Marblehead

Afterschool Chess Club at Abbot Library

Kids can play clocked chess matches against each other each Wednesday at the Abbot Public Library in Marblehead Massachusetts

Students in grades 2-5 are welcome to come to this informal chess club to practice by playing with others also interested in developing their skills and sharing an interest in chess. The class will be held on Thursdays from 3:30 p.m. to 4:30 p.m. with facilitator Ben Konoff and his daughter, Abigail, helping kids with some of the basics of chess and getting live playing practice on a weekly basis.

When: 
Thursdays, February 19 & 26, 2026 3:30-4:30pm

Marblehead Christmas Walk Parade

The Christmas Walk parade in Marblehead Massachusetts is a a holiday tradition for the entire town!

The Marblehead Christmas Walk Parade takes place after Santa Arrives in Marblehead. The Parade begins at 11:45 and the route takes approximately one hour, traveling from Front St., State St., Washington St., Five Corners, Atlantic Ave. Gerry Street, down Pleasant St. and concluding at the National Grand Bank parking lot. Participants need to line up and be ready to roll at 11:30am.

When: 
Saturday, December 6, 2025 11:45am

2025 Marblehead Gingerbread Festival

The Marblehead Gingerbread Festival is part of the Marblehead Chamber of Commerce's Christmas Walk, and the proceeds will go to benefit the Marblehead Family Fund and the Marblehead Historical Society.

Come see over 100 locally and professionally made gingerbread creations on display at the historic Jeremiah Lee Mansion in Marblehead, MA during this year's Marblehead Christmas Walk. Community members, businesses, and families are building and donating dozens of gingerbread houses, boats and local buildings that will be on display and available for raffle throughout the weekend. Days and times vary so check the times!

When: 
Saturday, December 6, 2025 10am-4 pm
Sunday, December 7, 2025 11:00-3:00 PM
Entry Drop Off: Friday, December 5, 2025 8:30am-3:30pm

Marblehead Christmas Walk

The Marblehead Christmas Walk is several days of local Holiday events in Marblehead Massachusetts

The Marblehead Chamber of Commerce invites you to Marblehead to enjoy several days of holiday festivities, family events and activities!  Come for one or all days with highlights that include Santa's arrival by lobster boat,Festive shopping, Tree Lightings, a holiday parade, Artisan Markets, Gingerbread Festival, Entertainment & much more! There are all kinds of family events and activities sponsored by local merchants and organizations.

When: 
Thursday, December 4, 2025 - Sunday, December 7, 2025

Farmers Markets on the North Shore

You'll find locally grown food and much more at farmers markets on the North Shore, north of Boston Massachusetts.

The North Shore of Massachusetts, renowned for its fertile soil, is home to farms that produce an abundance of fresh, delicious foods. These can be purchased directly from the farms or at the local farmer's markets, where the experience is more than just shopping—it's about community. On a sunny Saturday morning, families can explore these vibrant markets, filled with colorful produce, homemade jams, fresh bread, and artisanal crafts.

Open Boarding on the Hannah (AKA the Fame)

Board Schooner Fame at the waterfront in Marblehead Massachusetts as part of trails and sails!

The Hannah, the first of several schooners commissioned by General George Washington, began her career as an armed cruiser in September 1775. To commemorate that important part of Marblehead’s history, the Fame – similar in size and appearance to the Hannah (aka Schooner Fame)– will be docked at Marblehead’s Town Landing from 9:00 am to 10:15 am on Saturday, September 20th, and Sunday, September 21st.

When: 
Saturday, September 20, 2025 9-10:15am
Sunday, September 21, 2025 9-10:15am

Marbleheaders in the American Revolution

Glovers Regiment in Marblehead Massachusetts is just one stop on this Trails & Sails tour.

Pick up a program book and experience Revolutionary War-era Marblehead at various sites in the Historic District. Meet the wife of war hero, James Mugford; explore Fort Sewall with Glover’s Regiment; meet diarist Ashley Bowen portrayed by Donald Friary and experience an Anglican service at St. Michael’s church; participate in a recreated town meeting and decide whether or not to support the Patriot cause at the Old Town House; visit the Powder House; see the Spirit of ’76 painting; tour the Jeremiah Lee Mansion; and learn about the town’s Tory population at the “King” Hooper Mansion; among other opportunities. Learn more here!

