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
Appleton Farms offers great farm-based Vacation Week Programs for kids ages 5-11

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

Tuesday, January 27

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

Barnyard Story Hour at Appleton Farms

Kids can meet the barnyard animals and hear a story at Appleton Farms in Ipswich Massachusetts.
Barnyard stories really come alive when you get to see the main characters in real life! Bring the kids down to Appleton Farms for our farm-fresh version of story time. Explore the farmstead, visit our learning garden, see our cows and rabbits, and find a spot to play under a shady tree in our...
10:30 am to 11:30 am

Wednesday, January 28

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

Thursday, January 29

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, January 30

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

Unraveling Winters Wild Tales - Animal Tracking for Families

Kids will learn about tracks and signs and how they can tell a story at Ipswich River Wildlife Sanctuary in Topsfield Massachusetts!
Welcome to the wild world of animal tracking! Participants will learn how to identify animal tracks by focusing on key details such as number of toes, toenail impressions, and overall size of the print.
3:00 pm to 4:30 pm

Saturday, January 31

Superbowl of Birding 2026

The Superbowl of Birding 2026 is a unique competition conducted in Rockingham County, NH, and Essex County, Massachusetts
The Superbowl of Birding is a unique competition conducted in Rockingham County, NH, and Essex County, MA. During a 12-hour period, teams of birders of all ages and abilities seek to amass the greatest number of avian species, to earn the most points based on the rarity of the birds recorded. Teams...
5:00 am to 5:00 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

Nice n' Easy Hike at Breakheart Reservation

Nice and Easy winter hike at Breakheart Reservation in Saugus Massachusetts
Join the Park Interpreter for this weekly guided hike! Each trip will highlight natural and historic features unique to Breakheart. Hikes are moderately paced and range from 2-3 miles over sometimes uneven and rocky terrain. Best for ages 8 years and up. Meet at the Visitor Center.
9:30 am to 11:30 am