events in Charlottesville

Check out happening wine events all around Charlottesville, VA

The Wool Factory Wine Festival 2026

 Sat, 24 Jan at 01:00 pm The Wool Factory at The Historic Woolen Mills

Galentine’s Market at Eastwood

 Sun, 08 Feb at 12:00 pm Eastwood Farm and Winery

Galentine's Wine Dinner with Eastwood Farm & Winery

 Fri, 13 Feb at 05:30 pm Mockingbird USD 125 to 375

Tasting Bar Pop-Up with Josh Cataldo

 Fri, 30 Jan at 06:00 pm 1585 Avon Street Ext, Charlottesville, VA, United States, Virginia 22902

Wavelength @ "Eastwood After Dark"

Sat, 24 Jan at 05:00 pm Eastwood Farm and Winery

Low-Country Shrimp Boil

 Fri, 23 Jan at 04:00 pm 2531 Scottsville Road, Charlottesville, VA, United States, Virginia 22902

Low-Country Shrimp Boil

 Fri, 30 Jan at 04:00 pm 2531 Scottsville Road, Charlottesville, VA, United States, Virginia 22902

Low-Country Shrimp Boil

 Fri, 06 Feb at 04:00 pm 2531 Scottsville Road, Charlottesville, VA, United States, Virginia 22902

Be my Valentine Food Tour & Wine/Cocktail Tasting

 Fri, 13 Feb at 04:00 pm Downtown Mall USD 29 to 162

Art of Charcuterie: A Cheeseboard Workshop

 Sat, 31 Jan at 03:00 pm Mockingbird USD 95

The Clifton & Jefferson Vineyards Dinner

 Wed, 25 Feb at 06:00 pm 1296 Clifton Inn Dr USD 175

Wine down Wednesday's the 1st Wednesday of every month come mix & mingle

 Wed, 04 Feb at 05:30 pm The Ridge at North Pointe Apartments Free

Low-Country Shrimp Boil

 Fri, 20 Feb at 04:00 pm 2531 Scottsville Road, Charlottesville, VA, United States, Virginia 22902

Wine Tasting & Live Music feat. Kiz Carter Trio at Roslyn Farm & Vineyard

 Sun, 01 Feb at 02:00 pm 100 Roslyn Heights Rd Free

Be my Valentine Food Tour & Wine/Cocktail Tasting (Feb 14th, 2026)

 Sat, 14 Feb at 11:30 am Downtown Mall USD 29 to 162

Low-Country Shrimp Boil

 Fri, 27 Feb at 04:00 pm 2531 Scottsville Road, Charlottesville, VA, United States, Virginia 22902

Graduation Weekend | 8:00PM SEATING

 Sat, 16 May at 08:00 pm The Birdcage USD 109 to 135

Aperitivo & Spring Refreshers

 Sat, 21 Mar at 04:00 pm Birch & Bloom, Massie Road, Charlottesville, VA, USA USD 56

Low-Country Shrimp Boil

 Fri, 06 Mar at 04:00 pm 2531 Scottsville Road, Charlottesville, VA, United States, Virginia 22902

The Clifton & Montifalco Winery Wine Dinner

 Wed, 18 Feb at 06:00 pm 1296 Clifton Inn Dr USD 175

Couple's Perfect Pasta: A Culinary Class & Gourmet Wine Lunch

 Sun, 15 Feb at 11:00 am 421 Monticello Rd USD 0 to 173

Low-Country Shrimp Boil

 Fri, 13 Mar at 04:00 pm 2531 Scottsville Road, Charlottesville, VA, United States, Virginia 22902

Wine Tasting & Live Music

 Sun, 25 Jan at 02:00 pm 100 Roslyn Heights Rd Free

Paint + Sip: "Gently Down The Stream" at Potter's Craft Cider

 Sun, 15 Mar at 02:00 pm Potter's Craft Cider USD 44

Low-Country Shrimp Boil

 Fri, 20 Mar at 04:00 pm 2531 Scottsville Road, Charlottesville, VA, United States, Virginia 22902

Galentine's Market at Eastwood Farm and Winery

 Sun, 15 Feb at 12:00 pm 2531 Scottsville Road, Charlottesville, VA, United States, Virginia 22902

Gin & Tonic Pairing — Botanical Exploration

 Fri, 19 Jun at 04:00 pm Birch & Bloom, Massie Road, Charlottesville, VA, USA USD 56

SONOSYNTHESIS: Little & Fierce | a benefit concert for BRAFB

 Fri, 06 Mar at 07:00 pm 801 Park St USD 39

Restaurant Week January 2026 Launch Party!

 Mon, 26 Jan at 05:30 pm Eastwood Farm and Winery

Gin & Tonic Pairing — Botanical Exploration

 Sat, 20 Jun at 04:00 pm Birch & Bloom, Massie Road, Charlottesville, VA, USA USD 56

Spring Aperitivo — Italian & French Classics

 Sat, 09 May at 04:00 pm Birch & Bloom, Massie Road, Charlottesville, VA, USA USD 56

Gin Focus — Botanical Exploration

 Sat, 23 May at 04:00 pm Birch & Bloom, Massie Road, Charlottesville, VA, USA USD 56

White Wine Blending Workshop

 Thu, 12 Feb at 06:00 pm 2531 Scottsville Road, Charlottesville, VA, United States, Virginia 22902

Paint + Sip: "Cherry Blossoms" at Starr Hill Downtown

 Sun, 08 Mar at 03:00 pm Starr Hill Downtown USD 48

Intention Setting & Soundbath

 Sun, 01 Feb at 10:30 am 1455 Oakencroft Circle, Charlottesville, VA, United States, Virginia 22901

South American Classics — Pisco & Rum

 Fri, 01 May at 04:00 pm Birch & Bloom, Massie Road, Charlottesville, VA, USA USD 56

Summer Spritz & Aperitivo

 Fri, 26 Jun at 04:00 pm Birch & Bloom, Massie Road, Charlottesville, VA, USA USD 56

Wine down Wednesday's the 1st Wednesday of every month come mix & mingle

 Wed, 04 Mar at 05:30 pm The Ridge at North Pointe Apartments Free

Paint + Sip: "Lovers Cave" at Starr Hill Downtown

 Sun, 08 Feb at 03:00 pm Starr Hill Downtown USD 48

Low-Country Shrimp Boil

 Fri, 27 Mar at 04:00 pm 2531 Scottsville Road, Charlottesville, VA, United States, Virginia 22902

Paint + Sip: "White Winter Wine Glasses" at Eastwood Farm & Winery

 Sun, 22 Feb at 12:00 pm Eastwood Farm and Winery USD 44 to 48

Paint + Sip: "Cherry Blossom Wine Glasses" at Eastwood Farm & Winery

 Sun, 22 Mar at 12:00 pm Eastwood Farm and Winery USD 44 to 48

Starfire Live! at Roslyn Farm & Vineyard

 Sun, 12 Apr at 02:30 pm Roslyn Farm & Vineyard

Industry Night at Eastwood

 Mon, 26 Jan at 05:00 pm 2531 Scottsville Road, Charlottesville, VA, United States, Virginia 22902

Downtown C-ville Food Tour + Charcuterie Mini Class

 Sun, 27 Jul at 01:30 pm Downtown Mall USD 135

An Olive Oil Experience at The Blue Table

 Thu, 07 Nov at 05:00 pm 408 E Market St #308 USD 60