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

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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:

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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:

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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:

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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:

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Middle Street Walk at the Sargent House

The Sargent House Museum in Gloucester offers free admission during the Middle Street Walk

Come to the Sargent House to see Gloucester’s 18th century mansion in all its holiday splendor--and purchase exciting hand-made gifts. Free and open to the public. Music, tasty refreshments, and lots of fun at one of Gloucester’s most historic homes.

When:

Saturday, December 14, 2019 10am-4pm

Location:

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Lobster Trap Tree Lighting

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:

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Appleton Farms in Ipswich Massachusetts offers farm-based Summer Programs for kids ages 5-15

Today's Events
Upcoming Events

Babson Farm Quarry Self-guided Walking Tour at Halibut Point

Take a self guided tour at one of Massachusetts most beautiful locations!

Where: Halibut Point State Park

7:00 am to 6:00 pm

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Boston Bruins Annual Pajama 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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Kidleidoscope at Breakheart Reservation

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

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Fearless | The Taylor Swift Experience

Bring your Swifties to Fearless | The Taylor Swift Experience in Salisbury for Fearless | The Taylor Swift Experience—a high-energy, family-friendly tribute that celebrates the music so many kids (and adults) love.

Where: Blue Ocean Music Hall

8:00 pm to 10:00 pm

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Saturday, February 14

Valentine's Day

12:00 am to 11:59 pm

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Boston Bruins Annual Pajama Drive

7:00 am to 9:00 pm

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Babson Farm Quarry Self-guided Walking Tour at Halibut Point

Take a self guided tour at one of Massachusetts most beautiful locations!

Where: Halibut Point State Park

7:00 am to 6:00 pm

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The Merrimack River Eagle Festival

When winter returns to the lower Merrimack Valley, so do Bald Eagles and Snowy Owls and other exciting winter wildlife. Every year Mass Audubon hosts a grand event marking their return. Come to Newburyport on Saturday, February 14, 2026, for a full day of fun indoor and outdoor activities that...

Where: Joppa Flats Education Center, Where: Parker River National Wildlife Refuge, Where: Downtown Newburyport

9:00 am to 4:00 pm

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LEGO World: Wonderealms

This all-new experience invites visitors to explore an extraordinary LEGO world where creativity knows no bounds. From enchanted forests and futuristic skylines to pirate coves and steam-powered frontiers, each realm is packed with intricate details, playful surprises, and clever touches you won’t...

Where: Wenham Museum

9:00 am to 4:00 pm

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Discover Saturdays at Cape Ann Museum

Enjoy a FREE guided activity (ages 4+) in the gallery. Learn about Cape Ann’s Granite Industry, try a fun art making activity, and join in gallery tour designed for kids and their caregivers, led by a CAM Educator. Afterwards grab a scavenger hunt to explore the property and enjoy the lawn.

Where: Cape Ann Museum Green

10:00 am to 12:00 pm

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CraneOutdoors: The Castle Hill Hike

Come explore the lesser-visited corners of Castle Hill and its surroundings with us this season. This hike is a CraneOutdoors guide favorite because it’s got a little bit of all the things that make the Crane Estate such a special place…

Where: Castle Hill on the Crane Estate

10:00 am to 12:00 pm

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Quarry Quest Treasure Hunt

Enjoy an outdoor treasure hunt at one of Massachusetts most beautiful locations during February Vacation! Halibut Point State Park invites kids and families to follow clues then unscramble to find a treasure box!

Where: Halibut Point State Park

10:00 am to 2:00 pm

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StoryWalk at Halibut Point

Enjoy this pre-school StoryWalk® at your leisure with the younger set and combine reading and time in nature! StoryWalk®! Nest Robin Built, by Denise Fleming. Self-guided reading pages posted along a lovely Park trail near the visitor center. Connect with nature and each other while enjoying the...

Where: Maudslay State Park

10:00 am to 2:00 pm

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February Vacation at MIT Museum

Come on your own, with friends, or bring the whole family to the museum for a special week of programming. The museum has a number of activities planned for the week of February 14-22, including extended Maker Hub and Learning Lab hours, tours, gallery cart demos and family workshops. With the...

Where: MIT Museum

10:00 am to 5:00 pm

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