Gloucester Arts & Entertainment | Discover Gloucester

Discover Gloucester’s thriving arts and culture scene—featuring galleries, local artists, festivals, and more. From waterfront performances to local art walks, there’s something inspiring around every corner.

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Rocky Neck Art Colony

Rocky Neck

(978) 515-7004

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Part of Gloucester’s Rocky Neck Cultural District, the Rocky Neck Art Colony offers an eclectic mixture of history and culture.

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The Cultural Center at Rocky Neck

Rocky Neck

(978) 515-7004

Website

Enjoy year-round exhibitions from artists, workshops, artist talks, performances, and special events in the heart of Rocky Neck.

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Calvo Wood Carving School

East Gloucester

(978) 283-0231

Website

Wood carving enthusiasts will love the opportunity to take wood carving classes from David Calvo. Classes are offered year round for all skills levels.

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Gloucester Stage Company

East Gloucester

(978) 281-4433

Website

Experience live performances this summer on the edge of your seat and the edge of the Atlantic.

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Local Colors Artists’ Cooperative

Downtown

(978) 283-3996

Website

Local Colors — “Cape Ann’s Oldest Artists’ Cooperative”– is a thriving community of artists in the heart of historic Gloucester.

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North Shore Arts Association of Gloucester

Downtown

978-283-1857

Website

Established in 1922, the Association is located at one of the most unique and historic settings in New England. With its expansive harborside galleries, visitors can view one of the largest and diverse collections of paintings, sculpture and graphics on Cape Ann.

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Lanes Coven Theater Co.

Downtown

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Actor Driven, we produce reimagined Shakespeare and classical plays mainly outdoors in Rockport & Gloucester, MA. We are committed to low-cost experiences everyone can enjoy. We believe that — after… Read more »

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Rockport Music

Rockport

(978) 546-7391

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Designed to showcase chamber music, this modern 330-seat venue also hosts jazz, pop, and folk concerts.

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Gloucester’s Local Art Scene

Downtown

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Gloucester, MA is home to the oldest operating artist colony in the country: Rocky Neck! This seaside city also has two active cultural districts, Harbortown and Rocky Neck, with… Read more »

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Rockport Art Association & Museum

Rockport

978-546-6604

Website

Located in the heart of Rockport’s cultural district, just steps from the sea, the Rockport Art Association & Museum has served as a hub of visual artistry for over a century.

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Windhover Performing Arts Center

Rockport

978-546-3611

Website

Windhover Performing Arts Center offers summer performances in dance, theater and music on its bucolic campus. Shows take place indoors as well as in the outdoor garden covered… Read more »

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Cape Ann Artisans

Downtown

(978) 546-6186

Website

Cape Ann Artisans are part of a vibrant arts community which have gathered together to celebrate their craft. They have a self-guided tour of artists’ studios in Gloucester and Rockport.

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Coastal Locals Cooperative Gallery

Rockport

978-999-5002

Website

Locally-made ceramics, painting, photography, flameworked glass and artisan jewelry, located in the heart of picturesque Rockport, MA.

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Jane Deering Gallery

Downtown

917-902-4359

Website

Located at 19 Pleasant Street, adjacent to the Cape Ann Museum, the gallery represents emerging and established artists, both national and international. The gallery has a strong interest in artists living and working on Cape Ann, Massachusetts, an area rich in artistic heritage.

Cape Ann Museum

Downtown

(978) 283-0455

Website

Celebrate the ongoing story of Cape Ann’s historical, industrial, and artistic achievement.
Cape Ann Museum: 27 Pleasant St.
CAM Green: 13 Poplar St.

Cogswell’s Grant

Essex

(978) 768-3632

Website

A mecca for lovers of American folk art, Cogswell’s Grant overflows with folk art portraits, painted furniture, redware and more.

Featured Business: Captain's Bounty

Discover Gloucester Spotlight

Captain’s Bounty on the Beach is a quintessential New England beachfront hotel located directly on Front Beach in Rockport, Massachusetts, just steps from Bearskin Neck shops, galleries and dining.

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Arts & Culture

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Featured Business Listings

Rocky Neck Art Colony

The Cultural Center at Rocky Neck

Calvo Wood Carving School

Gloucester Stage Company

Local Colors Artists’ Cooperative

North Shore Arts Association of Gloucester

Lanes Coven Theater Co.

Rockport Music

Gloucester’s Local Art Scene

Rockport Art Association & Museum

Windhover Performing Arts Center

Cape Ann Artisans

Coastal Locals Cooperative Gallery

Business Listings

Jane Deering Gallery

Cape Ann Museum

Cogswell’s Grant

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