Skip to content
  • Weddings
  • Group Tours
  • Plan Your Visit
    • Travel Info
    • Transportation
    • FAQs
    • Travel Info
    • Transportation
    • FAQs
  • Things to do
    • Beaches and Outdoors
    • On the Water
    • Arts & Culture
    • Museums & Attractions
    • Historic Sites & Landmarks
    • Events & Festivals
    • View all Things to Do
    • Beaches and Outdoors
    • On the Water
    • Arts & Culture
    • Museums & Attractions
    • Historic Sites & Landmarks
    • Events & Festivals
    • View all Things to Do
  • Dine
    • Sweets & Treats
    • Restaurants & Bars
    • View All Dining
    • Sweets & Treats
    • Restaurants & Bars
    • View All Dining
  • Shop
    • Clothing & Accessories
    • Markets & Bakeries
    • Gifts & Souvenirs
    • View All Shops
    • Clothing & Accessories
    • Markets & Bakeries
    • Gifts & Souvenirs
    • View All Shops
  • Stay
  • Events
  • Neighborhoods
    • Downtown
    • East Gloucester
    • Magnolia
    • Dogtown, Annisquam, Lanesville
    • Downtown
    • East Gloucester
    • Magnolia
    • Dogtown, Annisquam, Lanesville
  • Blog
Get the Guide
12 events found.

Events

Events Search and Views Navigation

Event Views Navigation

  • List
  • Month
  • Day
  • Photo
Today
  • May 2026

  • Sat 16

    Motif No. 1 Day

    May 16
    Downtown Rockport Rockport, MA, United States

    Join us for Motif No. 1 Day as we celebrate Rockport’s unique identity as both a historic fishing village and a vibrant artist destination. Centered around the iconic red fishing shack—long a favorite subject for painters and photographers—this beloved annual event brings together the very spirit of Rockport: coastal beauty, creative energy, and community pride. […]

  • Sat 16

    Plein Air Day at Cogswell’s Grant

    May 16 @ 10:00 am - 4:00 pm
    Cogswell's Grant 60 Spring Street, Essex, MA, United States

    Calling all painters! Come to Cogswell’s Grant for a day of plein air painting. Join fellow artists from all over the North Shore to paint beautiful vistas, including the Essex River and the Great Marsh, farm fields and landscapes, and our eighteenth-century historic house and barns. Slow River Studio will offer free plein air sketching […]

  • Sat 16

    Emerging Perspectives, Works by Artists 18-30

    May 16 @ 12:00 pm - 5:00 pm Emerging Perspectives, Works by Artists 18-30
    The Cultural Center at Rocky Neck 6 Wonson Street, Gloucester, MA, United States

    Gallery Hours: Friday – Sunday, 12-5pm 'Emerging Perspectives' is a juried exhibition illuminating the vital and evolving voices of the region’s next generation of artists. This showcase serves as a bridge between the storied traditions of America’s oldest continuously operating art colony and the imaginative inquiries of creators aged 18 to 30. Selected by the […]

  • Sat 16

    The Joshua Tree – The Nation’s Premier Tribute to U2

    May 16 @ 8:00 pm
    The Cut 177 Main Street, Gloucester, MA, United States

    The Joshua Tree pride themselves with their ability to generate a unique musical experience that does not lend itself to impersonations. Without compromising artistic integrity, the band has gone to great lengths to reproduce the distinct sound of one of the world’s most popular rock bands. Playing each song with the same intensity and emotion, […]

  • Sun 17

    Emerging Perspectives, Works by Artists 18-30

    May 17 @ 12:00 pm - 5:00 pm Emerging Perspectives, Works by Artists 18-30
    The Cultural Center at Rocky Neck 6 Wonson Street, Gloucester, MA, United States

    Gallery Hours: Friday – Sunday, 12-5pm 'Emerging Perspectives' is a juried exhibition illuminating the vital and evolving voices of the region’s next generation of artists. This showcase serves as a bridge between the storied traditions of America’s oldest continuously operating art colony and the imaginative inquiries of creators aged 18 to 30. Selected by the […]

  • Sun 17

    Tea & Tranquility

    May 17 @ 3:00 pm - 5:00 pm
    Revive Wellness 232 Main Street, Gloucester, MA, United States

    Nurture your body, mind and spirit in this heart-centered afternoon of rest and renewal. Gentle Yin-Yoga Reiki energy healing Herbal tea & seasonal wellness discussion Leave feeling grounded, supported, and inspired-with simple practices to carry into your daily life.

