Gloucester

Downtown Gloucester Block Party

Food, music, live entertainment, dance, craft and fun come together for a great

Food, music, live entertainment, dance, craft and fun come together for a great family time at the Downtown Gloucester Block Party!

A portion of Main Street will be closed off from 6pm-10pm, allowing for live entertainment, al fresca dining with Gloucester's best Main Street restaurants, children activities + more! This family friendly event is fun for all ages.

 August 2016 Gloucester Block Party

When: 
Saturday, August 14, 2021 6-10pm
Friday, September 3, 2021 6-10pm

Gloucester Schooner Festival 2021

The Gloucester Schooner Festival celebrates maritime, sailing and fishing herita

The Gloucester Schooner Festival is a  wonderful celebration of Gloucester's fishing and maritime history during labor day weekend. This year's festival, hosted by Maritime Gloucester, is Gloucester’s major marine event, with participating vessels coming from ports along the Eastern seaboard and beyond. There will be both large and small vessels—ranging from 19 feet to over 100 feet in length. You will see new boats and old boats, from newly built (Ardelle - launched 2011) to over 100 years old!

When: 
Labor Day Weekend, September 3 - September 6, 2021

Self-guided Tours at Hammond Castle Museum

Take a self-guided tour of Hammond Castle in Gloucester as part of Trails and Sails!

Hammond Castle Museum was built in the 1920s by inventor John Hays Hammond, Jr. as a home for his extensive collection of medieval artifacts and his research laboratory. The first 30 walk-in guests on Wednesday, September 22 will receive free admission for a self-guided tour of the Museum and the grounds. During your visit you can explore the expansive rooms, see the medieval architectural components and collections, and wander on the back lawn overlooking the ocean.

When: 
Wednesday, September 22, 2021 9:30am-4pm
Location: 

Experience the Heights of Gloucester City Hall

Take a Free tour of Gloucester City Hall's renovated tower as part of Trails and Sails 2021!

Get your blood flowing as you climb up the clock and bell tower of Gloucester's magnificent City Hall to the belfry level! At the belfry level you will look down on Gloucester's civic center and, weather depending, beyond to Thacher Island's twin lighthouses, to Ipswich Bay and Magnolia. As you climb the stairs you will be regaled with the history of City Hall, enjoy learning about the functional design of the building and the current efforts to restore "our jewel in the crown". This is a photo-op par excellence. Note: The tower is not handicap accessible.

When: 
Saturday, September 18, 2021 Noon-3pm

Cape Ann Farmers' Market

Cape Ann Farmers Market will be held at Harbor Loop in Gloucester Massachsuetts for the 2021 Season!

CAFM is an award winning not for profit market that has become part of the fabric of Cape Ann’s foodscape. CAFM supports small local farmers, fisherman, and food producers which in turn helps to strengthen the local economy. Buying local produce at CAFM helps support and conserve over 500 acres of local, productive farmland that is cultivated by our vendors.

When: 
Thursdays through June - October 14, 2021 3pm-6:30pm

Courtyard Concert: Rainbow Splash Variety Show with Caroline Harvey

Caroline Harvey performs at Cape Ann Museum's Courtyard Concert in Gloucester Massachusetts

During the summer, enjoy free concerts in the Cape Ann Museum Courtyard at 27 Pleasant Street, Gloucester, on Thursdays from 5:00-7:00 pm. Offered as part of the city-wide Culture Splash, the Courtyard Concerts feature local and regional musicians whose music ranges from salsa to sea shanties, bluegrass to jazz, and reggae to folk.

When: 
Thursday, August 26, 2021 5-7pm
Location: 

Free Family Movement & Art at CAM Green

Come to CAM Green in Gloucester Massachusetts for a Free Family Movement & Art session.

This summer, stretch, jump, and move your body on the lawn of the Cape Ann Museum Green with instructors from MAGMA. After the workshop, grab some free art supplies from CAM’s Art Cart or try your hand at a self-portrait for Community Portrait Project. Make a day out of it by bringing your lunch and picnicking on the Green while you make art!

