Wine Events and Things to do in Gloucester Courthouse, VA

Sales end soon
Wine Down Wednesday
Wednesday at 5:30 PM
Richmond · American Civil War Museum- Historic Tredegar
Sales end soon
Wine Down Wednesday
Wednesday at 5:30 PM
Richmond · American Civil War Museum- Historic Tredegar
Yorktown's Weekend Wine & Oyster Festival 2026
Sat, Oct 3, 12:00 PM
Yorktown · Riverwalk Landing
Yorktown's Weekend Wine & Oyster Festival 2026
Sat, Oct 3, 12:00 PM
Yorktown · Riverwalk Landing
Dinner in the Vineyard
Wed, Oct 14, 5:45 PM
Williamsburg · Williamsburg Winery, Ltd.
Dinner in the Vineyard
Wed, Oct 14, 5:45 PM
Williamsburg · Williamsburg Winery, Ltd.
The Wine Down + Barre Workout: Trap, Soca, Reggae, Afrobeats, R&B & Reset
Mon, Aug 17, 6:00 PM
Richmond · Boss Lady Fitness LLC
The Wine Down + Barre Workout: Trap, Soca, Reggae, Afrobeats, R&B & Reset
Mon, Aug 17, 6:00 PM
Richmond · Boss Lady Fitness LLC
2026 Gloucester Wine Festival Attendee & Vendor Tickets
Sat, Sep 19, 11:00 AM
Gloucester · Brent & Becky's
2026 Gloucester Wine Festival Attendee & Vendor Tickets
Sat, Sep 19, 11:00 AM
Gloucester · Brent & Becky's
Sales end soon
Summertime Wine Dinner
Thursday at 6:30 PM
Richmond · Metzger Bar and Butchery
Sales end soon
Summertime Wine Dinner
Thursday at 6:30 PM
Richmond · Metzger Bar and Butchery
Neptune's 29th Annual Fall Wine Festival
Virginia Beach · Neptune's Park
Neptune's 29th Annual Fall Wine Festival
Virginia Beach · Neptune's Park
French Countryside Sunday Supper
Sun, Aug 9, 6:00 PM
Williamsburg · 1325 Jamestown Rd
French Countryside Sunday Supper
Sun, Aug 9, 6:00 PM
Williamsburg · 1325 Jamestown Rd
Almost full
8/17- Virgina Beach, VA- Riviera Nights
Mon, Aug 17, 7:00 PM
Virginia Beach · 733 Lynnhaven Mall Loop
Almost full
8/17- Virgina Beach, VA- Riviera Nights
Mon, Aug 17, 7:00 PM
Virginia Beach · 733 Lynnhaven Mall Loop
Cheese Making Workshop
Wed, Aug 19, 2:00 PM
Williamsburg · Williamsburg Winery Wine Bar
Cheese Making Workshop
Wed, Aug 19, 2:00 PM
Williamsburg · Williamsburg Winery Wine Bar
Almost full
8/18- Virginia Beach, VA- Riviera Nights
Tue, Aug 18, 7:00 PM
Virginia Beach · 733 Lynnhaven Mall Loop
Almost full
8/18- Virginia Beach, VA- Riviera Nights
Tue, Aug 18, 7:00 PM
Virginia Beach · 733 Lynnhaven Mall Loop
Colonial K9 Classic
Sat, Sep 12, 8:00 AM + 1 more
Williamsburg · Williamsburg Winery
Colonial K9 Classic
Sat, Sep 12, 8:00 AM + 1 more
Williamsburg · Williamsburg Winery
Latin Night at Branches Tasting Room
Sat, Aug 8, 7:00 PM
Chesapeake · Branches Tasting Room
Latin Night at Branches Tasting Room
Sat, Aug 8, 7:00 PM
Chesapeake · Branches Tasting Room
Last Sip of Summer
Sat, Aug 8, 3:30 PM
Williamsburg · Williamsburg Winery
Last Sip of Summer
Sat, Aug 8, 3:30 PM
Williamsburg · Williamsburg Winery
Sales end soon
Harry’s Manifesto Hour Presents: Wine Appreciation Night
Wednesday at 6:00 PM
Richmond · Harry's at Hofheimer
Sales end soon
Harry’s Manifesto Hour Presents: Wine Appreciation Night
Wednesday at 6:00 PM
Richmond · Harry's at Hofheimer
Sales end soon
The Painting That Must Not Be Named - Paint and Sip in Norfolk | Classpop!™
Friday at 6:30 PM
Norfolk · Pinot's Palette Norfolk
Sales end soon
The Painting That Must Not Be Named - Paint and Sip in Norfolk | Classpop!™
Friday at 6:30 PM
Norfolk · Pinot's Palette Norfolk
Candy Beach - Paint and Sip in Norfolk | Classpop!™
Sun, Aug 2, 12:00 PM
Norfolk · Pinot's Palette Norfolk
Candy Beach - Paint and Sip in Norfolk | Classpop!™
Sun, Aug 2, 12:00 PM
Norfolk · Pinot's Palette Norfolk
Campfire in the Forest - Paint and Sip in Norfolk | Classpop!™
Sat, Aug 1, 7:00 PM
Norfolk · Pinot's Palette Norfolk
Campfire in the Forest - Paint and Sip in Norfolk | Classpop!™
Sat, Aug 1, 7:00 PM
Norfolk · Pinot's Palette Norfolk
Quacky Dreams - Paint and Sip in Norfolk | Classpop!™
Sat, Aug 1, 1:00 PM
Norfolk · Pinot's Palette Norfolk
Quacky Dreams - Paint and Sip in Norfolk | Classpop!™
Sat, Aug 1, 1:00 PM
Norfolk · Pinot's Palette Norfolk
Gilded Reflections - Paint and Sip in Norfolk | Classpop!™
Sat, Aug 8, 7:00 PM
Norfolk · Pinot's Palette Norfolk
Gilded Reflections - Paint and Sip in Norfolk | Classpop!™
Sat, Aug 8, 7:00 PM
Norfolk · Pinot's Palette Norfolk

