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

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

Cochon on 2nd | We are Tuscany Wine Dinner
Wed, Mar 25, 6:00 PM
Williamsburg · 311 2nd St
Cochon on 2nd | We are Tuscany Wine Dinner
Wed, Mar 25, 6:00 PM
Williamsburg · 311 2nd St
Spring Sangria Slushy Demo
Wed, Mar 25, 6:00 PM
Dutton · Zoll Vineyards
Spring Sangria Slushy Demo
Wed, Mar 25, 6:00 PM
Dutton · Zoll Vineyards
Cochon on 2nd | April in Paris Wine Night
Thu, Apr 23, 6:00 PM
Williamsburg · 311 2nd St
Cochon on 2nd | April in Paris Wine Night
Thu, Apr 23, 6:00 PM
Williamsburg · 311 2nd St
Yorktown's Boots, Brews & BBQ Festival - May 2, 2026 - We're Going Country!
Sat, May 2, 12:00 PM
Yorktown · 400 Water Street
Yorktown's Boots, Brews & BBQ Festival - May 2, 2026 - We're Going Country!
Sat, May 2, 12:00 PM
Yorktown · 400 Water Street
Viognier Release & Tom Euler
Sat, Mar 21, 12:30 PM
Dutton · Zoll Vineyards
Viognier Release & Tom Euler
Sat, Mar 21, 12:30 PM
Dutton · Zoll Vineyards
March Cookie Decorating Class
Fri, Mar 20, 6:00 PM
Yorktown · 7330 George Washington Memorial Hwy suite d
March Cookie Decorating Class
Fri, Mar 20, 6:00 PM
Yorktown · 7330 George Washington Memorial Hwy suite d
Portuguese Wine Dinner
Sun, Apr 12, 6:00 PM
Williamsburg · 1325 Jamestown Rd
Portuguese Wine Dinner
Sun, Apr 12, 6:00 PM
Williamsburg · 1325 Jamestown Rd
Mother’s Day Sip & Paint Brunch
Sun, May 10, 12:00 PM
Newport News · 13176 Jefferson Ave
Mother’s Day Sip & Paint Brunch
Sun, May 10, 12:00 PM
Newport News · 13176 Jefferson Ave
THE STUDY SESSIONS: Vol. 7: Irish Spirits
Thu, Mar 19, 5:00 PM + 1 more
Williamsburg · Amber Ox Public House
THE STUDY SESSIONS: Vol. 7: Irish Spirits
Thu, Mar 19, 5:00 PM + 1 more
Williamsburg · Amber Ox Public House
May Week Jazz Brunch
Sun, May 17, 2:00 PM
Newport News · Newport News Marriott at City Center
May Week Jazz Brunch
Sun, May 17, 2:00 PM
Newport News · Newport News Marriott at City Center
National Deep Dish Day Cooking Class
Sat, Apr 4, 12:00 PM
Tabb · UNO Pizzeria & Grill
National Deep Dish Day Cooking Class
Sat, Apr 4, 12:00 PM
Tabb · UNO Pizzeria & Grill
Sales end soon
100 Cities Project: Hampton | Dinner with New Friends
Today at 7:00 PM + 41 more
Hampton · Restaurant of the Week
Sales end soon
100 Cities Project: Hampton | Dinner with New Friends
Today at 7:00 PM + 41 more
Hampton · Restaurant of the Week
Wine Pairing Dinner
Tue, Apr 21, 6:00 PM
Tabb · UNO Pizzeria & Grill
Wine Pairing Dinner
Tue, Apr 21, 6:00 PM
Tabb · UNO Pizzeria & Grill
BBQ, Beer, Whiskey & Wine
Fri, Apr 24, 6:30 PM
Williamsburg · Chickahominy Riverfront Park
BBQ, Beer, Whiskey & Wine
Fri, Apr 24, 6:30 PM
Williamsburg · Chickahominy Riverfront Park
April First Friday
Fri, Apr 3, 6:00 PM
Hampton · Marching Elites Youth Motivational Center
April First Friday
Fri, Apr 3, 6:00 PM
Hampton · Marching Elites Youth Motivational Center
Hampton Wine & Spirit Expo
Sat, Apr 11, 12:00 PM
Hampton · Hampton Roads Convention Center
Hampton Wine & Spirit Expo
Sat, Apr 11, 12:00 PM
Hampton · Hampton Roads Convention Center
Sales end soon
Slow Brunch Sundays
Sunday at 12:00 PM + 41 more
Hampton · 2165 Cunningham Dr
Sales end soon
Slow Brunch Sundays
Sunday at 12:00 PM + 41 more
Hampton · 2165 Cunningham Dr
Sales end soon
MIMOSAS & MASTERPIECES: Sip & Paint Brunch Edition
Tomorrow at 12:00 PM
Newport News · Sunday 2911 Soul Food Kitchen LLC
Sales end soon
MIMOSAS & MASTERPIECES: Sip & Paint Brunch Edition
Tomorrow at 12:00 PM
Newport News · Sunday 2911 Soul Food Kitchen LLC
Sales end soon
IGLOOSIVE EXPERIENCE – TOPSAIL PATIO
Today at 4:00 PM + 119 more
Hampton · The Landing at Hampton Marina, Tapestry Collection by Hilton
Sales end soon
IGLOOSIVE EXPERIENCE – TOPSAIL PATIO
Today at 4:00 PM + 119 more
Hampton · The Landing at Hampton Marina, Tapestry Collection by Hilton
Sales end soon
Foodies + New Friends: Hampton | Charity Edition
Today at 7:00 PM + 41 more
Hampton · Restaurant of the Week
Sales end soon
Foodies + New Friends: Hampton | Charity Edition
Today at 7:00 PM + 41 more
Hampton · Restaurant of the Week

