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Food & drink Events and Things to do in Gloucester, VA

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

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Yorktown's Boots, Brews & BBQ Festival - May 17th - We're Going Country!
Sunday at 12:00 PM
Yorktown · 400 Water Street
Sales end soon
Yorktown's Boots, Brews & BBQ Festival - May 17th - We're Going Country!
Sunday at 12:00 PM
Yorktown · 400 Water Street
BBQ & Beats
Sun, May 24, 4:00 PM
Gloucester · Damon & Company
BBQ & Beats
Sun, May 24, 4:00 PM
Gloucester · Damon & Company
Almost full
Petals, Pastures & Tea: An Enchanting Farm Experience
Saturday at 6:00 PM
Saluda · 4291 Soles Ln
Almost full
Petals, Pastures & Tea: An Enchanting Farm Experience
Saturday at 6:00 PM
Saluda · 4291 Soles Ln
Spring Slushy Demo
Wed, May 27, 6:00 PM
Dutton · Zoll Vineyards
Spring Slushy Demo
Wed, May 27, 6:00 PM
Dutton · Zoll Vineyards
Wine Bottle Paint Night
Fri, May 22, 6:00 PM
Dutton · Zoll Vineyards
Wine Bottle Paint Night
Fri, May 22, 6:00 PM
Dutton · Zoll Vineyards
2026 Paella Fest!
Sun, May 24, 12:00 PM
Barhamsville · The Event Center - Gauthier Vineyard
2026 Paella Fest!
Sun, May 24, 12:00 PM
Barhamsville · The Event Center - Gauthier Vineyard
Masquerade Murder Mystery Dinner @ The Hornsby House
Wed, May 27, 7:00 PM + 5 more
Yorktown · 702 Main St
Masquerade Murder Mystery Dinner @ The Hornsby House
Wed, May 27, 7:00 PM + 5 more
Yorktown · 702 Main St
West Coastal Sunday Supper
Sun, Jun 14, 6:00 PM
Williamsburg · 1325 Jamestown Rd
West Coastal Sunday Supper
Sun, Jun 14, 6:00 PM
Williamsburg · 1325 Jamestown Rd
Almost full
12 course oyster and wine dinner
Thu, Jun 18, 6:00 PM
Gwynn · 616 Old Ferry Rd
Almost full
12 course oyster and wine dinner
Thu, Jun 18, 6:00 PM
Gwynn · 616 Old Ferry Rd
2026 Event & Vendor Tickets: Gloucester Wine Festival
Sat, Sep 19, 11:00 AM
Gloucester · Brent & Becky's
2026 Event & Vendor Tickets: Gloucester Wine Festival
Sat, Sep 19, 11:00 AM
Gloucester · Brent & Becky's
Wine Down Wednesday: 90s Hip-Hop Sip & Paint Experience
Wed, May 20, 7:00 PM
Newport News · 13754 Warwick Blvd f
Wine Down Wednesday: 90s Hip-Hop Sip & Paint Experience
Wed, May 20, 7:00 PM
Newport News · 13754 Warwick Blvd f
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100 Cities Project: Hampton | Dinner with New Friends
Friday at 7:00 PM + 32 more
Hampton · Restaurant of the Week
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100 Cities Project: Hampton | Dinner with New Friends
Friday at 7:00 PM + 32 more
Hampton · Restaurant of the Week
Marketplace @ Hampton Jazz & Music Festival
Fri, Jun 26, 12:00 PM
Hampton · Hampton Roads Convention Center
Marketplace @ Hampton Jazz & Music Festival
Fri, Jun 26, 12:00 PM
Hampton · Hampton Roads Convention Center
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Slow Brunch Sundays
Sunday at 12:00 PM + 32 more
Hampton · 2165 Cunningham Dr
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Slow Brunch Sundays
Sunday at 12:00 PM + 32 more
Hampton · 2165 Cunningham Dr
Tequila Fest! Sunday Funday!
Sun, Jun 7, 3:00 PM
Hampton · Virginia Air & Space Science Center
Tequila Fest! Sunday Funday!
Sun, Jun 7, 3:00 PM
Hampton · Virginia Air & Space Science Center
Soul Sisters Food Festival
Sat, Jul 18, 3:00 PM
Hampton · 227 E Mercury Blvd
Soul Sisters Food Festival
Sat, Jul 18, 3:00 PM
Hampton · 227 E Mercury Blvd
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Foodies + New Friends: Hampton | Charity Edition
Friday at 7:00 PM + 32 more
Hampton · Restaurant of the Week
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Foodies + New Friends: Hampton | Charity Edition
Friday at 7:00 PM + 32 more
Hampton · Restaurant of the Week
SUNDAY BRUNCH
Sun, Jun 7, 11:00 AM + 15 more
Hampton · The Landing at Hampton Marina, Tapestry Collection by Hilton
SUNDAY BRUNCH
Sun, Jun 7, 11:00 AM + 15 more
Hampton · The Landing at Hampton Marina, Tapestry Collection by Hilton
East End Cafe Presents: The Slow Bar Experience
Wed, May 20, 7:00 PM
Newport News · East End Cafe
East End Cafe Presents: The Slow Bar Experience
Wed, May 20, 7:00 PM
Newport News · East End Cafe
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Foodies + New Friends: Hampton | 2026 Dinner Club
Tomorrow at 7:00 PM + 231 more
Hampton · Restaurant of the Week
Sales end soon
Foodies + New Friends: Hampton | 2026 Dinner Club
Tomorrow at 7:00 PM + 231 more
Hampton · Restaurant of the Week

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 Boots, Brews & BBQ Festival - May 17th - We're Going Country!

Spring Slushy Demo

Wine Bottle Paint Night

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:

Foodies + New Friends: Hampton | 2026 Dinner Club

100 Cities Project: Hampton | Dinner with New Friends

Foodies + New Friends: Hampton | Charity Edition

Petals, Pastures & Tea: An Enchanting Farm Experience