Wine Tastings, Dinners & Festivals

Wine Tastings, Dinners & Festivals

Near Winchester, Virginia

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Featured Local Events

Washington, DC

WSET Level 2 Award In Wines

Wed, March 4, 2026

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Leesburg, VA

WSET Level 3 Award In Wines At Echelon Wine Bar In Leesburg

Tue, March 10, 2026

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Online Class

WSET Level 2 Award In Wines Online Live

Thu, February 26, 2026

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Washington, DC

WSET Level 1 Award In Wines

Sat, March 14, 2026

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Washington, DC

WSET Level 1 Award In Wines

Sat, February 21, 2026

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Frederick, MD

A Maryland Wine Experience

Sat, March 21, 2026

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All Upcoming Local Events

124 Events listed within 60 miles.

60 miles 30 miles 15 miles
  • Feb 14, 2026 (Sat)
  • Mar 7, 2026 (Sat)
  • Mar 21, 2026 (Sat)
  • Apr 4, 2026 (Sat)
Winery Day Trip Bus Tour From Falls Church & Leesburg
West Falls Church Metro Kiss & Ride - 1st Pickup Location | Falls Church, VA
Book Now
  • Feb 14, 2026 (Sat)
Valentine's Day Brunch For 2
Wolf Gap Vineyard | Edinburg, VA
  • Feb 14, 2026 (Sat)
Sparkling Wines! Self Guided Flight
The Winery at La Grange | Haymarket, VA
  • Feb 14, 2026 (Sat)
A (Wine) Lovers Valentines Day Tasting
Chain Bridge Cellars | McLean, VA
  • Feb 14-15, 2026 (Sat-Sun)
Valentines Day Wine And Chocolate Experience
Elk Run Vineyards | Mount Airy, MD
  • Feb 14, 2026 (Sat)
Music By Mike Proffitt At DuCard Vineyards
DuCard Vineyards | Etlan (Madison County), VA
  • Feb 14, 2026 (Sat)
A Night To Remember: Valentine’s Dinner Experience
Westfields Marriott Washington Dulles | Chantilly, VA
  • Feb 14, 2026 (Sat)
Valentine’s Day Prix-Fixe Dinner & After-Dinner Experience
Seven Restaurant | Reston, VA
  • Feb 14, 2026 (Sat)
February Fork & Glass, A Lovely Evening...
Windridge Vineyards | Darnestown, CA
  • Feb 14, 2026 (Sat)
Happy Birthday, You're Dead - Murder Mystery With StageCoach Theatre
Casanel Winery | Leesburg, VA
  • Feb 14, 2026 (Sat)
Winemaker's Valentine's Dinner
Molon Lave Vineyards and Winery | Warrenton, VA
  • Feb 14, 2026 (Sat)
Valentines Day Dinner
Pearmund Cellars | Broad Run, VA
  • Feb 14, 2026 (Sat)
Valentine’s Day Wine & Dine Experience At Grape Escape
Grape Escape Kentlands | Gaithersburg, MD
  • Feb 15, 2026 (Sun)
Valentine’s & Galentine’s Brunch At Patti’s Place
Patti's Place | Winchester, VA
  • Feb 15, 2026 (Sun)
Valentine's Day Brunch For 2
Wolf Gap Vineyard | Edinburg, VA
  • Feb 15, 2026 (Sun)
Valentine's Day Brunch At DuCard Vineyards
DuCard Vineyards | Etlan (Madison County), VA
  • Feb 15, 2026 (Sun)
2026 Galentine's Day Market
The Winery at Bull Run | Centreville, VA