Trends in Gloucester

Explore more trends

Frequently asked questions about Gloucester

What are the best events to attend?

According to Eventbrite, the best events are:

Cochon on 2nd | We are Tuscany Wine Dinner

Spring Sangria Slushy Demo

Cochon on 2nd | April in Paris Wine Night

Yorktown's Boots, Brews & BBQ Festival - May 2, 2026 - We're Going Country!

Which events are currently trending in Gloucester?

The trending searches this month in Gloucester are:

gloucester seafood festival

vendor events

damon's restaurant

seafood festival abingdon hayes

Which events are coming up?

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

IGLOOSIVE EXPERIENCE – TOPSAIL PATIO

100 Cities Project: Hampton | Dinner with New Friends

Foodies + New Friends: Hampton | Charity Edition

MIMOSAS & MASTERPIECES: Sip & Paint Brunch Edition

Cochon on 2nd | We are Tuscany Wine Dinner

Cochon on 2nd | We are Tuscany Wine Dinner

Spring Sangria Slushy Demo

Spring Sangria Slushy Demo

Cochon on 2nd | April in Paris Wine Night

Cochon on 2nd | April in Paris Wine Night

Yorktown's Boots, Brews & BBQ Festival - May 2, 2026 - We're Going Country!

Yorktown's Boots, Brews & BBQ Festival - May 2, 2026 - We're Going Country!

Viognier Release & Tom Euler

Viognier Release & Tom Euler

March Cookie Decorating Class

March Cookie Decorating Class

Portuguese Wine Dinner

Portuguese Wine Dinner

Mother’s Day Sip & Paint Brunch

Mother’s Day Sip & Paint Brunch

THE STUDY SESSIONS: Vol. 7: Irish Spirits

THE STUDY SESSIONS: Vol. 7: Irish Spirits

May Week Jazz Brunch

May Week Jazz Brunch

National Deep Dish Day Cooking Class

National Deep Dish Day Cooking Class

100 Cities Project: Hampton | Dinner with New Friends

100 Cities Project: Hampton | Dinner with New Friends

Wine Pairing Dinner

Wine Pairing Dinner

BBQ, Beer, Whiskey & Wine

BBQ, Beer, Whiskey & Wine

April First Friday

April First Friday

Hampton Wine & Spirit Expo

Hampton Wine & Spirit Expo

Slow Brunch Sundays

Slow Brunch Sundays

MIMOSAS & MASTERPIECES: Sip & Paint Brunch Edition

MIMOSAS & MASTERPIECES: Sip & Paint Brunch Edition

IGLOOSIVE EXPERIENCE – TOPSAIL PATIO

IGLOOSIVE EXPERIENCE – TOPSAIL PATIO

Foodies + New Friends: Hampton | Charity Edition

Foodies + New Friends: Hampton | Charity Edition

Things to do around Gloucester

Trends in Gloucester

1. Gloucester seafood festival

2. Vendor events

3. Damon's restaurant

4. Seafood festival abingdon hayes

5. Paint

6. Fair

7. Trampoline

8. Single

9. Seafood festival

10. Galentines

11. Drag

12. Date

What are the best events to attend?

Which events are currently trending in Gloucester?

Which events are coming up?