Wine Events and Things to do in Gloucester Courthouse, VA

A Murder Mystery Adventure at The Estate at River Run
Fri, Jun 19, 6:45 PM
Maidens · The Estate At River Run
A Murder Mystery Adventure at The Estate at River Run
Fri, Jun 19, 6:45 PM
Maidens · The Estate At River Run
Embers and Vines
Sat, May 30, 6:00 PM
Lake of the Woods · Wilderness Run Vineyards
Embers and Vines
Sat, May 30, 6:00 PM
Lake of the Woods · Wilderness Run Vineyards
City Vino's Got Smooth Jazz with Gregory Amos
Sat, Jun 13, 7:00 AM
Fredericksburg · City Vino
City Vino's Got Smooth Jazz with Gregory Amos
Sat, Jun 13, 7:00 AM
Fredericksburg · City Vino
Together for Tanzania Gala: Big Band Evening of Impact
Fri, Jul 24, 6:00 PM
Powhatan · Fairview Farm Events
Together for Tanzania Gala: Big Band Evening of Impact
Fri, Jul 24, 6:00 PM
Powhatan · Fairview Farm Events
Sales end soon
5/28 TEA TIME COOKIE DECORATING WORKSHOP
Thursday at 6:00 PM
Louisa · 5061 Broad St Rd
Sales end soon
5/28 TEA TIME COOKIE DECORATING WORKSHOP
Thursday at 6:00 PM
Louisa · 5061 Broad St Rd
2026 CrabDaddy Bus Trip Oct. 3, $99 Departing Hampton Roads
Sat, Oct 3, 6:00 AM
Jarvisburg · Sanctuary Vineyards Outer Banks Winery
2026 CrabDaddy Bus Trip Oct. 3, $99 Departing Hampton Roads
Sat, Oct 3, 6:00 AM
Jarvisburg · Sanctuary Vineyards Outer Banks Winery
2026 CrabDaddy Bus Trip Oct. 3rd $99 Departing Hampton Roads
Sat, Oct 3, 7:00 AM
Jarvisburg · Sanctuary Vineyards Outer Banks Winery
2026 CrabDaddy Bus Trip Oct. 3rd $99 Departing Hampton Roads
Sat, Oct 3, 7:00 AM
Jarvisburg · Sanctuary Vineyards Outer Banks Winery
City Vino Karaoke on the Fifth Friday
Friday at 7:00 PM
Fredericksburg · City Vino
City Vino Karaoke on the Fifth Friday
Friday at 7:00 PM
Fredericksburg · City Vino
Pick & Pour - When Your Best Friend Becomes Your Presentation
Sat, Jun 6, 6:00 AM
Fredericksburg · City Vino
Pick & Pour - When Your Best Friend Becomes Your Presentation
Sat, Jun 6, 6:00 AM
Fredericksburg · City Vino
The Wine Cirlce Meetup- Sundresses & Sips Edition
Sun, Jul 12, 1:00 PM
Upper Marlboro · Two Lions Vineyards
The Wine Cirlce Meetup- Sundresses & Sips Edition
Sun, Jul 12, 1:00 PM
Upper Marlboro · Two Lions Vineyards
Ride for Mutts and Pig Pickin'
Sat, Jul 11, 12:00 PM
Spotsylvania Courthouse · 1781 Brewing Company
Ride for Mutts and Pig Pickin'
Sat, Jul 11, 12:00 PM
Spotsylvania Courthouse · 1781 Brewing Company
Sea Glass and Coastal Arts Show
Tue, Jun 16, 10:00 AM + 1 more
Corolla · 1100 Club Rd
Sea Glass and Coastal Arts Show
Tue, Jun 16, 10:00 AM + 1 more
Corolla · 1100 Club Rd
Sales end soon
Spring "Witness House" Soiree Fundraiser
Friday at 5:00 PM
Cambridge · Glasgow Court
Sales end soon
Spring "Witness House" Soiree Fundraiser
Friday at 5:00 PM
Cambridge · Glasgow Court
Harlem Nights Extravaganza
Fri, Jun 5, 6:00 PM
Waldorf · Saint Charles Parkway
Harlem Nights Extravaganza
Fri, Jun 5, 6:00 PM
Waldorf · Saint Charles Parkway
Mix and Mingle | Luxury Body Oil Making Experience
Sat, Jun 6, 2:00 PM
Waldorf · 2985 Shasho Pl
Mix and Mingle | Luxury Body Oil Making Experience
Sat, Jun 6, 2:00 PM
Waldorf · 2985 Shasho Pl
The LAFF'N JAZZ Lounge
Fri, Jun 19, 7:00 PM + 5 more
Salisbury · Inspire Gallery
The LAFF'N JAZZ Lounge
Fri, Jun 19, 7:00 PM + 5 more
Salisbury · Inspire Gallery
BRANDI'S BIRTHDAY FEATURING DCVYBE AT SHARKBAR
Sat, Jun 6, 9:00 PM
Waldorf · Shark Bar And Seafood House
BRANDI'S BIRTHDAY FEATURING DCVYBE AT SHARKBAR
Sat, Jun 6, 9:00 PM
Waldorf · Shark Bar And Seafood House
Tobias Cortez Live: Summer All White Party
Sat, Jun 13, 2:00 PM
Louisa · 206 Harris Creek Rd
Tobias Cortez Live: Summer All White Party
Sat, Jun 13, 2:00 PM
Louisa · 206 Harris Creek Rd
Brandywine Social w/ Open Mic Karaoke @ Piano Keys Lounge June 9th
Tue, Jun 9, 6:00 PM + 5 more
Brandywine · Piano Keys Restaurant and Lounge
Brandywine Social w/ Open Mic Karaoke @ Piano Keys Lounge June 9th
Tue, Jun 9, 6:00 PM + 5 more
Brandywine · Piano Keys Restaurant and Lounge

