Food

Main Street, Downtown Gloucester Massachusetts comes alive when the Street is closed off to allow live music, street performers, kid activities, non-profits, food vendors and more! Many of shops and businesses on Main Street will be open for business and will welcome partygoers. Other Gloucester businesses and non-profits will be represented on the Street as well. come for a night full of Live music, great food, and fun activities with lots of local flavor!

Get ready for a weekend of art, flavor, and seaside charm as the 44th Annual Gloucester Waterfront Festival returns to the historic Stage Fort Park on August 16 & 17, 2025. Set against the stunning backdrop of Gloucester Harbor, this beloved festival invites visitors to explore an extraordinary array of over 200 juried booths featuring American-made arts, crafts, specialty foods, and more! 

Come to a furry fun-filled morning at the Beverly Dog Park! Bring your  four-legged friends for a delightful time featuring exciting raffles, adorable on-site painted pet portraits ($), and more. Don’t miss out on the chance to make new friends—both two-legged and four-legged! Please note: For safety reasons, children under the age of 10 are not permitted inside the dog park. We appreciate your understanding! Rain Date: August 10. For more information, contact Michelle Rhoades at michellemrhoades@gmail.com

Stop by Gloucester’s new weekly farmers market, the Backyard Growcery, managed by Backyard Growers. The Backyard Growcery is located at Burnham's Field, an urban park near Gloucester’s thriving waterfront, and features small-scale North Shore farmers, bakers, a seafood vendor, an artisanal pizza maker, and more, throughout the season.