Gloucester

Farmers Markets on the North Shore

You'll find locally grown food and much more at farmers markets on the North Shore, north of Boston Massachusetts.

The North Shore of Massachusetts, renowned for its fertile soil, is home to farms that produce an abundance of fresh, delicious foods. These can be purchased directly from the farms or at the local farmer's markets, where the experience is more than just shopping—it's about community. On a sunny Saturday morning, families can explore these vibrant markets, filled with colorful produce, homemade jams, fresh bread, and artisanal crafts.

Climb Up Gloucester City Hall Tower

Take a Free tour of Gloucester Massachusetts City Hall's renovated tower as part of Trails and Sails 2024!

Experience the WOW factor when you climb up Gloucester’s City Hall clock and bell tower and emerge at the bell level. Views, weather permitting, are awesome. Members of Gloucester’s City Hall Restoration Commission will be on hand to inform you of the history of this architecturally significant building that had graced Gloucester’s skyline for more than 150 years. Please note that while the tower is not handicapped accessible the WPA Murals in City Hall are accessible and are one, if not, the best collection of WPA murals in the Commonwealth.

When: 
Saturday, September 27, 2025 Noon-3pm

CoastSweep: Stage Fort Park

Damaged and lost fishing gear is a major source of coastal trash, like this lobster pot washed onto the shore by a storm. CoastSweep Cleanup Gloucester Massachusetts

As part of COASTSWEEP Beach Cleanup, volunteers are encouraged to come to Stage Fort Park to help in the statewide effort to keep our coastline clean along the shore in Gloucester, Massachusetts. Trash collected will be measured and analyzed, and the data will be sent to Washington DC to aid the government in creating legislation to minimize trash in our oceans!

When: 
Sunday, September 28, 2025 10am-2pm
Location: 

Gloucester Schooner Festival 2025

The Gloucester Schooner Festival celebrates maritime, sailing and fishing heritage of Cape Ann Massachusetts

The Gloucester Schooner Festival is a  wonderful celebration of Gloucester's fishing and maritime history during labor day weekend. This year's festival, hosted by Maritime Gloucester, is Gloucester’s major marine event, with participating vessels coming from ports along the Eastern seaboard and beyond. There will be both large and small vessels—ranging from 19 feet to over 100 feet in length. You will see new boats and old boats, from newly built (Ardelle - launched 2011) to over 100 years old!

When: 
Labor Day Weekend, August 27-31, 2025

Boat Tour to Misery Island

Journey on Essex Heritage’s landing craft Naumkeag to Great Misery Island in Salem Sound Massachusetts

Journey on Essex Heritage’s landing craft Naumkeag to Great Misery Island in Salem Sound. Along the way, hear stories about the rich history of the harbor and how the Misery Islands acquired their unique name. When you arrive, you’ll have 2 hours to explore the trails, open meadows, rocky shoreline, and hidden coves on the island. The Misery Islands are managed by The Trustees. Time allotted is about 3 hours round-trip (30-minute trip to and from the islands, and 2 hours on Great Misery Island). More information about the islands as well as a trail map can be found HERE

When: 
Saturdays through September 13, 2025 11am or 12:30pm

Downtown Gloucester Block Party

Food, music, live entertainment, dance, craft and fun come together for a great

Main Street, Downtown Gloucester Massachusetts comes alive when the Street is closed off to allow live music, street performers, kid activities, non-profits, food vendors and more! Many of shops and businesses on Main Street will be open for business and will welcome partygoers. Other Gloucester businesses and non-profits will be represented on the Street as well. come for a night full of Live music, great food, and fun activities with lots of local flavor!

When: 
Saturday, July 12, 2025 6-10pm
Saturday, August 9, 2025 6-10pm
Friday, August 29, 2025 6-10pm

Heritage Day in Gloucester

Maritime Gloucester & Ocean Alliance hosts a day of free exciting demonstrations and interactive fun for all ages in Gloucester Massachusetts.

Maritime Gloucester is hosting their annual Heritage Day in honor of the Gloucester Schooner Festival 2025. Step aboard a schooner, learn about traditional shipbuilding and fitting out, watch America’s oldest marine railway in action, or explore the unique biology that makes our oceans so amazing. You can find it all at Maritime Heritage Day! Maritime Gloucester will be hosting a variety of local community organizations with an exciting array of demonstrations and interactive options for all ages.

When: 
Saturday, August 30, 2025 10am-4pm

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Shore School in Beverly Massachusetts offers a host of Summer programs for kids aged 5-12

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

CraneOutdoors: The Castle Hill Hike

CraneOutdoors: The Castle Hill Hike at the Crane Estate in Ipswich Massachusetts
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…
10:00 am to 12:00 pm

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...
10:00 am to 4:00 pm

Native Seed Sowing at Long Hill

Seed Sowing Workshop at The Trustess of Reservations' Long Hill Gardens in Beverly Massachusetts
Join Cole Campbell, production horticulturist at Native Plant Trust, for this native seed-sowing workshop at Long Hill Public Garden in Beverly, MA. Learn about our native plant seeds, and then get your hands in the soil to sow some seeds that you can take home with you.
11:00 am to 12:30 pm

Tuesday, January 27

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

CraneOutdoors: The Castle Hill Hike

CraneOutdoors: The Castle Hill Hike at the Crane Estate in Ipswich Massachusetts
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…
10:00 am to 12:00 pm
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