When: 
Saturday, August 28, 2021 11am-1pm

Captains Courageous at CAM

Come to CAM Green in Gloucester Massachusetts for a showing of the classic film 'Captains Courageous'

Join us at the Cape Ann Museum Green for a free screening of the classic Gloucester film, Captains Courageous on Saturday, August 28 in partnership with the Cape Ann Community Cinema. Captains Courageous is a legendary 1937 film about a Portuguese fisherman who rescues the son of a railway tycoon after the boy fell overboard from an ocean liner. Based on Rudyard Kipling’s 1897 novel, the movie was filmed primarily in Gloucester. Photographs from the Museum’s Library & Archives document the filming.

When: 
Saturday, August 28, 2021 7-9:30pm

Harbor Loop Summer Concert Series at Stage Fort Park

The Harbor Loop Summer Concert Series is back with live music and a new venue location!  The weekly Thursday night concerts will be held at Stage Fort Park’s Antonio Gentile Bandstand from 5:30 pm – 9:00 pm.  Check out the 2021 program line-up:

When: 
Thursdays through September 26, 2021 3pm-6:30pm
Location: 

Gloucester Waterfront Festival

Come to Stage Fort Park in Gloucester for the 36th Annual Waterfront Festival.

Historic Stage Fort Park along Gloucester Harbor will once again blossom into the colorful 40th Annual Gloucester Waterfront Festival. A collection of over 175 Juried Artists and Craftsmen from throughout the U.S. will display their unique creations, live music, plus delicious ethnic foods. A pancake breakfast and traditional New England Lobster Bake complement this picture perfect seaport event!

When: 
Saturday & Sunday, August 21 & 22, 2021 9am-5pm
Location: 

Pages

Adirondack Leadership Program at Gordon College’s La Vida Center

Manchester 375th Scavenger Hunt

The Manchester Essex Conservation Trust Scavenger is a healthy challenge for the entire family!
—During the month of September explore conservation lands, learn a bit about Manchester’s history, and have some fun! Accept the challenge to visit multiple locations at surrounding conservation areas, learn some history and celebrate the 375th Anniversary of the founding of Manchester by the Sea!...
7:00 am to 7:00 pm

Sculpture at Maudslay

Artists will install their sculptures at Maudslay State Park in Newburyport for public viewing!
Enjoy a self-guided walking tour of the 22nd Annual Outdoor Sculpture at Maudslay Exhibit September 12 through October 2 featuring 50 site specific sculptures by local artists addressing this year’s theme, ‘Reach’ within the magnificence of Maudslay State Park in Newburyport. Look for the large...
7:00 am to 6:00 pm

Corn MAiZE and Haunted Attractions at Connors Farm - Danvers

Corn MAiZE, Maze and Haunted Attractions at Connors Farm - Danvers, Massachusetts
Come to Connors Farm to find your way through this year's maze, "The Music Maze"! Enjoy many family fun activities! After completing the maze, stay and have some fun around the farm. Children enjoy apple and pumpkin picking, hayrides, and most of all, visiting the barnyard animals.
9:00 am to 5:59 pm

Arts and Crafts for Little Ones with Colleen Apostolos

Art Classes for children with Colleen Apostolos
Certified Montessori teacher, artist and local mother, Colleen Apostolos-Marsh will guide your young artist in an exploration of color, shape, and texture. Using a variety of media, your child will be free to express their in a beautiful space while socializing and engaging in cooperative play....
10:15 am to 11:15 am

Thursday, September 23

Manchester 375th Scavenger Hunt

The Manchester Essex Conservation Trust Scavenger is a healthy challenge for the entire family!
—During the month of September explore conservation lands, learn a bit about Manchester’s history, and have some fun! Accept the challenge to visit multiple locations at surrounding conservation areas, learn some history and celebrate the 375th Anniversary of the founding of Manchester by the Sea!...
7:00 am to 7:00 pm