  • Feb 15, 2026 (Sun)
Music By Pat Anderson At DuCard Vineyards
DuCard Vineyards | Etlan (Madison County), VA
  • Feb 15, 2026 (Sun)
Cocktail Making Class
La Prensa Tacos & Tapas | Sterling, VA
  • Feb 15, 2026 (Sun)
Mycelia Pop Up Wine Dinner
Ashburn Wine Shop, Wine Bar & Bistro | Ashburn, VA
  • Feb 15, 2026 (Sun)
Bourbon Tasting & Local Food Pairing
The Purcellville Pub | Purcellville, VA
  • Feb 18, 2026 (Wed)
  • Mar 18, 2026 (Wed)
  • Apr 15, 2026 (Wed)
Third Wednesday Blind Tasting
Chain Bridge Cellars | McLean, VA
  • Feb 19, 2026 (Thu)
Around The Family Table
Linganore Winecellars | Mount Airy, MD
  • Feb 19, 2026 (Thu)
National Margarita Day- Tequila Tasting & Cigars
Tower Club - Tysons Corner | Vienna, VA
  • Feb 19, 2026 (Thu)
Bourbon Social
Shuckin' Shack Oyster Bar | Frederick, MD
  • Feb 20, 2026 (Fri)
Milk Steaming And Latte Art At Caffe Amouri's Coffee Lab /Education Center
Caffe Amouri Coffee Roaster | Vienna, VA
  • Feb 20, 2026 (Fri)
Spanish Tapas Cooking Class At Sugarloaf Mountain Vineyard
Sugarloaf Mountain Vineyard | Dickerson, MD
  • Feb 20, 2026 (Fri)
Make Irish Whiskey French Toast - Cooking Class In Washington, D.C. | Classpop!™
Shipgarten | McLean, VA
  • Feb 21, 2026 (Sat)
WSET Level 1 Award In Wines
Capital Wine School | Washington, DC
  • Feb 21, 2026 (Sat)
An Afternoon In Tuscany – Wine Tasting With Tenuta Torciano
Panagiotas Taste of Greece | Shepherdstown, WV
  • Feb 21, 2026 (Sat)
Snowman Sip & Stroll
66 W Main St | Waynesboro, PA
  • Feb 21, 2026 (Sat)
Love Lingers: The Art Of Cocktail Making Workshop
The Conche | Leesburg, VA
  • Feb 21, 2026 (Sat)
Music By South Canal Street At DuCard Vineyards
DuCard Vineyards | Etlan (Madison County), VA
  • Feb 21, 2026 (Sat)
Winter Wine Pairing Party
The Winery at Bull Run | Centreville, VA
  • Feb 22, 2026 (Sun)
Guest Pour: Noer Vineyards At Wolf Gap Vineyard
Wolf Gap Vineyard | Edinburg, VA
  • Feb 22, 2026 (Sun)
British Cheese Workshop
36577 Heskett Ln | Purcellville, VA
  • Feb 22, 2026 (Sun)
Music By Shane Click At DuCard Vineyards
DuCard Vineyards | Etlan (Madison County), VA
  • Feb 22, 2026 (Sun)
Cocktail Making Class
La Prensa Tacos & Tapas | Sterling, VA
  • Feb 22, 2026 (Sun)
Happy Birthday, You're Dead - Murder Mystery With StageCoach Theatre
C'est Bon by Savoir Fare | Round Hill, VA
  • Feb 22, 2026 (Sun)
Lebanese Wine Pairing Dinner At Byblos Winchester
Byblos Winchester | Creekside Station Winchester, VA
  • Feb 22, 2026 (Sun)
Lebanese Wine Pairing Dinner At Byblos Winchester
Byblos Winchester | Winchester, VA
  • Feb 24, 2026 (Tue)
February Wine Dinner
Manoletes Cocina Gourmet | Winchester, VA
  • Feb 25, 2026 (Wed)
Beginner's Cocktail Class @ Alpine Cocktail Bar (6:30pm)
Alpine Plant Bar | Hagerstown, MD
  • Feb 25, 2026 (Wed)
OLDE MOTHER Beer Dinner - FEB 25th 2026
ROASTHOUSE PUB | Frederick, MD
  • Feb 26, 2026 (Thu)
WSET Level 2 Award In Wines Online Live
