Upcoming Events in Gloucester

Fall Homestead Market

5644 George Washington Memorial Hwy, Gloucester, VA 23061-3749, United States 19 Oct 2025
SHOPPING

2026 Daffodil Festival

6504 Main St, Gloucester, VA 23061-6103, United States 28 Mar 2026
FESTIVALS

Anthony Rosano and the Conqueroos at Flat Iron Crossroads

 Flat Iron Crossroads 11 Oct 2025
MUSIC

Middle Peninsula Car Show

 6920 Main St, Gloucester, VA 23061-5121, United States 8 Nov 2025

Vines & Vinegar @ Dukes Aloha Eats!

 Duke’s Aloha Eats 25 Oct 2025

Generational Trauma Healing/Family Constellation

 The Nurtury 24 Oct 2025
WORKSHOPS

Live Music: Corey Pavlosky

 Duke’s Aloha Eats 11 Oct 2025
MUSIC

Phil Poteat at Duke's Deli

 Duke’s Aloha Eats 24 Oct 2025
MUSIC

Rae the Band from NYC Returns to Play at Gloucester Brewing Company

 6778 Main Street, Gloucester, VA, United States, Virginia 23061 25 Oct 2025
MUSIC

Trick or Treat on Main Street 2025

 6882G Main Street, Gloucester, VA, United States, Virginia 23061 31 Oct 2025
TRICK-OR-TREAT

Communion of Hearts: Adrienne el Gilbert- Historical Drama

 6504 Main St, Gloucester, VA, United States, Virginia 23061 18 Oct 2025
PERFORMANCES

Magnolia Boulevard on November 15, 2025

 7709 Flat Iron Road, Gloucester, VA, United States, Virginia 23061 15 Nov 2025
ENTERTAINMENT

Community Emergency Response Team Basic Class

 7478 Justice Dr, Gloucester, VA 23061-6127, United States 18 Oct 2025
WORKSHOPS

Individually Twisted on November 22, 2025

 7709 Flat Iron Road, Gloucester, VA, United States, Virginia 23061 22 Nov 2025
ENTERTAINMENT

Wire Wrapping Workshop: Moon Pendant

 Arts on Main 25 Oct 2025
WORKSHOPS

Trivia FALL Series at Gloucester Brewing Company

 6778 Main Street, Gloucester, VA, United States, Virginia 23061 13 Oct 2025
FOOD-DRINKS

Trick or Treat @ GMHS!

 6620 Jackson Lane, Gloucester, VA, United States, Virginia 18 Oct 2025
HALLOWEEN

LIVE MUSIC: Part Time Live at Nooners

 Nooner's Bar and Grille 29 Nov 2025
CONCERTS

Mural Workshop at Gloucester-Mathews Humane Society

 Arts on Main 8 Nov 2025
WORKSHOPS

Bands Along The Bay

 Gloucester High School 11 Oct 2025
MUSIC

More things to do in Gloucester

Live Music
Halloween
Trunk Or Treat
Trick Or Treat
Festivals
Food & Drinks
Christmas Parades
Christmas Markets & Fairs
Music Festivals
Parades
Pop-Ups