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 with the Sawyer Free Library at Trinity Congregational Church 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 Gloucester City Hall* and of course visits with Santa! 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 Gaurd 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 in the past included - (2025 participants TBA):

When: 
Saturday, December 13, 2025 9am - 5pm
Prices: 
Free
Phone: 
978.283.9292
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Sing & Dance with the Music Man

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Ipswich Illumination

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Tuesday, November 18

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....
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Wednesday, November 19

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

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9:00 am to 5:00 pm

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10:00 am to 10:45 am

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