Trends in Gloucester Courthouse

Explore more trends

Wine Down Wednesday

Wine Down Wednesday

Yorktown's Weekend Wine & Oyster Festival 2026

Yorktown's Weekend Wine & Oyster Festival 2026

Dinner in the Vineyard

Dinner in the Vineyard

The Wine Down + Barre Workout: Trap, Soca, Reggae, Afrobeats, R&B & Reset

The Wine Down + Barre Workout: Trap, Soca, Reggae, Afrobeats, R&B & Reset

2026 Gloucester Wine Festival Attendee & Vendor Tickets

2026 Gloucester Wine Festival Attendee & Vendor Tickets

Summertime Wine Dinner

Summertime Wine Dinner

Neptune's 29th Annual Fall Wine Festival

Neptune's 29th Annual Fall Wine Festival

French Countryside Sunday Supper

French Countryside Sunday Supper

8/17- Virgina Beach, VA- Riviera Nights

8/17- Virgina Beach, VA- Riviera Nights

Cheese Making Workshop

Cheese Making Workshop

8/18- Virginia Beach, VA- Riviera Nights

8/18- Virginia Beach, VA- Riviera Nights

Colonial K9 Classic

Colonial K9 Classic

Latin Night at Branches Tasting Room

Latin Night at Branches Tasting Room

Last Sip of Summer

Last Sip of Summer

Harry’s Manifesto Hour Presents: Wine Appreciation Night

Harry’s Manifesto Hour Presents: Wine Appreciation Night

The Painting That Must Not Be Named - Paint and Sip in Norfolk | Classpop!™

The Painting That Must Not Be Named - Paint and Sip in Norfolk | Classpop!™

Candy Beach - Paint and Sip in Norfolk | Classpop!™

Candy Beach - Paint and Sip in Norfolk | Classpop!™

Campfire in the Forest - Paint and Sip in Norfolk | Classpop!™

Campfire in the Forest - Paint and Sip in Norfolk | Classpop!™

Quacky Dreams - Paint and Sip in Norfolk | Classpop!™

Quacky Dreams - Paint and Sip in Norfolk | Classpop!™

Gilded Reflections - Paint and Sip in Norfolk | Classpop!™

Gilded Reflections - Paint and Sip in Norfolk | Classpop!™

Things to do around Gloucester Courthouse

Trends in Gloucester Courthouse

1. Gloucester moose lodge calendar

2. Kid friendly events

3. Car shows

4. Gloucester wine festival

5. Speed dating

6. Live music

7. Wine

8. Nu vibez lounge

9. Motherday brunch

10. Kids events

11. Youth football camp

12. Woodmenlifevaseniors26