Online Class | Hosted by:Kasia White DipWSET
  • Feb 27, 2026 (Fri)
Sip & Explore: An In-Store Tasting Experience
Total Wine & More | Multiple Locations, Nearby
  • Feb 27, 2026 (Fri)
Artisan Pasta Making Class
8 Chains North Winery | Waterford, VA
  • Feb 27, 2026 (Fri)
Chef's Table 2026
515 Washington St | Cumberland, MD
  • Feb 27, 2026 (Fri)
Champagne: The King Of Sparkling With De Venoge, Chanoine & Tsarine
Total Wine & More | Multiple Locations, Nearby
  • Feb 28-Mar 1, 2026 (Sat-Sun)
  • Mar 7-8, 2026 (Sat-Sun)
  • Mar 14-15, 2026 (Sat-Sun)
  • Mar 21-22, 2026 (Sat-Sun)
Wine And Art Series Presents: Phil LeVee's "Landscapes Of Frederick County"
Links Bridge Vineyards | Thurmont, MD
  • Feb 28, 2026 (Sat)
Sip & Explore: An In-Store Tasting Experience
Total Wine & More | Multiple Locations, Nearby
  • Feb 28, 2026 (Sat)
Music By Jimmy O At DuCard Vineyards
DuCard Vineyards | Etlan (Madison County), VA
  • Feb 28, 2026 (Sat)
California Uncorked—Napa Valley & Beyond!
Total Wine & More | Multiple Locations, Nearby
  • Feb 28, 2026 (Sat)
Vera's Kitchen And Nokesville Winery Gourmet Wine Dinner
Veras Kitchen | Manassas, VA
  • Feb 28, 2026 (Sat)
Nokesville Winery Wine Dinner At Vera's
Vera's Kitchen | Manassas, VA
  • Mar 1, 2026 (Sun)
Sip & Explore: An In-Store Tasting Experience
Total Wine & More | Multiple Locations, Nearby
  • Mar 1, 2026 (Sun)
Music With Ben Mason At DuCard Vineyards
DuCard Vineyards | Etlan (Madison County), VA
  • Mar 3, 2026 (Tue)
Reston, VA - A Night In Reserve
Cooper’s Hawk Winery & Restaurant | Reston, VA
  • Mar 3, 2026 (Tue)
Rockville, MD- A Night In Reserve
Cooper’s Hawk Winery & Restaurant | Rockville, MD
  • Mar 4, 2026 (Wed)
WSET Level 2 Award In Wines
Capital Wine School | Washington, DC
  • Mar 5, 2026 (Thu)
Bourbon Dinner
Shuckin' Shack Oyster Bar | Frederick, MD
  • Mar 6, 2026 (Fri)
First Friday! Taylor LaFever & Cousins Maine Lobster At Wolf Gap Vineyard
Wolf Gap Vineyard | Edinburg, VA
  • Mar 7, 2026 (Sat)
Barrel Tasting With The Winemaker At DuCard Vineyards 1:00 Pm
DuCard Vineyards | Etlan (Madison County), VA
  • Mar 7, 2026 (Sat)
Cole Larravide At Wolf Gap Vineyard
Wolf Gap Vineyard | Edinburg, VA
  • Mar 7, 2026 (Sat)
Music With Mirabelle & Matty At DuCard Vineyards
DuCard Vineyards | Etlan (Madison County), VA
  • Mar 7, 2026 (Sat)
Barrel Tasting With The Winemaker At DuCard Vineyards 3:00 Pm
DuCard Vineyards | Etlan (Madison County), VA
  • Mar 7, 2026 (Sat)
A Taste Of Two Legends - Morton's Reston
Morton's The Steakhouse | Reston, VA
  • Mar 7, 2026 (Sat)
A Taste Of Two Legends - Morton's Bethesda
Morton's The Steakhouse | Bethesda, MD
  • Mar 8, 2026 (Sun)
Joe Martin At Wolf Gap Vineyard
Wolf Gap Vineyard | Edinburg, VA
  • Mar 8, 2026 (Sun)
Chocolate & Wine Pairing At DuCard Vineyards
DuCard Vineyards | Etlan (Madison County), VA
  • Mar 10, 2026 (Tue)
WSET Level 3 Award In Wines At Echelon Wine Bar In Leesburg