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A Murder Mystery Adventure at The Estate at River Run

A Murder Mystery Adventure at The Estate at River Run

Embers and Vines

Embers and Vines

City Vino's Got Smooth Jazz with Gregory Amos

City Vino's Got Smooth Jazz with Gregory Amos

Together for Tanzania Gala: Big Band Evening of Impact

Together for Tanzania Gala: Big Band Evening of Impact

5/28 TEA TIME COOKIE DECORATING WORKSHOP

5/28 TEA TIME COOKIE DECORATING WORKSHOP

2026 CrabDaddy Bus Trip Oct. 3, $99 Departing Hampton Roads

2026 CrabDaddy Bus Trip Oct. 3, $99 Departing Hampton Roads

2026 CrabDaddy Bus Trip Oct. 3rd $99 Departing Hampton Roads

2026 CrabDaddy Bus Trip Oct. 3rd $99 Departing Hampton Roads

City Vino Karaoke on the Fifth Friday

City Vino Karaoke on the Fifth Friday

Pick & Pour - When Your Best Friend Becomes Your Presentation

Pick & Pour - When Your Best Friend Becomes Your Presentation

The Wine Cirlce Meetup- Sundresses & Sips Edition

The Wine Cirlce Meetup- Sundresses & Sips Edition

Ride for Mutts and Pig Pickin'

Ride for Mutts and Pig Pickin'

Sea Glass and Coastal Arts Show

Sea Glass and Coastal Arts Show

Spring "Witness House" Soiree Fundraiser

Spring "Witness House" Soiree Fundraiser

Harlem Nights Extravaganza

Harlem Nights Extravaganza

Mix and Mingle | Luxury Body Oil Making Experience

Mix and Mingle | Luxury Body Oil Making Experience

The LAFF'N JAZZ Lounge

The LAFF'N JAZZ Lounge

BRANDI'S BIRTHDAY FEATURING DCVYBE AT SHARKBAR

BRANDI'S BIRTHDAY FEATURING DCVYBE AT SHARKBAR

Tobias Cortez Live: Summer All White Party

Tobias Cortez Live: Summer All White Party

Brandywine Social w/ Open Mic Karaoke @ Piano Keys Lounge June 9th

Brandywine Social w/ Open Mic Karaoke @ Piano Keys Lounge June 9th

Popular events

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. Live music

6. Speed dating

7. Nu vibez lounge

8. Motherday brunch

9. Kids events

10. Youth football camp

11. Woodmenlifevaseniors26

12. Wine