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Events and Things to do in Gloucester, VA

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Skipwith Farms
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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
Beach Vodka Infusions Cocktail Tasting
Thu, Aug 27, 5:00 PM + 1 more
Williamsburg · 525 Prince George St ste 102
Beach Vodka Infusions Cocktail Tasting
Thu, Aug 27, 5:00 PM + 1 more
Williamsburg · 525 Prince George St ste 102
Holiday Light Stroll 2026 presented by Langley Federal Credit Union
Tue, Nov 24, 5:00 PM
Newport News · Woodside High School - Bus Staging
Holiday Light Stroll 2026 presented by Langley Federal Credit Union
Tue, Nov 24, 5:00 PM
Newport News · Woodside High School - Bus Staging
Kierra Sheard-Kelly at The Andrew Shannon Gospel Music Celebration
Sun, Sep 13, 4:00 PM
Newport News · 361 Beechmont Dr
Kierra Sheard-Kelly at The Andrew Shannon Gospel Music Celebration
Sun, Sep 13, 4:00 PM
Newport News · 361 Beechmont Dr
Foodies + New Friends Williamsburg: Dinner with Entrepreneurs
Sat, Aug 15, 7:00 PM + 13 more
Williamsburg · Restaurant of the Night
Foodies + New Friends Williamsburg: Dinner with Entrepreneurs
Sat, Aug 15, 7:00 PM + 13 more
Williamsburg · Restaurant of the Night
Poses for Purpose
Sun, Aug 16, 9:30 AM
Yorktown · 100 Old Pond Rd
Poses for Purpose
Sun, Aug 16, 9:30 AM
Yorktown · 100 Old Pond Rd
Glass Creativity for Children
Wednesday at 10:00 AM
Yorktown · 7330 George Washington Memorial Hwy Suite D
Glass Creativity for Children
Wednesday at 10:00 AM
Yorktown · 7330 George Washington Memorial Hwy Suite D
LEGO® SERIOUS PLAY® Demonstration Workshop
Thu, Sep 17, 3:00 PM
Williamsburg · The MAXIUMUM Building
LEGO® SERIOUS PLAY® Demonstration Workshop
Thu, Sep 17, 3:00 PM
Williamsburg · The MAXIUMUM Building
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.
Plant Bingo
Sun, Aug 30, 11:30 AM
Williamsburg · Frothy Moon Brewhouse
Plant Bingo
Sun, Aug 30, 11:30 AM
Williamsburg · Frothy Moon Brewhouse
Squares on Squares
Sun, Aug 9, 1:00 PM
Yorktown · 7330 George Washington Memorial Hwy Suite D
Squares on Squares
Sun, Aug 9, 1:00 PM
Yorktown · 7330 George Washington Memorial Hwy Suite D
Haunted Cellar
Fri, Oct 30, 6:00 PM
Williamsburg · Williamsburg Winery, Ltd.
Haunted Cellar
Fri, Oct 30, 6:00 PM
Williamsburg · Williamsburg Winery, Ltd.
Haunted Cellar & Monster Ball
Sat, Oct 31, 6:00 PM
Williamsburg · Williamsburg Winery, Ltd.
Haunted Cellar & Monster Ball
Sat, Oct 31, 6:00 PM
Williamsburg · Williamsburg Winery, Ltd.
Trap, Twerk, & Fitness Bootcamp
Sat, Sep 5, 1:00 PM
Williamsburg · 7 Cities Ballroom
Trap, Twerk, & Fitness Bootcamp
Sat, Sep 5, 1:00 PM
Williamsburg · 7 Cities Ballroom
The Entrepreneur Explosion 2026
Sat, Nov 14, 1:00 PM
Williamsburg · The NES Family Entertainment
The Entrepreneur Explosion 2026
Sat, Nov 14, 1:00 PM
Williamsburg · The NES Family Entertainment
Sunset with Jazzy Blu
Sat, Aug 15, 5:30 PM
Lanexa · Indian Hill Estate
Sunset with Jazzy Blu
Sat, Aug 15, 5:30 PM
Lanexa · Indian Hill Estate
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
Soap Making at the Farm
Wed, Sep 9, 5:00 PM
Lanexa · 8600 Slater's Ln
Soap Making at the Farm
Wed, Sep 9, 5:00 PM
Lanexa · 8600 Slater's Ln
NoSleep's Karaoke, poetry & Open Mic Night (Show Your Talent Wednesdays)
Wednesday at 9:00 PM + 21 more
Newport News · Hooked on Hookah LLC
NoSleep's Karaoke, poetry & Open Mic Night (Show Your Talent Wednesdays)
Wednesday at 9:00 PM + 21 more
Newport News · Hooked on Hookah LLC
PSI Review
Saturday at 10:00 AM
Yorktown · 5218 George Washington Memorial Hwy
PSI Review
Saturday at 10:00 AM
Yorktown · 5218 George Washington Memorial Hwy

3 of 193

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Frequently asked questions about Gloucester

What are the best events to attend?

According to Eventbrite, the best events are:

French Countryside Sunday Supper

Beach Vodka Infusions Cocktail Tasting

Holiday Light Stroll 2026 presented by Langley Federal Credit Union

Kierra Sheard-Kelly at The Andrew Shannon Gospel Music Celebration

Which events are coming up?

Discover the best events happening soon – you don't want to miss them:

Glass Creativity for Children

NoSleep's Karaoke, poetry & Open Mic Night (Show Your Talent Wednesdays)

Squares on Squares

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