Gloucester

Saint Peter's Fiesta 5k

The Cape Ann YMCA Saint Peter's Fiesta 5k encourages kids to enter.

The Saint Peter's Fiesta 5k Road Race hosted by the Cape Ann YMCA is a healthy opportunity for families to be directly involved with this traditional community celebration in Gloucester!  Kids are encouraged to enter, and all funds raised by the race go to the Cape Ann YMCA Summer Camps program. The race starts at beautiful Stage Fort Park and ends in the heart of the Fiesta celebration in Saint Peter's Square.

When: 
Thursday, June 26, 2025 6:30pm

Family Program: Creature Sculptures at CAM

Family Program: Creature Sculptures at Cape Ann Museum in Gloucester Massachusetts

Inspired by the exhibition on view, Portrait of a Sculptor: Walker Hancock & Michael Lafferty. Create your own animal or fantastic creature with air-dry clay, inspired by the artist Katharine Lane Weems. Recommended ages 3 and up. Adult supervision required.  Free and open to the public. Vehicle reservation recommended to ensure parking.

When: 
Saturday, March 29, 2025 10am-Noon
Location: 

Annual Pizza Taste Off

The annual pizza taste-off in Gloucester raises funds for the American Cancer Society

The Interact Club at Gloucester High School will be holding their annual pizza taste off at Cruiseport Gloucester!  Come try different pizza from around Cape Ann, while helping to raise funds for the American Cancer Society! Taste them all for yourself and vote for the best! Only 300 tickets sold and will be available at the door. All proceeds will be donated to the American Cancer Society.

When: 
Wednesday, April 9, 2025 5-7pm

Gloucester Education Foundation's Power of Play Festival

Gloucester Education Foundation is proud to host Power of Play Festival, a day of play for Gloucester Massachusetts families and kids of all ages. Gloucester Education Foundation's Power of Play Festival

Gloucester Education Foundation hosts the annual Power of Play Festival in Gloucester Massachusetts. A day of hands-on, low-tech play for all ages, hosted by Gloucester Education Foundation and run by a powerhouse team of community and student volunteers.

When: 
Sunday, March 23, 2025 11am-2pm

Bruins Pajama Drive

Drop off new pajama donations at libraries across the North Shore as part of the Boston Bruins PJ Drive.

From February 1 through March 15, Cradles to Crayons®, the Boston Bruins, Massachusetts Board of Library Commissioners, and Wonderfund are coming together with organizations in your community to collect new pajamas for local children living in low-income and homeless situations. Together, we are looking to collect 10,000 pairs of pajamas. By supporting us with a PJ Drive, you will directly supply new pajamas to the children who need them most so they can stay warm for a good night’s sleep. Register through our form below to get more information on hosting a PJ Drive with us.

When: 
February 1- March 15, 2025

Gloucester's So Salty 2025

Celebrate Gloucester Massachusetts recognizably salty character with local cultural institutions in the heart of downtown.

Celebrate the fish city’s recognizably salty character with local cultural institutions and businesses during the 4th Annual Gloucester’s So Salty festival on January 25 and 26, 2025 from 10:00 am – 5:00 pm! Over 1,800 people came out last year to share their salty pride while enjoying free ice sculptures and cultural activities around Downtown Gloucester.

When: 
Saturday, January 25, 2025 10am-5pm
Sunday, January 26, 2025 10am-5pm

MLK Day Celebration at the Meetinghouse

The Gloucester Meetinghouse Foundation celebrates Martin Luther King Day Massachusetts

The Gloucester Meetinghouse Foundation proudly presents its ninth annual Martin Luther King, Jr. birthday event. It will be held on Monday, January 20th at 2:00pm in the Gloucester Unitarian Universalist Church, located at the corner of Church and Middle Streets (GPS 50 Middle Street). An elevator is available from the side door at 10 Church Street. No charge for admission but freewill donations are gratefully received.

When: 
Monday, January 20th, 2025 2-6pm

Santa at Sea Cruise

Sail with Santa aboard the Beauport Princess on the water of Gloucester Harbor in Massachusetts

Enjoy a holiday harbor cruise aboard Beauport Cruiselines with Santa! Take in the beautiful views of Gloucester Harbor, all while singing holiday carols with elves, enjoying hot cocoa and cookies, and listening to a reading of “The Night Before Christmas.” Plus, a visit from Santa himself! Tickets include hot cocoa, cookies, and a picture with Santa. A Cash bar will be available. Two 90 Minute cruises are offered.