  • Sat 23

    Booty Vortex

    May 23 @ 8:00 pm
    The Cut 177 Main Street, Gloucester, MA, United States

    Get ready! Some of the finest, funkiest musicians from across New England have banded together to play the groovy tunes from the ’70s. These timeless disco, funk songs will have you shakin’ what yo’ mama gave ya! And the heat these players/singers bring is guaranteed to knock you off your feet! If there’s a hole […]

  • Sun 24

    Jimmy Tingle: Humor and Hope for Humanity

    May 24 @ 7:30 pm
    The Cut 177 Main Street, Gloucester, MA, United States

    In Humor and Hope for Humanity, Jimmy takes us on a very funny and soul-searching journey from his Boston roots as an aspiring comic and street performer to network television, Harvard, a run for political office and up to the present 2026 moment. – Humorist for 60 Minutes II – Harvard Commencement Speaker – Three […]

  • Thu 28

    “Out By the Ocean” Kick-Off Party for Cape Ann Pride 2026

    May 28 @ 5:00 pm
    Drift Gloucester 3 Main Street, Gloucester, MA, United States

    We are so thrilled to be able to share that we will once again be guests of the very generous folks at DRIFT Gloucester for our “Out By the Sea: Cape Ann Pride Kick-Off Party,” on Thursday, May 28, 5-7 PM, no cover, no tickets, just community joy. We are so grateful to all those […]

  • Thu 28

    Messages and Meditations with Mike and Courtney in the Salt Cave

    May 28 @ 6:00 pm - 8:00 pm
    Revive Wellness 232 Main Street, Gloucester, MA, United States

    Some nights offer more than insight—they offer a shift. In this intimate 2-hour gathering, you’ll be guided through a unique experience designed to help you receive meaningful messages, reflect on […]

    $49
  • Sat 30

    PRIDE BLAST OFF with The Illustrious Blacks, presented by Cape Ann Pride & Magma

    May 30 @ 8:00 pm
    The Cut 177 Main Street, Gloucester, MA, United States

    Blast off into Pride month with the Illustrious Blacks, NYC’s Afro-Electro-Disco-Space-Punks here to deliver you into intergalactic ecstasy! The duo the New York Times called “Bed-Stuy’s favorite creative couple” grace the clubs of Ibiza, Australia, New Zealand, Asia, Europe, UK, and Canada with their blend of DJing, performance art, and live music tracks …. and […]

  • June 2026

  • Wed 3

    CAM Talk: Artist Conversations Across Time: From Cape Ann to Rembrandt in Rothko’s “Thru the Window,” by Elliot Bostwick Davis

    June 3 @ 2:00 pm - 3:00 pm
    Cape Ann Museum Green 13 Poplar Street, Gloucester, MA, United States

    Wednesday, June 3, 2026 2:00 p.m. – 3:00 p.m. Janet & William Ellery James Center, CAM Green 13 Poplar Street, Gloucester, MA 01930 CAM Members $5, Non-Members $10. Registration Required. Parking is first come, first served and carpooling is encouraged. By the late 1930s, Mark Rothko stood at a threshold—geographically, artistically, and personally. Having spent […]

    $10
  • Previous Events
  • Today
  • Next Events
  • Google Calendar
  • iCalendar
  • Outlook 365
  • Outlook Live
  • Export .ics file
  • Export Outlook .ics file

Keep in touch

Stay up to date with events, festivals and news!
  • Dining
  • Shop
  • Stay
  • Events
  • Things to Do
  • Dining
  • Shop
  • Stay
  • Events
  • Things to Do
  • Weddings
  • Group Tours
  • Plan Your Visit
  • FAQs
  • About Discover Gloucester
  • Current Partners
  • Weddings
  • Group Tours
  • Plan Your Visit
  • FAQs
  • About Discover Gloucester
  • Current Partners

info@discovergloucester.com

 

Loading Comments...