Fair/Festival

Events

Events Search and Views Navigation

Event Views Navigation

Today

    • 45th Annual Gloucester Waterfront Festival

    45th Annual Gloucester Waterfront Festival
    Stage Fort Park 24 Hough Ave, Gloucester, MA, United States
    Stage Fort Park 24 Hough Ave, Gloucester, MA, United States

    Stage Fort Park  

    Stage Fort Park 24 Hough Ave, Gloucester, MA

    The historic Stage Fort Park along Gloucester Harbor will blossom into color and flavor for the 45th Annual Gloucester Waterfront Festival on Saturday, August 15th and Sunday, August 16th, 2026. This event features over 150 Booths of American made arts, crafts, foods and live music. Admission is free, handicap accessible, held rain or shine and...

    There is no entry fee for the Fair. There is a parking fee at the beach parking lot. Make online parking reservations here: https://gloucester.blinkay.app/login

    • View the Gloucester Schooner Festival Aboard the Wejack with Cape Ann Cruises

    Cape Ann Cruises 63 ROGERS STREET, Gloucester, M, United States
    Cape Ann Cruises 63 ROGERS STREET, Gloucester, M, United States

    Cape Ann Cruises  

    Cape Ann Cruises 63 ROGERS STREET, Gloucester, M

    How to See the Schooners with Cape Ann Cruises Join us aboard the legendary Gloucester Fishing Yacht, the Wejack to see all the visiting Schooners up close from the water....

    $100

    Gloucester Block Party #3

    Main Street, Gloucester, MA 01930 Gloucester, M, United States
    Main Street, Gloucester, MA 01930 Gloucester, M, United States

    Main Street, Gloucester, MA 01930  

    Main Street, Gloucester, MA 01930 Gloucester, M

    Main Street, Downtown Gloucester comes alive when the Street is closed off and we have live music, street performers, vendors, food vendors and more! Many of our Shops and Businesses...

    Free

    Rockport Autumn Market Pop-Up

    1 Twin Light Circle, Rockport, MA 01966 1 Twin Light Circle, Rockport, MA, United States
    1 Twin Light Circle, Rockport, MA 01966 1 Twin Light Circle, Rockport, MA, United States

    1 Twin Light Circle, Rockport, MA 01966  

    1 Twin Light Circle, Rockport, MA 01966 1 Twin Light Circle, Rockport, MA

    Join us for a cozy fall afternoon at an Autumn Market Pop-Up, a small, community-style craft fair featuring local makers, handmade goods, and seasonal treats. Set in a warm backyard...

    Ongoing Events

    View All