Gloucester Festivals Events

Festivals Happening Next in Gloucester, MA

Gloucester Waterfront Festival

 Stage Fort Park 16 Aug 2025
FESTIVALS

Boat Parade of Lights

 The Hotel at Cape Ann Marina 30 Aug 2025
PARADES

SOLD OUT! Gloucester Rotary Comedy Show 2025

 Cruiseport Gloucester 28 Aug 2025
COMEDY

Blackburn Brew Fest

 Stage Fort Park 13 Sep 2025
FESTIVALS USD 10 TO 60

Cape Ann Guitar Society Presents Fabiola Mendez

 The Cut Live 29 Aug 2025
MUSIC

Fish Tales Pub | King Saison

 Fish Tales Pub 23 Aug 2025
FESTIVALS

Heavy Metal Horns - Live at The Cut Album Release Party

 177 Main Street, Gloucester, MA, United States, Massachusetts 01930 15 Aug 2025
ENTERTAINMENT

Mamadou at the Lanesville Music Festival

 8 Vulcan St, Gloucester, MA 01930-1125, United States 13 Sep 2025
MUSIC

Family Pre-Shabbat Extravaganza

 Central Gloucester 22 Aug 2025

Sunday, August 31st, End of Summer Celebration at Beauport Hotel

 Beauport Hotel Gloucester 31 Aug 2025
PARTIES USD 34 TO 322

A Night of Art Songs with Svetlana Sozdateleva

 House of Arts 16 Aug 2025
ART USD 45

4th Annual Jones Creek Summer Nights Sunset Cruise

Cape Ann Whale Watch 23 Aug 2025

Bordellos at Gloucester Waterfront Festival!!

 Stage Fort Park 16 Aug 2025
FESTIVALS

Saturday, August 30th, Labor Day Weekend Celebration at Beauport Hotel

 Beauport Hotel Gloucester 30 Aug 2025
LABOR-DAY USD 55 TO 322

Lisa Love Experience - A Fundraiser for Gloucester Schooner Festival

 The Cut Live 27 Aug 2025
FESTIVALS

Our Snow White's Enchanted Garden Party at the Castle

 80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930 19 Aug 2025
PARTIES

Gloucester Rotary Pancake Breakfast

 Stage Fort Park 16 Aug 2025
NONPROFIT

The Resurrection of Judy Rhines: An Installation by Gabrielle Barzaghi & Peter Littlefield

 White-Ellery House 23 Aug 2025
ART

Cape Ann Plein Air 2025 Gala and Art Sale

North Shore Arts Association 10 Oct 2025
ART

O'Brien's OBoru @ Blue Collar Lobster

 Blue Collar Lobster Co. 26 Oct 2025
PARTIES

Black Uhuru

 The Cut Live 2 Oct 2025
ENTERTAINMENT

O'Brien's OBoru @ Blue Collar Lobster

 Blue Collar Lobster Co. 16 Nov 2025
PARTIES

Space Moose at Gloucester Harbor Loop Summer Concert Series Thurs Aug 14th 7:00pm

 Harbor Loop 14 Aug 2025
CONCERTS

41st Annual Gloucester Schooner Festival

 23 Harbor Loop, Gloucester, MA, United States, Massachusetts 01930 27 Aug 2025
FESTIVALS

Fireworks Cruise Gloucester (Labor Day Weekend) & Schooner Festival Viewing Cruises

 63 Rogers Street, Gloucester, MA, United States, Massachusetts 01930 27 Aug 2025
FIREWORKS