When: 
Sunday, December 15, 2024 11am or 2pm

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Brookwood School Summer Program for kids Pre-K through 9 in Manchester Massachusetts

Saugus Iron Works Park Grounds & Estuary Walk

Take a hike along the Saugus River Estuary ande explore the Saugus Iron Works Park grounds in Massachusetts
Learn about the natural world in Saugus while ecploring the park ground ast the Saugus Iron Works National Historic Site in Massachusetts.
7:00 am to 7:00 pm

Babson Farm Quarry Self-guided Walking Tour at Halibut Point

Kids will enjoy this tour of the Halibut Point State Park and Quarry with a focus on its stone-cutting history!
Take a self guided tour at one of Massachusetts most beautiful locations!
7:00 am to 6:00 pm

Flying Horse Outdoor Sculpture Exhibit at Pingree School

Pingree School in Hmailton Massachusetts hosts their annual Flying Horse Outdoor Sculpture exhibit each Fall. Sculpture: Phoenix by Robin Tost.
Pingree School hosts the 16th annual Flying Horse Outdoor Sculpture Exhibit on their campus in South Hamilton, Massachusetts .
8:00 am to 6:00 pm

Salem Witch Hunt Walking Tour

Learn about the true reality of the Salem Massachusetts Witch Trials Salem Massachusetts on a self guided walking tour with Essex Heritage
This self-guided walking tour is designed to help explain the true history behind the Salem Witch Trials. After more than three centuries of storytelling through countless books, movies, and television shows, the line between historical fact and dramatic fiction has become increasingly blurred....
9:00 am to 5:00 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, Thursday and Saturday mornings at 10am 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,...
10:00 am to 10:45 am

Ipswich Illumination

Come to Ipswich Massachusetts as points along the Ipswich River are illuminated!
The Town of Ipswich, Massachusetts, proudly presents 2025 Ipswich Illumination. This year we are celebrating harvest, hearth, & home, and our maritime history, heritage & culture.
11:00 am to 9:30 pm

Sunday, November 23

CraneOutdoors: Castle Neck Hike in the Dunes

Hiking the Dunes at the Crane Wildlife refuge with the Trustees of Reservations.
While just about everybody on the North Shore has probably been to Crane Beach, the dunes of Castle Neck are a much less explored world unto themselves. Offering one of the most accessible dune ecosystems north of Cape Cod, Castle Neck has over six miles of trails, traversing the dunes, maritime...
1:00 pm to 3:30 pm

Sunday STEAM Club at North Shore Children's Museum

Visit Peabody MA, NorthShore, North Shore Children's Museum
Join in on Sundays at 2:30 for STEAM Club for ages 5-11. Each week participants will explore science, technology, engineering, art, and math with our NSCM staff! Every STEAM club session will see your kids participating in hands-on activities while exploring a new topic. Space is limited, please...
2:30 pm to 4:00 pm

Monday, November 24

Saugus Iron Works Park Grounds & Estuary Walk

Take a hike along the Saugus River Estuary ande explore the Saugus Iron Works Park grounds in Massachusetts
Learn about the natural world in Saugus while ecploring the park ground ast the Saugus Iron Works National Historic Site in Massachusetts.
7:00 am to 7:00 pm

Babson Farm Quarry Self-guided Walking Tour at Halibut Point

Kids will enjoy this tour of the Halibut Point State Park and Quarry with a focus on its stone-cutting history!
Take a self guided tour at one of Massachusetts most beautiful locations!
7:00 am to 6:00 pm

Flying Horse Outdoor Sculpture Exhibit at Pingree School

Pingree School in Hmailton Massachusetts hosts their annual Flying Horse Outdoor Sculpture exhibit each Fall. Sculpture: Phoenix by Robin Tost.
Pingree School hosts the 16th annual Flying Horse Outdoor Sculpture Exhibit on their campus in South Hamilton, Massachusetts .
8:00 am to 6:00 pm

Salem Witch Hunt Walking Tour

Learn about the true reality of the Salem Massachusetts Witch Trials Salem Massachusetts on a self guided walking tour with Essex Heritage
This self-guided walking tour is designed to help explain the true history behind the Salem Witch Trials. After more than three centuries of storytelling through countless books, movies, and television shows, the line between historical fact and dramatic fiction has become increasingly blurred....
9:00 am to 5:00 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, Thursday and Saturday mornings at 10am 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,...
10:00 am to 10:45 am

Deck The Halls: Hammond Castle

A holiday themed tour of Hammond Castle Museum in Gloucester Massachusetts
Travel back in time to a castle filled with lush, opulent textures inspired by the great medieval and Renaissance castles of Europe. Wander through rooms adorned with White Birch and Christmas trees, sparkling fairy lights, hydrangea-lace garlands, and elegant bows, each space transformed with its...
10:00 am to 8:00 pm

Tuesday, November 25

Saugus Iron Works Park Grounds & Estuary Walk

Take a hike along the Saugus River Estuary ande explore the Saugus Iron Works Park grounds in Massachusetts
Learn about the natural world in Saugus while ecploring the park ground ast the Saugus Iron Works National Historic Site in Massachusetts.
7:00 am to 7:00 pm

Babson Farm Quarry Self-guided Walking Tour at Halibut Point

Kids will enjoy this tour of the Halibut Point State Park and Quarry with a focus on its stone-cutting history!
Take a self guided tour at one of Massachusetts most beautiful locations!
7:00 am to 6:00 pm
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