Echelon Wine Bar | Leesburg, VA
  • Mar 12, 2026 (Thu)
From Tip To Toe—A Wine Tour Of Italy
Total Wine & More | Multiple Locations, Nearby
  • Mar 12, 2026 (Thu)
The Vineyard Table
Black Ankle Vineyards | Mount Airy, MD
  • Mar 14, 2026 (Sat)
WSET Level 1 Award In Wines
Capital Wine School | Washington, DC
  • Mar 14, 2026 (Sat)
Barrel Tasting With The Winemaker At DuCard Vineyards 1:00 Pm
DuCard Vineyards | Etlan (Madison County), VA
  • Mar 14, 2026 (Sat)
Ryan Thomas At Wolf Gap Vineyard
Wolf Gap Vineyard | Edinburg, VA
  • Mar 14, 2026 (Sat)
Irish Music With An Lár At DuCard Vineyards
DuCard Vineyards | Etlan (Madison County), VA
  • Mar 14, 2026 (Sat)
Barrel Tasting With The Winemaker At DuCard Vineyards 3:00 Pm
DuCard Vineyards | Etlan (Madison County), VA
  • Mar 14, 2026 (Sat)
From Tip To Toe—A Wine Tour Of Italy
Total Wine & More | Multiple Locations, Nearby
  • Mar 15, 2026 (Sun)
Music With Robbie Limon
Wolf Gap Vineyard | Edinburg, VA
  • Mar 15, 2026 (Sun)
Music With Pat Anderson At DuCard Vineyards
DuCard Vineyards | Etlan (Madison County), VA
  • Mar 21, 2026 (Sat)
A Maryland Wine Experience
Union Mills Public House | Frederick, MD
  • Mar 21, 2026 (Sat)
Barrel Tasting With The Winemaker At DuCard Vineyards 1:00 Pm
DuCard Vineyards | Etlan (Madison County), VA
  • Mar 21, 2026 (Sat)
Jimmy Lee At Wolf Gap Vineyard
Wolf Gap Vineyard | Edinburg, VA
  • Mar 21, 2026 (Sat)
Musicwith Kat And The Travelers At DuCard Vineyards
DuCard Vineyards | Etlan (Madison County), VA
  • Mar 21, 2026 (Sat)
Barrel Tasting With The Winemaker At DuCard Vineyards 3:00 Pm
DuCard Vineyards | Etlan (Madison County), VA
  • Mar 22, 2026 (Sun)
John Shenk At Wolf Gap Vineyard
Wolf Gap Vineyard | Edinburg, VA
  • Mar 22, 2026 (Sun)
Music With Acoustic Aubrey At DuCard Vineyards
DuCard Vineyards | Etlan (Madison County), VA
  • Mar 28, 2026 (Sat)
Jonny 3 At Wolf Gap Vineyard
Wolf Gap Vineyard | Edinburg, VA
  • Mar 28, 2026 (Sat)
Music By Scuffletown At DuCard Vineyards
DuCard Vineyards | Etlan (Madison County), VA
  • Mar 28, 2026 (Sat)
The Vine Less Traveled
Total Wine & More | Multiple Locations, Nearby
  • Mar 29, 2026 (Sun)
Chris Dunn Daily At Wolf Gap Vineyard
Wolf Gap Vineyard | Edinburg, VA
  • Mar 29, 2026 (Sun)
Music With Ken Matthews At DuCard Vineyards
DuCard Vineyards | Etlan (Madison County), VA
  • Apr 4, 2026 (Sat)
Music With Pat Anderson At DuCard Vineyards
DuCard Vineyards | Etlan (Madison County), VA
  • Apr 5, 2026 (Sun)
Easter Music In The Mountains, Egg Hunt, And More At DuCard Vineyards
DuCard Vineyards | Etlan (Madison County), VA
  • Apr 5, 2026 (Sun)
Music With John Kelly At DuCard Vineyards
DuCard Vineyards | Etlan (Madison County), VA
  • Apr 9, 2026 (Thu)
Legends Of Wine
Total Wine & More | Multiple Locations, Nearby
  • Apr 11, 2026 (Sat)
Maryland Apple Blossom Cider Festival
Great Frederick Fairgrounds | Frederick, Maryland
  • Apr 11, 2026 (Sat)
