Wine Events and Things to do in Middleburg, VA

Wine Down Wednesday on the Water -- Summer Vibes
Wednesday at 6:30 PM + 4 more
Washington · ballpark boathouse
Wine Down Wednesday on the Water -- Summer Vibes
Wednesday at 6:30 PM + 4 more
Washington · ballpark boathouse
2026 Wine Down Summer Music Festival
Sat, Sep 5, 11:00 AM
Fort Washington · Rosecroft Raceway
2026 Wine Down Summer Music Festival
Sat, Sep 5, 11:00 AM
Fort Washington · Rosecroft Raceway
Wine Down Wednesday: Garlic Parmesan Fettuccine w/ Prosecco Alfredo Sauce
Wed, Aug 19, 6:30 PM
Arlington · Cookology Culinary School
Wine Down Wednesday: Garlic Parmesan Fettuccine w/ Prosecco Alfredo Sauce
Wed, Aug 19, 6:30 PM
Arlington · Cookology Culinary School
Almost full
Titles and Tastes: A Book and Wine Pairing Event- The Great Reading Reset
Sat, Aug 15, 2:00 PM
Hamilton · Firefly Cellars
Almost full
Titles and Tastes: A Book and Wine Pairing Event- The Great Reading Reset
Sat, Aug 15, 2:00 PM
Hamilton · Firefly Cellars
Yoga + Wine at Paradise Springs Winery
Fri, Jul 17, 6:30 PM + 2 more
Clifton · Paradise Springs Winery
Yoga + Wine at Paradise Springs Winery
Fri, Jul 17, 6:30 PM + 2 more
Clifton · Paradise Springs Winery
Passport to the World of Wines & Cultures – French Edition
Sat, Jul 18, 6:00 PM
Fairfax · 3060 Williams Dr
Passport to the World of Wines & Cultures – French Edition
Sat, Jul 18, 6:00 PM
Fairfax · 3060 Williams Dr
The Wines of Spain: A Wine Tasting and Class
Today at 6:00 PM
Alexandria · Planet Wine
The Wines of Spain: A Wine Tasting and Class
Today at 6:00 PM
Alexandria · Planet Wine
Rombauer Wine Dinner at Seasons 52
Tue, Jul 28, 6:30 PM
McLean · Seasons 52
Rombauer Wine Dinner at Seasons 52
Tue, Jul 28, 6:30 PM
McLean · Seasons 52
Lebanese Wine Pairing Dinner at Byblos Gainesville
Sun, Aug 9, 6:00 PM
Gainesville · Byblos Restaurant
Lebanese Wine Pairing Dinner at Byblos Gainesville
Sun, Aug 9, 6:00 PM
Gainesville · Byblos Restaurant
Sales end soon
Members Only Wine Club Pick Up Party
Sunday at 3:00 PM + 6 more
Ashburn · Ashburn Wine Shop, Wine Bar & Bistro
Sales end soon
Members Only Wine Club Pick Up Party
Sunday at 3:00 PM + 6 more
Ashburn · Ashburn Wine Shop, Wine Bar & Bistro
Paint your own wine glass
Sun, Jul 26, 1:00 PM
Fairfax · Caboose Commons
Paint your own wine glass
Sun, Jul 26, 1:00 PM
Fairfax · Caboose Commons
Sales end soon
The Ripening - A Summer Wine Dinner
Sat, Jul 11, 6:30 PM
Purcellville · 14727 Mountain Rd
Sales end soon
The Ripening - A Summer Wine Dinner
Sat, Jul 11, 6:30 PM
Purcellville · 14727 Mountain Rd
Chilled Reds: A Wine Tasting and Class
Fri, Aug 28, 6:00 PM
Alexandria · Planet Wine
Chilled Reds: A Wine Tasting and Class
Fri, Aug 28, 6:00 PM
Alexandria · Planet Wine
Just added
Wine Glass Painting @ October One Vineyard
Sun, Aug 2, 12:00 PM
Leesburg · October One Vineyard Wine Tasting Shop
Just added
Wine Glass Painting @ October One Vineyard
Sun, Aug 2, 12:00 PM
Leesburg · October One Vineyard Wine Tasting Shop
Just added
Art Wine and Dine
Sat, Jul 25, 1:00 PM
Silver Spring · Citadel Creole Cuisine
Just added
Art Wine and Dine
Sat, Jul 25, 1:00 PM
Silver Spring · Citadel Creole Cuisine
The Wines of Greece: A Tasting and a Class
Fri, Jul 31, 6:00 PM
Alexandria · Planet Wine
The Wines of Greece: A Tasting and a Class
Fri, Jul 31, 6:00 PM
Alexandria · Planet Wine
Lebanese Wine Pairing Dinner at Byblos Winchester
Sun, Sep 13, 6:00 PM
Winchester · Byblos Winchester
Lebanese Wine Pairing Dinner at Byblos Winchester
Sun, Sep 13, 6:00 PM
Winchester · Byblos Winchester
Wine 101: Demystifying the World of Wine
Thu, Sep 10, 6:00 PM
Alexandria · Planet Wine
Wine 101: Demystifying the World of Wine
Thu, Sep 10, 6:00 PM
Alexandria · Planet Wine
Not Your Mama's Wine: Rethinking Past Wine Trends
Fri, Aug 14, 6:00 PM
Alexandria · Planet Wine
Not Your Mama's Wine: Rethinking Past Wine Trends
Fri, Aug 14, 6:00 PM
Alexandria · Planet Wine
Sales end soon
Wine Down Wednesday: Merlot Mushroom Pork Tenderloin
Wednesday at 6:30 PM
Arlington · Cookology Culinary School
Sales end soon
Wine Down Wednesday: Merlot Mushroom Pork Tenderloin
Wednesday at 6:30 PM
Arlington · Cookology Culinary School

