Gloucester

Cape Ann Makers Holiday Market

Cape Ann Makers Holiday Market held at Cruiseport in Gloucester Massachusetts.

Cruiseport Gloucester hosts the Cape Ann Makers Holiday Market. Come get your Christmas and Holiday shopping done while you sip a beverage, listen to music and buy from over 55 local vendors – food gifts, soaps, lotions, artwork, jewelry, home goods, all unique handcrafted items – something for everyone on your list!

When: 
Saturday, November 29, 2025 10am-4pm

Winter Solstice Hike | Ward Reservation

Come for a solstice hike at Ward Reservation to celebrate the Winter Solstice in North Andover Massachusetts

The Explore! North Shore hiking series will get you outside and moving at some lesser explored Trustees properties across the Northeast Region, at the right time of year to see these special places shine. These beginner hikes will not be too strenuous, and will offer frequent stops for learning and taking in the beauty of our special places.

When: 
Sunday, December 21, 2025 1-3:30pm
Location: 

The Open Door Autumn Breakfast

The Open Door Autumn Breakfast is a fundraiser that helps families in need on the North Shore

Cruiseport Gloucester and The Open Door invite you to a celebration of community spirit! Each year, The Open Door Autumn Breakfast kicks off the holiday giving season and raises funds for Holiday Meal Baskets (and beyond). Each basket provides local people with all the ingredients they will need to make a special meal, and Holiday Baskets are available for BOTH Thanksgiving and the winter holidays. LIMITED SPOTS AVAILABLE, purchase tickets in advance to guarantee your spot.

When: 
Wednesday, October 22, 2025 7:30-9am
Location: 

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

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

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

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

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
7:00 pm

Saturday, March 14

2nd Saturday at Lynn Museum

Lynn Museum in Massachusetts offers free admission on the second Saturday of each month.
Come to the Lynn Museum and Historical Society for FREE family fun. Join us on the second and fourth Saturday of each month for FREE admission to the Museum from 10 a.m. – 2 p.m.! You can view our latest exhibitions, purchase Lynn-themed goods in our shop, check out books in our free library, and...
10:00 am to 2:00 pm

Maple Sugaring Saturday at IRWS

Sugaring Off tours are a fun and tasty way to learn about maple sugaring at IRWS
Experience the age-old tradition of maple sugaring at Ipswich River Wildlife Sanctuary! The warm days of late winter awaken the flow of sap in the maples resulting in sweet-smelling, billowing clouds of steam rising from the sugarhouse. On a naturalist-guided walk, learn how to identify a sugar...
10:30 am to 3:30 pm

Sunday, March 15

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

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

Wonderful Winter Birding

Beginning winter birding is held on the 3rd Sunday of each Winter month at Halibut Point State Park in Rockport Massachusetts
Halibut Point State Park, along the Atlantic migratory path, is an excellent locale for winter birding species you rarely see anywhere else.Winter brings birds and ducks from frozen ponds up north to our seashore. See Harlequin ducks and loons among the winter visitors at this rocky coastal water’s...
8:00 am to 10:00 am

CraneOutdoors: Family Winter Wildlife Walk

Come explore the dunes on Castle Neck and Crane Beach in Ipswich Massachusetts to learn about winter wildlife.
A CraneOutdoors Family Winter Wildlife Walk will take you on a stroll through the Crane Beach dunes while learning about the plants and animals that call this special place home. You may be familiar with Crane Beach, but have you ever visited the dune trails? The dunes of Castle Neck are a much...
1:00 pm to 3:30 pm

Sunday STEAM Club at North Shore Children's Museum

Visit Peabody MA, NorthShore, North Shore Children's Museum
Join in on Sundays at 2:30 for STEAM Club for ages 5-11. Each week participants will explore science, technology, engineering, art, and math with our NSCM staff! Every STEAM club session will see your kids participating in hands-on activities while exploring a new topic. Space is limited, please...
2:30 pm to 4:00 pm

Boston Children's Chorus at Shalin Liu

Boston Children's Chorus will perform live at the Shalin Liu Center for the Performing Arts in Rockport Massachusetts
This season, Boston Children’s Chorus honors the unheralded voices who shaped history from the shadows. Their courage fueled the fires of justice. Through powerful music and storytelling, our singers shine a light on local and national activists, who stood for dignity, equality, and hope. Their...
3:00 pm

Monday, March 16

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, March 17

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
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