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12 events found.

Events

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Today
  • September 2026

  • Thu 3

    Birdseye Rooftop Live Music Access

    September 3 @ 6:00 pm - 9:00 pm Birdseye Rooftop Live Music Access
    Beauport Hotel 55 Commercial Street, Gloucester, MA, United States

    Elevate your weeknight above Gloucester Harbor. Join us on the Birdseye Rooftop for live music, handcrafted cocktails, and golden hour views stretching from the working waterfront to downtown Gloucester, all paired with relaxed rooftop vibes and a sunset soundtrack to carry you into the evening. Slip into the pool or unwind in the hot tub […]

    $20
  • Thu 3

    Spiritualism Tours by Candlelight

    September 3 @ 6:00 pm - 10:00 pm Spiritualism Tours by Candlelight
    Hammond Castle Museum 80 Hesperus Ave., Gloucester, MA, United States

    From John Hays Hammond Jr.’s attempts to communicate with supernatural entities using a Faraday Cage to Irene Fenton Hammond’s extensive astrological writings under a mysterious pen name, this 55-minute, fully-guided specialty tour sets the stage for a fun and informative seasonal experience unlike any other. The dramatic, Gothic-inspired architecture of the Museum and the twilight […]

    $27.50 – $35.00
  • Thu 3

    Folk Week ’26: Catherine Bent and Brasil Sonoroso

    September 3 @ 7:00 pm - 9:00 pm
    St. Anthony's by the Sea 21 Farrington Ave, Gloucester, MA, United States

    Opening night of Cape Ann Guitar Society's Folk Week presents cellist Catherine Bent’s Brasil Sonoroso project, featuring accordionist Rob Curto and percussionist Seba Ramirez, presenting an evening of Brazilian Choro and Forró music.

    $25
  • Thu 3

    ABRAXAS: New England’s Premier Santana Tribute

    September 3 @ 8:00 pm - 10:00 pm
    The Cut 177 Main Street, Gloucester, MA, United States

    Get ready for a high-energy night of unforgettable ’70s music as Abraxas, featuring renowned guitarist Ed Antonelli, brings the spirit and sound of Santana to the stage. The heart of the show is a powerful celebration of Santana’s legendary catalog, with electrifying performances of favorites like “Black Magic Woman,” “Oye Como Va,” “Maria Maria,” “Smooth,” […]

  • Fri 4

    Avery, Gottlieb & Rothko: By the Sea

    September 4 @ 10:00 am - 5:00 pm Avery, Gottlieb & Rothko: By the Sea
    Cape Ann Museum Downtown Campus 27 Pleasant Street, Gloucester, MA, United States

    “Avery, Gottlieb & Rothko: By the Sea” explores the artistic bond between three pivotal 20th century American artists—Milton Avery (1885–1965), Adolph Gottlieb (1903–1974), and Mark Rothko (1903-1970)—whose shared summers in Gloucester, Massachusetts, from the 1920s to the mid-1940s had a lasting impact on their work. The exhibit is being presented through a collaboration between the […]

  • Fri 4

    Captain Elias Davis House Tour

    September 4 @ 2:00 pm - 2:30 pm Captain Elias Davis House Tour
    Cape Ann Museum Downtown Campus 27 Pleasant Street, Gloucester, MA, United States

    What can a house tell us about the people who lived there? Step inside the Capt. Elias Davis House and discover how architecture, craftsmanship, and everyday objects reveal the lives of one Gloucester family and the changing history of Cape Ann. This docent-led experience invites visitors to look closely at the details that transform a […]

    Free with General Admission
  • Fri 4

    Gloucester Block Party #3

    September 4 @ 6:00 pm - 10:00 pm
    Locations Vary

    Main Street Gloucester 1-160 Main Street Gloucester MA 01930 5 PM Streets closed off to traffic & parking 6 PM Music Stages Open (x3) *Also look for these Special Guests on Main Street: Balloon Twisting by TBD Cape Ann Vernal Pond Team Reptiles (Captain Jack-TBD) Face Painting by Miss Wendy 6:15 PM Busker-TBD 7:30 PM […]

  • Fri 4

    Folk Week ’26: Wood and Bone with Kicked Off the Bus

    September 4 @ 6:30 pm - 9:00 pm
    Windhover Center for the Performing Arts 257R Granite Street, Rockport, MA, United States

    We are back under the big tent at Windhover for Americana night - in keeping with our goal of elevating local talent, this night features Wood and Bone, a North Shore favorite known for complex and bluesy toe-tapping Americana, with opening act Kicked Off the Bus, Gloucester’s own wildly talented group of students.

    $25
  • Fri 4

    Sunset Sessions at the Birdseye Rooftop

    September 4 @ 7:00 pm - 10:00 pm Sunset Sessions at the Birdseye Rooftop
    Beauport Hotel 55 Commercial Street, Gloucester, MA, United States

    Enjoy the weekend in style at Sunset Sessions. An evening of vibrant energy, coastal glamour, and unforgettable harbor front views at Beauport Hotel’s Birdseye Rooftop. Join us during our 10th year by the sea, every Friday and Saturday evening for a lively celebration featuring DJ entertainment from The 617 Event Group. Dance as the sun […]

    $30
  • Fri 4

    Mighty Mystic with Double Tiger

    September 4 @ 8:00 pm - 11:00 pm
    The Cut 177 Main Street, Gloucester, MA, United States

    Mighty Mystic is considered as one of the leaders in the international reggae scene and is a box office draw at venues and a staple at festivals. The Jamaican born U.S. based artist has 5 highly acclaimed albums 4 of which charted top 10 on Billboard and iTunes. He is labeled as a touring machine […]

  • Sat 5

    En Plein Air Sketch Classes with Sue Wheeler

    September 5 @ 9:30 am - 11:30 am En Plein Air Sketch Classes with Sue Wheeler
    Hammond Castle Museum 80 Hesperus Ave., Gloucester, MA, United States

    From stick figure doodlers to first-rate talents, join us for a seaside, En Plein Air sketch class with Sue Wheeler of Arts Abound in Magnolia. All skill levels are welcome! This two-hour session includes a 30-minute beginner sketch lesson. All you need to bring is a sketchbook, pencils, a ruler, and an eraser. Please note: […]

    $25.00
  • Sat 5

    Street Stories with Phil Storey 2026

    September 5 @ 10:00 am Street Stories with Phil Storey 2026
    80 Main Antiques & Ephemera 80 Main Street, Gloucester, MA, United States

    Join noted raconteur Phil Storey for this "fun filled" Phil Facts about Gloucester's deep literary past! Phil Storey is a local local historian, noted raconteur, and master storyteller. He developed this engaging literary walking tour during Gloucester’s 400+ celebration and is excited to continue hosting it in partnership with the Gloucester Writers Center. Gloucester has […]

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