Corn MAiZE and Haunted Attractions at Connors Farm - Danvers

Corn MAiZE, Maze and Haunted Attractions at Connors Farm - Danvers, Massachusetts
Come to Connors Farm to find your way through this year's maze, "The Music Maze"! Enjoy many family fun activities! After completing the maze, stay and have some fun around the farm. Children enjoy apple and pumpkin picking, hayrides, and most of all, visiting the barnyard animals.
9:00 am to 5:59 pm

Sing & Dance with the Music Man

Sing & Dance with the Music Man Brian Doser in Hamilton visit Massachusetts
Come join the fun at Community House Of Hamilton & Wenham Monday, and Thursday mornings at 10 a.m. for 30 - 45 minutes of great music with Brian Doser! Sing and dance with the Music Man during a family concert, featuring familiar and original tunes, performed by local dad and musician, Brian...
10:00 am to 10:45 am

Arts and Crafts for Little Ones with Colleen Apostolos

Art Classes for children with Colleen Apostolos
Certified Montessori teacher, artist and local mother, Colleen Apostolos-Marsh will guide your young artist in an exploration of color, shape, and texture. Using a variety of media, your child will be free to express their in a beautiful space while socializing and engaging in cooperative play....
10:15 am to 11:15 am

Cape Ann Farmers' Market

Cape Ann Farmers Market will be held at Harbor Loop in Gloucester Massachsuetts for the 2021 Season!
CAFM is an award winning not for profit market that has become part of the fabric of Cape Ann’s foodscape. CAFM supports small local farmers, fisherman, and food producers which in turn helps to strengthen the local economy. Buying local produce at CAFM helps support and conserve over 500 acres of...
3:00 pm to 6:30 pm

Harbor Loop Summer Concert Series at Stage Fort Park

The Harbor Loop Summer Concert Series is back with live music and a new venue location!  The weekly Thursday night concerts will be held at Stage Fort Park’s Antonio Gentile Bandstand from 5:30 pm – 9:00 pm.  Check out the 2021 program line-up:
5:30 pm to 9:00 pm

Friday, September 24

Sculpture at Maudslay

Artists will install their sculptures at Maudslay State Park in Newburyport for public viewing!
Enjoy a self-guided walking tour of the 22nd Annual Outdoor Sculpture at Maudslay Exhibit September 12 through October 2 featuring 50 site specific sculptures by local artists addressing this year’s theme, ‘Reach’ within the magnificence of Maudslay State Park in Newburyport. Look for the large...
7:00 am to 6:00 pm

Manchester 375th Scavenger Hunt

The Manchester Essex Conservation Trust Scavenger is a healthy challenge for the entire family!
—During the month of September explore conservation lands, learn a bit about Manchester’s history, and have some fun! Accept the challenge to visit multiple locations at surrounding conservation areas, learn some history and celebrate the 375th Anniversary of the founding of Manchester by the Sea!...
7:00 am to 7:00 pm

Corn MAiZE and Haunted Attractions at Connors Farm - Danvers

Corn MAiZE, Maze and Haunted Attractions at Connors Farm - Danvers, Massachusetts
Come to Connors Farm to find your way through this year's maze, "The Music Maze"! Enjoy many family fun activities! After completing the maze, stay and have some fun around the farm. Children enjoy apple and pumpkin picking, hayrides, and most of all, visiting the barnyard animals.
9:00 am to 5:59 pm

Trails & Sails 2021

Explore the North Shore with over 150 Free Events in Essex National Heritage Area's Trails & Sails celebration.
Essex National Heritage Area sites will offer over 150 free family fun events from September 17-26, 2021 for the annual celebration of TRAILS & SAILS. Discover special places in your backyard and be guided through unique landscapes on land and sea, explore historic properties, and take in...
9:00 am to 5:00 pm
Subscribe to Gloucester