Trends in Middleburg

Explore more trends

Wine Down Wednesday on the Water -- Summer Vibes

Wine Down Wednesday on the Water -- Summer Vibes

2026 Wine Down Summer Music Festival

2026 Wine Down Summer Music Festival

Wine Down Wednesday: Garlic Parmesan Fettuccine w/ Prosecco Alfredo Sauce

Wine Down Wednesday: Garlic Parmesan Fettuccine w/ Prosecco Alfredo Sauce

Titles and Tastes: A Book and Wine Pairing Event- The Great Reading Reset

Titles and Tastes: A Book and Wine Pairing Event- The Great Reading Reset

Yoga + Wine at Paradise Springs Winery

Yoga + Wine at Paradise Springs Winery

Passport to the World of Wines & Cultures – French Edition

Passport to the World of Wines & Cultures – French Edition

The Wines of Spain: A Wine Tasting and Class

The Wines of Spain: A Wine Tasting and Class

Rombauer Wine Dinner at Seasons 52

Rombauer Wine Dinner at Seasons 52

Lebanese Wine Pairing Dinner at Byblos Gainesville

Lebanese Wine Pairing Dinner at Byblos Gainesville

Members Only Wine Club Pick Up Party

Members Only Wine Club Pick Up Party

Paint your own wine glass

Paint your own wine glass

The Ripening - A Summer Wine Dinner

The Ripening - A Summer Wine Dinner

Chilled Reds: A Wine Tasting and Class

Chilled Reds: A Wine Tasting and Class

Wine Glass Painting @ October One Vineyard

Wine Glass Painting @ October One Vineyard

Art Wine and Dine

Art Wine and Dine

The Wines of Greece: A Tasting and a Class

The Wines of Greece: A Tasting and a Class

Lebanese Wine Pairing Dinner at Byblos Winchester

Lebanese Wine Pairing Dinner at Byblos Winchester

Wine 101: Demystifying the World of Wine

Wine 101: Demystifying the World of Wine

Not Your Mama's Wine: Rethinking Past Wine Trends

Not Your Mama's Wine: Rethinking Past Wine Trends

Wine Down Wednesday: Merlot Mushroom Pork Tenderloin

Wine Down Wednesday: Merlot Mushroom Pork Tenderloin

Things to do around Middleburg

Trends in Middleburg

1. Kentucky derby

2. Salamander resort the family reunion

3. Salamander resort

4. Mothers day brunch

5. Metaphysical events

6. Middleburg community center

7. Winery

8. Volunteer

9. The black luxury food festival

10. Yoga

11. Wine and food pairing

12. Wine