When: 
Saturday, September 20, 2025 11am-4pm
Sunday, September 21, 2025 11am-4pm

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Shore School in Beverly Massachusetts offers a host of Summer programs for kids aged 5-12

Boston Bruins Annual Pajama Drive

Drop off new pajama donations at libraries across the North Shore of Massachusetts as part of the Boston Bruins PJ Drive.
The Boston Bruins will be hosting their 19th annual PJ Drive with the goal of collecting 10,000 pairs of pajamas from February 1st - March 15th, 2026. The drive will benefit Cradles to Crayons and Wonderfund MA, two non-profits that ensure positive living conditions for children. Local businesses...
7:00 am to 9:00 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

Kidleidoscope at Breakheart Reservation

Kidleidoscope is a program designed for preschoolers at Breakheart Reservation in Saugus Massachusetts
Come join our park interpreter for a story time and nature walk! Complete a small craft and explore the woods! Walks are gently paced and approximately 1 mile, though not accessible for strollers. Appropriate for families with children 3-5 years old. Meet at the Visitor Center.
10:30 am to 11:30 am

Fearless | The Taylor Swift Experience

Fearless Taylor Swift Experience at the Sea at Blue Ocean Music Hall in Salisbury MA
Bring your Swifties to Fearless | The Taylor Swift Experience in Salisbury for Fearless | The Taylor Swift Experience—a high-energy, family-friendly tribute that celebrates the music so many kids (and adults) love.
8:00 pm to 10:00 pm

Saturday, February 14

Valentine's Day

12:00 am to 11:59 pm

Boston Bruins Annual Pajama Drive

Drop off new pajama donations at libraries across the North Shore of Massachusetts as part of the Boston Bruins PJ Drive.
The Boston Bruins will be hosting their 19th annual PJ Drive with the goal of collecting 10,000 pairs of pajamas from February 1st - March 15th, 2026. The drive will benefit Cradles to Crayons and Wonderfund MA, two non-profits that ensure positive living conditions for children. Local businesses...
7:00 am to 9:00 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

The Merrimack River Eagle Festival

Come celebrate the return of the Eagles to the Merrimack Estuary! Photo: Eagle on Ice by Bill O'Connor
When winter returns to the lower Merrimack Valley, so do Bald Eagles and Snowy Owls and other exciting winter wildlife. Every year Mass Audubon hosts a grand event marking their return.  Come to Newburyport on Saturday, February 14, 2026, for a full day of fun indoor and outdoor activities that...
9:00 am to 4:00 pm

LEGO World: Wonderealms

Drop in at LEGO World: Wonderrealms at Wenham Museum in Wenham Massachusetts
This all-new experience invites visitors to explore an extraordinary LEGO world where creativity knows no bounds. From enchanted forests and futuristic skylines to pirate coves and steam-powered frontiers, each realm is packed with intricate details, playful surprises, and clever touches you won’t...
9:00 am to 4:00 pm

Discover Saturdays at Cape Ann Museum

Discover Saturdays for Families at Cape Ann Museum in Gloucester Massachusetts
Enjoy a FREE guided activity (ages 4+) in the gallery. Learn about Cape Ann’s Granite Industry, try a fun art making activity, and join in gallery tour designed for kids and their caregivers, led by a CAM Educator. Afterwards grab a scavenger hunt to explore the property and enjoy the lawn.
10:00 am to 12:00 pm

CraneOutdoors: The Castle Hill Hike

CraneOutdoors: The Castle Hill Hike at the Crane Estate in Ipswich Massachusetts
Come explore the lesser-visited corners of Castle Hill and its surroundings with us this season. This hike is a CraneOutdoors guide favorite because it’s got a little bit of all the things that make the Crane Estate such a special place…
10:00 am to 12:00 pm

Quarry Quest Treasure Hunt

Kids will enjoy this treasure hunt at the Halibut Point State Park and Quarry in Rockport Massachusetts
Enjoy an outdoor treasure hunt at one of Massachusetts most beautiful locations during February Vacation! Halibut Point State Park invites kids and families to follow clues then unscramble to find a treasure box!
10:00 am to 2:00 pm

StoryWalk at Halibut Point

StoryWalk®! Nest Robin Built, by Denise Fleming - a self guided reading tour at Halibut Point in Rockport Massachusetts
Enjoy this pre-school StoryWalk® at your leisure with the younger set and combine reading and time in nature! StoryWalk®! Nest Robin Built, by Denise Fleming. Self-guided reading pages posted along a lovely Park trail near the visitor center. Connect with nature and each other while enjoying the...
10:00 am to 2:00 pm

February Vacation at MIT Museum

Kids will have a blast at the MIT Museum in Cambridge Massachusetts during February Vacation Week!
Come on your own, with friends, or bring the whole family to the museum for a special week of programming. The museum has a number of activities planned for the week of February 14-22, including extended Maker Hub and Learning Lab hours, tours, gallery cart demos and family workshops. With the...
Where: MIT Museum
10:00 am to 5:00 pm
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