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
Location: 
Downtown Gloucester
Cape Ann Museum
Gloucester Unitarian Universalist Church
Sawyer Free Library Temporary Space
Local Colors
Gloucester
Holiday
Walk
Food
Performance
Museum
Dance
Live Performance
Exhibit
Library
Crafts
Art
Tree Lighting
Middle Street Walk

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
Location: 
Sawyer Free Library
Gloucester
Holiday
Food
Contest
Competition
Fundraiser
Crafts
Middle Street Walk

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
Location: 
Downtown Gloucester
Gloucester
Holiday
Walk
Food
Performance
Museum
Dance
Santa
Live Performance
Exhibit
Library
Crafts
Art
Tree Lighting
Middle Street Walk

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
Location: 
Sawyer Free Library
Gloucester
Crafts
Food
Harry Potter
Middle Street Walk
Reading
Library
Party

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
Location: 
Sawyer Free Library
Gloucester
Education
Demonstration
Live Animals
Presentation
Library
Middle Street Walk

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
Location: 
Downtown Gloucester
Cape Ann Art Haven
Gloucester
Holiday
Walk
Food
Performance
Museum
Dance
Santa
Live Performance
Exhibit
Library
Crafts
Art
Tree Lighting
Middle Street Walk

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
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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!
Where: Halibut Point State Park
7:00 am to 6:00 pm
♦ Read More →

Chess Club at Salem Public Library
Salem Public Library hosts a weekly chess club for all ages on Tuesday evenings.
Salem Public Library the library is hosting weekly chess nights where players of all ages can play and learn from each other.  Whether you're new to the game or a veteran player, all skill levels welcome, and basic instru
Where: Salem Public Library
6:30 pm to 7:30 pm
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Wednesday, February 11

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
♦ Read More →

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!
Where: Halibut Point State Park
7:00 am to 6:00 pm
♦ Read More →

Stargazing at Mendel Observatory
Mendel Observatory, with the support of volunteers from the North Shore Amateur Astronomy Club, hosts public stargazing every Wednesday night
The Observatory, with the support of volunteers from the North Shore Amateur Astronomy Club, hosts public stargazing every Wednesday night (weather permitting) starting at dusk or 7:30 pm, whichever is later.  When special astronomical events of interest occur (total lunar eclipses, etc.) the Obs
Where: Mendel Observatory at Merrimack College
7:00 pm
♦ Read More →

Thursday, February 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
♦ Read More →

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!
Where: Halibut Point State Park
7:00 am to 6:00 pm
♦ Read More →

LEGO Club at Danvers Library
LEGO club at Danvers Library Massachusetts
Peabody Institute Library - Danvers invites kids to an afternoon of building and fun! Activities will include free build, themes and instructional design. All structures will remain on display in the Children’s Room till the following weeks's session
Where: Peabody Institute Library - Danvers
3:30 pm to 4:30 pm
♦ Read More →

Friday, February 13

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
♦ Read More →

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!
Where: Halibut Point State Park
7:00 am to 6:00 pm
♦ Read More →

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.
Where: Breakheart Reservation
10:30 am to 11:30 am
♦ Read More →

Saturday, February 14

Valentine's Day
12:00 am to 11:59 pm
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