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Events in Gloucester, VA

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2026 Winter Blues Jazz Fest
Williamsburg · The Alumni House, College of William and Mary
2026 Winter Blues Jazz Fest
Williamsburg · The Alumni House, College of William and Mary
Almost full
Snow Globe Soirée
Sat, Jan 31, 6:00 PM
Gloucester · Under the Stars Farm
Almost full
Snow Globe Soirée
Sat, Jan 31, 6:00 PM
Gloucester · Under the Stars Farm
Paint & Sip
Sat, Jan 24, 5:00 PM
Dutton · Zoll Vineyards
Paint & Sip
Sat, Jan 24, 5:00 PM
Dutton · Zoll Vineyards
Valentine's Day Tours at The Presidents Heads- PRESIDENTS DAY WEEKEND
Sat, Feb 14, 9:00 AM
Williamsburg · Hampton Roads Materials
Valentine's Day Tours at The Presidents Heads- PRESIDENTS DAY WEEKEND
Sat, Feb 14, 9:00 AM
Williamsburg · Hampton Roads Materials
Snow Globe Soirée: A Valentines Day Experience
Sat, Feb 14, 6:00 PM
Gloucester · Under the Stars Farm
Snow Globe Soirée: A Valentines Day Experience
Sat, Feb 14, 6:00 PM
Gloucester · Under the Stars Farm
Cochon on 2nd Lessons in Pairing | The Chemistry of Food & Wine
Thu, Jan 15, 6:00 PM
Williamsburg · 311 2nd St
Cochon on 2nd Lessons in Pairing | The Chemistry of Food & Wine
Thu, Jan 15, 6:00 PM
Williamsburg · 311 2nd St
Manifesting Resilience In Mental Health & Autism
Sat, Jan 17, 10:00 AM
Williamsburg · 496 McLaws Cir
Manifesting Resilience In Mental Health & Autism
Sat, Jan 17, 10:00 AM
Williamsburg · 496 McLaws Cir
Sales end soon
Maritime Murder Ghost Tour
Tomorrow at 10:00 PM + 2 more
Yorktown · 301 Main St
Sales end soon
Maritime Murder Ghost Tour
Tomorrow at 10:00 PM + 2 more
Yorktown · 301 Main St
Going fast
New Dawn Paint & Sip Party
Fri, Jan 16, 6:00 PM
Williamsburg · Alewerks L.A.B.
Going fast
New Dawn Paint & Sip Party
Fri, Jan 16, 6:00 PM
Williamsburg · Alewerks L.A.B.
Cochon on 2nd | Passionate Wines for Passionate People
Thu, Feb 12, 6:00 PM
Williamsburg · 311 2nd St
Cochon on 2nd | Passionate Wines for Passionate People
Thu, Feb 12, 6:00 PM
Williamsburg · 311 2nd St
Sales end soon
Yorktown Ghost Tour
Tomorrow at 8:00 PM + 202 more
Yorktown · 301 Main St
Sales end soon
Yorktown Ghost Tour
Tomorrow at 8:00 PM + 202 more
Yorktown · 301 Main St
Snowman Painting Party for Kids (Ages 10+)
Sat, Jan 17, 10:30 AM
Williamsburg · Williamsburg Regional Library - James City County Library
Snowman Painting Party for Kids (Ages 10+)
Sat, Jan 17, 10:30 AM
Williamsburg · Williamsburg Regional Library - James City County Library
Going fast
January Cookie Decorating Class
Fri, Jan 23, 6:00 PM
Yorktown · 7330 George Washington Memorial Hwy suite d
Going fast
January Cookie Decorating Class
Fri, Jan 23, 6:00 PM
Yorktown · 7330 George Washington Memorial Hwy suite d
Sanctuary Tour
Sat, Jan 31, 12:00 PM
Williamsburg · Life with Pigs Farm Animal Sanctuary
Sanctuary Tour
Sat, Jan 31, 12:00 PM
Williamsburg · Life with Pigs Farm Animal Sanctuary
4th Annual Line Dance Party
Sat, Feb 21, 2:00 PM
Williamsburg · 105 Howard Dr
4th Annual Line Dance Party
Sat, Feb 21, 2:00 PM
Williamsburg · 105 Howard Dr
Historic Triangle Grand Slam
Sat, Feb 28, 7:30 PM
Williamsburg · Kimball Theatre
Historic Triangle Grand Slam
Sat, Feb 28, 7:30 PM
Williamsburg · Kimball Theatre
Sales end soon
Dark History: Murder Tour
Tomorrow at 10:00 PM + 201 more
Williamsburg · 461 E Nicholson St
Sales end soon
Dark History: Murder Tour
Tomorrow at 10:00 PM + 201 more
Williamsburg · 461 E Nicholson St
Almost full
Paella Cooking Class
Sunday at 12:00 PM
Barhamsville · The Event Center - Gauthier Vineyard
Almost full
Paella Cooking Class
Sunday at 12:00 PM
Barhamsville · The Event Center - Gauthier Vineyard
Hot Cider Cocktail Demo
Wed, Jan 28, 6:00 PM
Dutton · Zoll Vineyards
Hot Cider Cocktail Demo
Wed, Jan 28, 6:00 PM
Dutton · Zoll Vineyards
Kebab Fest
Sun, Jan 25, 12:00 PM
Barhamsville · The Event Center - Gauthier Vineyard
Kebab Fest
Sun, Jan 25, 12:00 PM
Barhamsville · The Event Center - Gauthier Vineyard

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:

2026 Winter Blues Jazz Fest

Snow Globe Soirée

Valentine's Day Tours at The Presidents Heads- PRESIDENTS DAY WEEKEND

Which events are currently trending in Gloucester?

The trending searches this month in Gloucester are:

damon's restaurant

Which events are coming up?

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

Yorktown Ghost Tour

Maritime Murder Ghost Tour

Dark History: Murder Tour

Paella Cooking Class