Music With Jimmy O At DuCard Vineyards
DuCard Vineyards | Etlan (Madison County), VA
  • Apr 11, 2026 (Sat)
Legends Of Wine
Total Wine & More | Multiple Locations, Nearby
  • Apr 12, 2026 (Sun)
Vinyl Day At DuCard Vineyards
DuCard Vineyards | Etlan (Madison County), VA
  • Apr 16, 2026 (Thu)
Sip & Savor With Caymus Vineyards
Total Wine & More | Multiple Locations, Nearby
  • Apr 17, 2026 (Fri)
Celebrate The Joy Of Wine With Rombauer Vineyards
Total Wine & More | Multiple Locations, Nearby
  • Apr 18, 2026 (Sat)
Music With Mike Proffitt At DuCard Vineyards
DuCard Vineyards | Etlan (Madison County), VA
  • Apr 19, 2026 (Sun)
Music With John Sweet At DuCard Vineyards
DuCard Vineyards | Etlan (Madison County), VA
  • Apr 23, 2026 (Thu)
Pop Open A Party—Great Sparkling Wines
Total Wine & More | Multiple Locations, Nearby
  • Apr 25, 2026 (Sat)
Spring Seafood Saturday At DuCard Vineyards
DuCard Vineyards | Etlan (Madison County), VA
  • Apr 25, 2026 (Sat)
Pop Open A Party—Great Sparkling Wines
Total Wine & More | Multiple Locations, Nearby
  • Apr 26, 2026 (Sun)
Music With Dave Goodrich At DuCard Vineyards
DuCard Vineyards | Etlan (Madison County), VA
  • Apr 26, 2026 (Sun)
Lebanese Food And Wine Dinner
Byblos Gainesville | Gainesville, VA
  • May 1, 2026 (Fri)
Music With Mirabelle & Matty & 1/2 Price Wine Flights At DuCard Vineyards
DuCard Vineyards | Etlan (Madison County), VA
  • May 1, 2026 (Fri)
Stories In The Glass: An Evening With Jacopo Bacci
Total Wine & More | Multiple Locations, Nearby
  • May 1, 2026 (Fri)
Amici Cellars Premium Master Class
Total Wine & More | Multiple Locations, Nearby
  • May 2, 2026 (Sat)
Music With Bailey Hayes At DuCard Vineyards
DuCard Vineyards | Etlan (Madison County), VA
  • May 2, 2026 (Sat)
Stories In The Glass: An Evening With Jacopo Bacci
Total Wine & More | Multiple Locations, Nearby
  • May 3, 2026 (Sun)
Music With Annie Stokes At DuCard Vineyards
DuCard Vineyards | Etlan (Madison County), VA
  • May 8, 2026 (Fri)
Music With The Lonesome Millies & 1/2 Price Wine Flights At DuCard Vineyard
DuCard Vineyards | Etlan (Madison County), VA
  • May 14, 2026 (Thu)
Vive La France
Total Wine & More | Multiple Locations, Nearby
  • May 16, 2026 (Sat)
Vive La France
Total Wine & More | Multiple Locations, Nearby
  • May 28, 2026 (Thu)
Opus One Masterclass
Total Wine & More | Multiple Locations, Nearby
  • May 30, 2026 (Sat)
Summertime Sips
Total Wine & More | Multiple Locations, Nearby
  • Jun 4, 2026 (Thu)
Deep Dive Into Argentina’s Top Terroirs (by Mascota Vineyards, El Esteco, And More!)
Total Wine & More | Multiple Locations, Nearby
  • Jun 5, 2026 (Fri)
Deep Dive Into Argentina’s Top Terroirs (by Mascota Vineyards, El Esteco, And More!)
Total Wine & More | Multiple Locations, Nearby
  • Jun 11, 2026 (Thu)
Under The Tuscan Sun
Total Wine & More | Multiple Locations, Nearby

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