Middle Street Walk 2025

The lighting of the Lobster Trap Tree is part of Middle Street Walk's finale in Gloucester Massachusetts.

The Annual Middle Street Walk is a great way to experience Gloucester's Historic District and waterfront while having Holiday fun with the family. An updated schedule of this years walk will is available for download at this link.

At the Middle Street Walk this year, families can make crafts for the holidays at the Sawyer Free Library and at Maritime Gloucester with Cape Ann Art Haven, have a ride on a horse drawn wagon while listening to a historic tour of Middle Street, take a museum tour, listen to concerts and bell ringers, watch dance recitals, and take part in the Gingerbread House Contest Display at Sawyer Free Library* and of course visits with Santa at Solomon Jacob’s Landing! There's a lot to do and see, with the grand finale being the lighting of the Lobster Trap Tree at Solomon Jacobs Park on Harbor Loop between Maritime Gloucester and the Coast Guard Station!

Whether you come for a visit or experience all of the day's events, you and the kids will be sure to have fun!

Participating business and organizations include:

When: 
Saturday, December 13, 2025 9am - 5pm
Prices: 
Free
Phone: 
978.283.9292
Summerquest Camp for kids aed 5-14 at the Crane Estate in Ipswich Massachusetts

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Take a self guided tour at one of Massachusetts most beautiful locations!
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Things to do for children in Peabody MA
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10:00 am to 11:00 am

Thursday, February 5

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

Friday, February 6

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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10:00 am to 12:00 pm

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10:30 am to 11:30 am

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Join a Family Owl Prowl  at the Ipswich River Wildlife Sanctuary. Photo: Scott Santino
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5:30 pm to 7:00 pm

Saturday, February 7

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

Salem's So Sweet Festival

Salem Massachusetts' retailers have some sweet surprises in store during the Salem's So Sweet Weekend Festival
Salem Main Streets and the Salem Chamber of Commerce invite you to come enjoy the annual Salem’s So Sweet Chocolate & Ice Sculpture Festival – a decadent tradition of delectable chocolate, sparkling ice sculptures, and Valentine’s Day shopping! Now in its 24th year, Salem’s So Sweet has become...
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