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Events and Things to do in Gloucester, VA

Search for something you love or check out popular events in your area.

Plant Bingo
Fri, Aug 14, 5:30 PM
Williamsburg · Williamsburg Winery Tasting Room and Wine Bar
Plant Bingo
Fri, Aug 14, 5:30 PM
Williamsburg · Williamsburg Winery Tasting Room and Wine Bar
Just added
Yorktown's Weekend Wine & Oyster Festival 2026
Sat, Oct 3, 12:00 PM
Yorktown · Riverwalk Landing
Just added
Yorktown's Weekend Wine & Oyster Festival 2026
Sat, Oct 3, 12:00 PM
Yorktown · Riverwalk Landing
July Cookie Decorating Class
Fri, Jul 31, 6:00 PM
Yorktown · 7330 George Washington Memorial Hwy suite d
July Cookie Decorating Class
Fri, Jul 31, 6:00 PM
Yorktown · 7330 George Washington Memorial Hwy suite d
Only 100 Available: Canaan Smith Acoustic Session, Meet & Greet, VIP Ticket
Fri, Jul 31, 6:30 PM
Williamsburg · Williamsburg Winery, Ltd.
Only 100 Available: Canaan Smith Acoustic Session, Meet & Greet, VIP Ticket
Fri, Jul 31, 6:30 PM
Williamsburg · Williamsburg Winery, Ltd.
Sales end soon
Foodies + New Friends Yorktown: Small Business Owners Edition
Tuesday at 7:00 PM + 10 more
Yorktown · Restaurant of the Week
Sales end soon
Foodies + New Friends Yorktown: Small Business Owners Edition
Tuesday at 7:00 PM + 10 more
Yorktown · Restaurant of the Week
Just added
Fall Meeting: Womens Council of REALTORS Virginia
Tue, Sep 15, 9:00 AM
Williamsburg · Williamsburg Lodge, Autograph Collection
Just added
Fall Meeting: Womens Council of REALTORS Virginia
Tue, Sep 15, 9:00 AM
Williamsburg · Williamsburg Lodge, Autograph Collection
Sales end soon
Live Historical Performances: Faith, Freedom & Heritage -Sylvia Tabb-Lee
Tomorrow at 1:00 PM + 5 more
Williamsburg · 6373 Richmond Rd
Sales end soon
Live Historical Performances: Faith, Freedom & Heritage -Sylvia Tabb-Lee
Tomorrow at 1:00 PM + 5 more
Williamsburg · 6373 Richmond Rd
Yorktoberfest Craft Beer Festival
Sun, Oct 25, 12:00 PM
Yorktown · Riverwalk Landing
Yorktoberfest Craft Beer Festival
Sun, Oct 25, 12:00 PM
Yorktown · Riverwalk Landing
Living Succulent Pumpkin Arrangement
Sun, Sep 20, 1:30 PM
Williamsburg · Williamsburg Winery Wine Bar
Living Succulent Pumpkin Arrangement
Sun, Sep 20, 1:30 PM
Williamsburg · Williamsburg Winery Wine Bar
Sales end soon
Bailamos Salsa Saturday in Williamsburg VA
Tomorrow at 7:00 PM + 6 more
Williamsburg · NES Cornhole Lounge
Sales end soon
Bailamos Salsa Saturday in Williamsburg VA
Tomorrow at 7:00 PM + 6 more
Williamsburg · NES Cornhole Lounge
Hanging Fish
Sun, Aug 2, 1:00 PM
Yorktown · 7330 George Washington Memorial Hwy Suite D
Hanging Fish
Sun, Aug 2, 1:00 PM
Yorktown · 7330 George Washington Memorial Hwy Suite D
Fly Me to the Moon Dinner Series 2026
Sun, Oct 11, 5:00 PM
Williamsburg · 311 2nd St
Fly Me to the Moon Dinner Series 2026
Sun, Oct 11, 5:00 PM
Williamsburg · 311 2nd St
Sales end soon
Dom's Culinar Experience
Sat, Aug 1, 5:00 PM
Saluda · 1689 General Puller Hwy
Sales end soon
Dom's Culinar Experience
Sat, Aug 1, 5:00 PM
Saluda · 1689 General Puller Hwy
Comedy Night at Copper Fox Distillery - Williamsburg
Sat, Aug 15, 7:00 PM
Williamsburg · Copper Fox Distillery Williamsburg
Comedy Night at Copper Fox Distillery - Williamsburg
Sat, Aug 15, 7:00 PM
Williamsburg · Copper Fox Distillery Williamsburg
Boots and Barbecue 2026
Sat, Oct 3, 1:00 PM
White Stone · Lawson Bay Farm
Boots and Barbecue 2026
Sat, Oct 3, 1:00 PM
White Stone · Lawson Bay Farm
Sales end soon
Friday Night Williamsburg Ghost & Taverns Pub Crawl
Today at 7:00 PM + 24 more
Williamsburg · Mellow Mushroom Williamsburg
Sales end soon
Friday Night Williamsburg Ghost & Taverns Pub Crawl
Today at 7:00 PM + 24 more
Williamsburg · Mellow Mushroom Williamsburg
Recipes for Immunity: Fire Cider & Elderberry Syrup
Sat, Aug 22, 1:00 PM
Dutton · Zoll Vineyards
Recipes for Immunity: Fire Cider & Elderberry Syrup
Sat, Aug 22, 1:00 PM
Dutton · Zoll Vineyards
Jamfest
Sat, Aug 29, 12:00 PM
Hudgins · Piankatank Ruritan Club
Jamfest
Sat, Aug 29, 12:00 PM
Hudgins · Piankatank Ruritan Club
Nautical Painting Party
Sat, Aug 1, 1:00 PM
Williamsburg · Williamsburg Regional Library - James City County Library
Nautical Painting Party
Sat, Aug 1, 1:00 PM
Williamsburg · Williamsburg Regional Library - James City County Library
Sales end soon
Poses for Purpose: Yoga with Therapy Horses
Sunday at 9:30 AM
Yorktown · 100 Old Pond Rd
Sales end soon
Poses for Purpose: Yoga with Therapy Horses
Sunday at 9:30 AM
Yorktown · 100 Old Pond Rd

Trends in Gloucester

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Frequently asked questions about Gloucester

What are the best events to attend?

According to Eventbrite, the best events are:

Yorktown's Weekend Wine & Oyster Festival 2026

July Cookie Decorating Class

Only 100 Available: Canaan Smith Acoustic Session, Meet & Greet, VIP Ticket

Which events are currently trending in Gloucester?

The trending searches this month in Gloucester are:

gloucester seafood festival

gloucester virginia

damon's restaurant

Which events are coming up?

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

Friday Night Williamsburg Ghost & Taverns Pub Crawl

Live Historical Performances: Faith, Freedom & Heritage -Sylvia Tabb-Lee

Bailamos Salsa Saturday in Williamsburg VA

Poses for Purpose: Yoga with Therapy Horses