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Community Events and Things to do in Gloucester, VA this month

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

Almost full
Queen of Hearts - Cavalier Garden Party
Wed, May 20, 6:00 PM
Virginia Beach · The Historic Cavalier Hotel & Beach Club
Almost full
Queen of Hearts - Cavalier Garden Party
Wed, May 20, 6:00 PM
Virginia Beach · The Historic Cavalier Hotel & Beach Club
Sales end soon
Spring Women's Empowerment Luncheon
Saturday at 1:00 PM
Virginia Beach · 401 35th St
Sales end soon
Spring Women's Empowerment Luncheon
Saturday at 1:00 PM
Virginia Beach · 401 35th St
Sales end soon
Senior Citizen Ball
Sat, May 30, 5:00 PM
Chesapeake · Clean Hands Pure Hearts Adult Day Center
Sales end soon
Senior Citizen Ball
Sat, May 30, 5:00 PM
Chesapeake · Clean Hands Pure Hearts Adult Day Center
Bingo After Dark at Virginia Beach Winery
Sat, May 30, 7:30 PM
Virginia Beach · Virginia Beach Winery
Bingo After Dark at Virginia Beach Winery
Sat, May 30, 7:30 PM
Virginia Beach · Virginia Beach Winery
FREE CHESAPEAKE COMMUNITY MARKET
Sat, May 23, 8:00 AM
Chesapeake · 1377 Bells Mill Road, Chesapeake, VA, USA
FREE CHESAPEAKE COMMUNITY MARKET
Sat, May 23, 8:00 AM
Chesapeake · 1377 Bells Mill Road, Chesapeake, VA, USA
Church Hill Chillers Ghost Tour
Sat, May 23, 9:00 PM
Richmond · 2300 E Broad St
Church Hill Chillers Ghost Tour
Sat, May 23, 9:00 PM
Richmond · 2300 E Broad St
Foodies + New Friends: Virginia Beach | Giving Back Edition
Wed, May 20, 7:00 PM
Virginia Beach · Quemar
Foodies + New Friends: Virginia Beach | Giving Back Edition
Wed, May 20, 7:00 PM
Virginia Beach · Quemar
Sales end soon
An Afternoon of Emerald Elegance
Sun, May 24, 2:00 PM
Petersburg · Alfred W. Harris Academic Commons, Virginia State University
Sales end soon
An Afternoon of Emerald Elegance
Sun, May 24, 2:00 PM
Petersburg · Alfred W. Harris Academic Commons, Virginia State University
Sales end soon
ThirtyPLUS | The Ultimate Sunday Social | May 17
Sunday at 4:00 PM
Richmond · Bolos Eatery
Sales end soon
ThirtyPLUS | The Ultimate Sunday Social | May 17
Sunday at 4:00 PM
Richmond · Bolos Eatery
Sales end soon
Richmond "Municipal War" of 1870 - Dark History Tour
Saturday at 4:00 PM + 2 more
Richmond · Shockoe Bottom African Burial Ground
Sales end soon
Richmond "Municipal War" of 1870 - Dark History Tour
Saturday at 4:00 PM + 2 more
Richmond · Shockoe Bottom African Burial Ground
Activism in Action: Hand-sewn Mending Workshop
Sat, May 30, 10:00 AM
Richmond · Gallery5
Activism in Action: Hand-sewn Mending Workshop
Sat, May 30, 10:00 AM
Richmond · Gallery5
Out of This Strife Will Come Freedom
Thu, May 28, 6:00 PM
Richmond · American Civil War Museum- Historic Tredegar
Out of This Strife Will Come Freedom
Thu, May 28, 6:00 PM
Richmond · American Civil War Museum- Historic Tredegar
Sales end soon
Richmond Historian-Guided Tour
Saturday at 12:00 PM + 2 more
Richmond · Bell Tower
Sales end soon
Richmond Historian-Guided Tour
Saturday at 12:00 PM + 2 more
Richmond · Bell Tower
7 Deadly SYNs Game Night
Wed, May 27, 5:00 PM
Richmond · Black Iris- Social Club, Art Gallery, Event Space
7 Deadly SYNs Game Night
Wed, May 27, 5:00 PM
Richmond · Black Iris- Social Club, Art Gallery, Event Space
Sales end soon
Richmond True Crime Tour
Saturday at 6:00 PM + 2 more
Richmond · William H. Grant House
Sales end soon
Richmond True Crime Tour
Saturday at 6:00 PM + 2 more
Richmond · William H. Grant House
Military Community Social Series: Mommy & Me Day Party
Sat, May 23, 11:00 AM
Virginia Beach · 1200 S Birdneck Rd
Military Community Social Series: Mommy & Me Day Party
Sat, May 23, 11:00 AM
Virginia Beach · 1200 S Birdneck Rd
Sister Circle Tea Time
Sunday at 12:00 PM + 1 more
Richmond · Natroganix
Sister Circle Tea Time
Sunday at 12:00 PM + 1 more
Richmond · Natroganix
HELLO SUMMER FESTIVAL 2026 - The Love Movement RVA
Sat, May 23, 5:00 PM
Richmond · Main Line Brewery
HELLO SUMMER FESTIVAL 2026 - The Love Movement RVA
Sat, May 23, 5:00 PM
Richmond · Main Line Brewery
Sales end soon
Her Journey Home: Pop-Up Market Day & Open Mic
Saturday at 12:00 PM
Richmond · JOHN MARSHALL HIGH SCHOOL
Sales end soon
Her Journey Home: Pop-Up Market Day & Open Mic
Saturday at 12:00 PM
Richmond · JOHN MARSHALL HIGH SCHOOL
Almost full
Girlys in the Garden: Maymont Stroll
Sat, May 23, 12:00 PM
Richmond · Maymont
Almost full
Girlys in the Garden: Maymont Stroll
Sat, May 23, 12:00 PM
Richmond · Maymont

Trends in Gloucester

Explore more trends

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Frequently asked questions about Gloucester

What are the best events to attend this month?

According to Eventbrite, the best events this month are:

Queen of Hearts - Cavalier Garden Party

Senior Citizen Ball

Bingo After Dark at Virginia Beach Winery

FREE CHESAPEAKE COMMUNITY MARKET

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:

Richmond Historian-Guided Tour

Her Journey Home: Pop-Up Market Day & Open Mic

Spring Women's Empowerment Luncheon

Richmond "Municipal War" of 1870 - Dark History Tour