Middle Street Walk

Gloucester's So Salty 2026

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 5th Annual Gloucester’s So Salty festival sponsored by the Cape Ann Museum in partnership with Discover Gloucester! This annual event brings over 2,000 people to the downtown area each January to shop at local stores, enjoy family friendly activities, visit the Museum Courtyard, and find each of the ice sculptures sponsored by local cultural institutions and businesses.

When: 
Saturday, January 24, 2026 10am-4pm
Sunday, January 25, 2026 10am-4pm

Middle Street Walk Gingerbread Contest 2025

Middle Street Walk Gingerbread Contest entries can take any shape.

Everybody is invited to enter the Gingerbread Contest for the Middle Street Walk in Gloucester this year! Groups and individuals are encouraged to get creative and come up with entries that can take any shape.  All entries will be judged prior to the start of the Middle Street at 10am. 

When: 
Saturday, December 13, 2025 10am - 3pm

Middle Street Walk in Gloucester

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.

When: 
Saturday, December 13, 2025 9am - 5pm

Holiday at Hogsmeade

Enjoy a Harry Potter themed Holiday celebration at the Sawyer Free Library in Gloucester!

Sawyer Free Library invites kids and families to celebrate the Holidays at a Harry Potter themed party during the Middle Street Walk in Gloucester! Come for a jolly journey around the Wizarding World! It will be a Happy Holiday at Hogsmeade as we sample butterbeer, as well as many more activities such as wand-making, the sorting hat, a photo booth, family trivia, crafts, and more!

When: 
Saturday, December 14, 2019 11am-2pm

Wingmasters at Sawyer Free Library

Wingmasters demonstrate live birds of prey of various specious in Massachusetts

Join the specialists of Wingmasters for a live birds of prey demonstration at Sawyer Free library during the Middle Street Walk in Gloucester!  Birds of prey are also known as raptors, and they are hunting birds characterized by hooked beaks and powerful grabbing feet armed with sharp talons (the word raptor comes from a Latin word that means "to seize"). Raptors can also boast the best eyesight and the sharpest hearing in the animal kingdom. Raptors include hawks, falcons and owls. This program is for ages 6 & up. This live presentation introduces 5 live birds of prey, all native to New England! All audience members must be seated in chairs, maximum capacity is 70 people.  For more info, contact Christy Rosso.

When: 
Saturday, December 14, 2019 11am-Noon

Lobster Trap Tree Lighting

Lobster Trap Tree Lighting Party in at Cape Ann Art Haven in Gloucester Massachusetts

The annual Middle Street Walk in Gloucester wraps up every year with the lighting of the lobster trap Christmas tree in Gloucester Massachusetts! Stop by Cape Ann Art Haven for a Holiday Party with hot chocolate, sweet treats, kids' crafts, holiday photos, face painting live music. Caroling starts at 4:30pm, followed by the tree lighting across the street at 5pm. Come find your buoy hanging on the tree, enjoy caroling, seeing the star put on the tree join us for the countdown and celebrate the season with the lighting of our Lobster Trap Tree!

When: 
Saturday, December 14, 2019 4-6pm
Glen Urquhart School Pre-K through 8th grade in Beverly MA

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
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