Gloucester

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

Deck the Docks at Maritime Gloucester

Deck the Docks at on the Gloucester Massachusetts Waterfront and join the holiday cheer!

Come to Maritime Gloucester for fun holiday happenings on the waterfront in Gloucester Massachusetts! Find unique maritime themed gifts and stick around for kids events including kids holiday crafts with Cape Ann Art Haven, free hot cocoa, story time in the classroom, Musical Performance by The Gloucester Student Band, Santa's arrival by schooner and more during Gloucester's Middle Street Walk 2025.

When: 
Saturday, December 14, 2024 10am-7pm

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Landmark Summer Experience at Landmark School in Beverly 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

Newburyport Farmers' Market

Newburyport Farmers find organic locally grown produce, meat, dairy Newburyport
The Newburyport Farmers Summer Market celebrates local fresh produce every Sunday morning rain or shine!  Start your Sunday browsing fresh North Shore local produce, meats, cheeses, and seafood in an open air market atmosphere! Food and beverage vendors offer fresh hot coffee, breakfast treats and...
9:00 am to 1:00 pm

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

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

Sunday, November 23

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

Turkey Trot at Breakheart Reservation

Come to Breakheart Reservation for a pre-Thanksgiving Turkey Trot in Saugus Massachusetts!
Breakheart Reservation invites you to a Thanksgiving run/walk! Join us for the annual Breakheart Turkey Trot, a fun-filled event for runners and walkers of all ages! Lace up your sneakers and get ready to hit the scenic trails of Breakheart Reservation in Saugus, Massachusetts. Whether you're a...
9:30 am to 12:00 pm

Family & Friends CPR Course

Learn about infant and child cpr and choke saving skills at Beath Israel Lahey Health's Beverly Hospital in Massachusetts!
It is only a matter of a few short minutes before it is too late to save a life … learning what to do provides you precious minutes and gives someone a chance to survive.  The Family & Friends CPR Course teaches the lifesaving skills of child CPR with breaths, child AED use, infant CPR, and m
10:00 am to 12:00 pm

Essex Turkey Trot 5K Race & Fun Walk

The Essex Massachusetts Lions host their annual 5k Turkey Trot!
The Essex Lion's Club hosts the annual turkey trot in beautiful Essex Massachusetts!
10:00 am to 1:00 pm

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

Swampscott Thanksgiving Farmer's Market

The Swampscott Farmers Market hosts a special Thanksgiving market in Massachusetts
The outdoor markets are done for the season but we will have one last indoor Thanksgiving Market on Sunday, November 19th at Swampscott High School Cafe. Stock up with fresh produce for your Thanksgiving table and get your Christmas shopping started early with our crafters!
10:00 am to 1:00 pm

Sea Festival of Trees | Sundays

Experience the joy and excitement of Salisbury’s most popular holiday tradition with glittering trees, indoor ice skating, Santa visits and more - Massachusetts
The Seacoast’s most magical holiday tradition is back! The 13th Annual SeaFestival of Trees opens Saturday, November 22 at the Blue Ocean Event Center in Salisbury, transforming the oceanfront venue into a sparkling winter wonderland of more than 145 themed trees, a giant sand sculpture, Santa’s...
11:00 am to 5:00 pm

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
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