Wine Events and Things to do in Gloucester Courthouse, VA

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
The Roaring 1920's | A Murder Mystery Adventure at The Estate at River Run
Fri, Jul 31, 6:45 PM
Maidens · The Estate At River Run
The Roaring 1920's | A Murder Mystery Adventure at The Estate at River Run
Fri, Jul 31, 6:45 PM
Maidens · The Estate At River Run
Sales end soon
Yoga + Meditation
Monday at 6:30 PM
Petersburg · Burgundie's Wine Cafe
Sales end soon
Yoga + Meditation
Monday at 6:30 PM
Petersburg · Burgundie's Wine Cafe
Sales end soon
AM Yoga
Monday at 9:00 AM + 2 more
Petersburg · Burgundie's Wine Cafe
Sales end soon
AM Yoga
Monday at 9:00 AM + 2 more
Petersburg · Burgundie's Wine Cafe
Gatsby on the James | A Summer Signature Event at The Estate at River Run
Sat, Aug 15, 7:00 PM
Maidens · The Estate At River Run
Gatsby on the James | A Summer Signature Event at The Estate at River Run
Sat, Aug 15, 7:00 PM
Maidens · The Estate At River Run
Sip and Spa Sanctuary
Sat, Jul 25, 10:00 AM
Fredericksburg · Vibin' With Val (Valerie Rosemond Settles, Vintner)
Sip and Spa Sanctuary
Sat, Jul 25, 10:00 AM
Fredericksburg · Vibin' With Val (Valerie Rosemond Settles, Vintner)
2026 CrabDaddy Bus Trip Oct. 10th $99 Departing Hampton Roads
Sat, Oct 10, 6:30 AM
Jarvisburg · Sanctuary Vineyards Outer Banks Winery
2026 CrabDaddy Bus Trip Oct. 10th $99 Departing Hampton Roads
Sat, Oct 10, 6:30 AM
Jarvisburg · Sanctuary Vineyards Outer Banks Winery
2026 CrabDaddy Bus Trip $99pp -on Oct. 10th, Departing Hampton Roads
Sat, Oct 10, 6:30 AM
Jarvisburg · Sanctuary Vineyards Outer Banks Winery
2026 CrabDaddy Bus Trip $99pp -on Oct. 10th, Departing Hampton Roads
Sat, Oct 10, 6:30 AM
Jarvisburg · Sanctuary Vineyards Outer Banks Winery
Sundresses and Cigars
Thursday at 5:00 PM + 6 more
Portsmouth · Admiral’s Steak & Seafood
Sundresses and Cigars
Thursday at 5:00 PM + 6 more
Portsmouth · Admiral’s Steak & Seafood
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
City Vino Hosts the Confident Rooster Society Improv
Fri, Jun 26, 7:00 PM + 1 more
Fredericksburg · City Vino
City Vino Hosts the Confident Rooster Society Improv
Fri, Jun 26, 7:00 PM + 1 more
Fredericksburg · City Vino
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
Mask & Mimosas
Sat, Jul 11, 12:00 PM
Cambridge · The Phillips Packing House company
Mask & Mimosas
Sat, Jul 11, 12:00 PM
Cambridge · The Phillips Packing House company
Sales end soon
Sea Glass and Coastal Arts Show
Tuesday at 10:00 AM + 1 more
Corolla · 1100 Club Rd
Sales end soon
Sea Glass and Coastal Arts Show
Tuesday at 10:00 AM + 1 more
Corolla · 1100 Club Rd
The LAFF'N JAZZ Lounge
Friday at 7:00 PM + 5 more
Salisbury · Inspire Gallery
The LAFF'N JAZZ Lounge
Friday at 7:00 PM + 5 more
Salisbury · Inspire Gallery
Brandywine Social w/ Open Mic Comedy & Poetry @ Piano Keys Lounge July 14
Tue, Jul 14, 6:00 PM + 4 more
Brandywine · Piano Keys Restaurant and Lounge
Brandywine Social w/ Open Mic Comedy & Poetry @ Piano Keys Lounge July 14
Tue, Jul 14, 6:00 PM + 4 more
Brandywine · Piano Keys Restaurant and Lounge
Diamonds In The Sky II: Fedoras & Wedges
Sat, Sep 12, 4:00 PM
Brandywine · Hennessy Creek
Diamonds In The Sky II: Fedoras & Wedges
Sat, Sep 12, 4:00 PM
Brandywine · Hennessy Creek
Come join us for a colorful afternoon painting !
Tomorrow at 2:00 PM
Blackstone · 120 W Broad St
Come join us for a colorful afternoon painting !
Tomorrow at 2:00 PM
Blackstone · 120 W Broad St

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Together for Tanzania Gala: Big Band Evening of Impact

Together for Tanzania Gala: Big Band Evening of Impact

The Roaring 1920's | A Murder Mystery Adventure at The Estate at River Run

The Roaring 1920's | A Murder Mystery Adventure at The Estate at River Run

Yoga + Meditation

Yoga + Meditation

AM Yoga

AM Yoga

Gatsby on the James | A Summer Signature Event at The Estate at River Run

Gatsby on the James | A Summer Signature Event at The Estate at River Run

Sip and Spa Sanctuary

Sip and Spa Sanctuary

2026 CrabDaddy Bus Trip Oct. 10th $99 Departing Hampton Roads

2026 CrabDaddy Bus Trip Oct. 10th $99 Departing Hampton Roads

2026 CrabDaddy Bus Trip $99pp -on Oct. 10th, Departing Hampton Roads

2026 CrabDaddy Bus Trip $99pp -on Oct. 10th, Departing Hampton Roads

Sundresses and Cigars

Sundresses and Cigars

The Wine Cirlce Meetup- Sundresses & Sips Edition

The Wine Cirlce Meetup- Sundresses & Sips Edition

City Vino Hosts the Confident Rooster Society Improv

City Vino Hosts the Confident Rooster Society Improv

Ride for Mutts and Pig Pickin'

Ride for Mutts and Pig Pickin'

Mask & Mimosas

Mask & Mimosas

Sea Glass and Coastal Arts Show

Sea Glass and Coastal Arts Show

The LAFF'N JAZZ Lounge

The LAFF'N JAZZ Lounge

Brandywine Social w/ Open Mic Comedy & Poetry @ Piano Keys Lounge July 14

Brandywine Social w/ Open Mic Comedy & Poetry @ Piano Keys Lounge July 14

Diamonds In The Sky II: Fedoras & Wedges

Diamonds In The Sky II: Fedoras & Wedges

Come join us for a colorful afternoon painting !

Come join us for a colorful afternoon painting !

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. Speed dating

6. Live music

7. Wine

8. Nu vibez lounge

9. Motherday brunch

10. Kids events

11. Youth football camp

12. Woodmenlifevaseniors26