Trail

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…

When: 
Saturdays through March 28, 2026 10am-Noon

Ride the Coastal Trails Network

Take a ride with the Coastal Trails Coalition through Amesbury, Newburyport and Salisbury Massachusetts!

Join Coastal Trails Coalition on a bike ride on the Coastal Trails in Newburyport, Amesbury and Salisbury on a combination of quiet streets and paved and stone dust trails, with two crossings of the Merrimack River beside US 1 and I-95. We’ll cycle through woods, salt marsh, neighborhoods, and Newburyport’s historic downtown. The total length is 12 miles on mostly flat terrain, with short climbs on the bridges over the river. If participants wish, the route can be extended to look at other parts of the system.

When: 
Sunday, September 14, 2025 10am- Noon
Location: 

Ride the Rail Trail to New Hampshire

Bike the Rail Trail from the Merrimack river in Salisbury Massachusetts to the New Hampshire border.

Join us on a scenic bike ride starting at the Graf Rink lot on Low St. in Newburyport. We’ll go along the Clipper City Trail and it’s impressive trail art. We will then go over the Merrimac River to Salisbury, past salt marshes as we make our way to the NH border. Along the way, David Read will share how it fits into the greater Border to Boston Trail and the East Coast Greenway! We will meet next to the trail at the Graf Rink parking area on Low St. in Newburyport. The round trip is 10 miles on an all-paved surface.

When: 
Sunday, September 28, 2025 10am - Noon

Vineyard Hill Trail Race

Essex County Greenbelt Association hosts a 5k/10k Race at Vineyard Hill in South Hamilton Massachusetts

The Essex County Greenbelt Association is hosting the annual Vineyard Hill Trail Race, featuring both 5k and 10k options. Located on the town line of Hamilton and Topsfield, this 5K/10K course takes runners over Vineyard Hill, through sections of Bradley Palmer State Park, along the Bay Circuit Trail, and across Greenbelt’s scenic Shaw Field. The trails are generally wide and rolling, though Vineyard Hill itself adds a challenge to the course!

When: 
Saturday, August 23, 2025 9am
Race Day Registration Opens at 7:30

Outdoor Sculpture at Maudslay | Thread

Artists will install their sculptures at Maudslay State Park in Newburyport Massachusetts for public viewing!

Enjoy a self-guided walking tour of the 25th Annual Outdoor Sculpture at Maudslay Exhibit September 8-29 featuring 50 site specific sculptures by local artists addressing this year’s theme, ‘Thread' within the magnificence of Maudslay State Park in Newburyport. Look for the large green trail head signs featuring sculpture locations and instructions for downloading our simple phone app which will include the sculpture locations, photos, and artist statements.

When: 
September 8-29, 2024 during Park Hours

Dogtown Trail Run

Run the trails of Dogtown in Rockport and Gloucester Massachusetts with the Cape Ann Trail Stewards

Join Cape Ann Trail Stewards for a 5 mile trail race through Dogtown. All participants will earn a one year membership to Cape Ann Trail Stewards, and all profits from this race will go back to trails on Cape Ann.This race will cross landscapes that are unique to Cape Ann only, providing runners with a technical, exciting course guaranteed to challenge even the most nimble runners.

When: 
Saturday, May 21, 2022 9am-Noon
Location: 

International Day of Peace Family Celebration at Glen Urquhart School

Family Friendly, International Day of Peace at Glen Urquhart School in Beverly Massachusetts

Join Glen Urquhart School for this free family-friendly event to celebrate International Day of Peace. The GUS nature trail and grounds will be open for exploration and play, and we will host a number of activities to celebrate peace. Kids of all ages are welcome, with a caregiver, to join.

When: 
Saturday, September 21, 2019 10am-Noon

Manchester 375th Scavenger Hunt

The Manchester Essex Conservation Trust Scavenger is a healthy challenge for the entire family!

—During the month of September explore conservation lands, learn a bit about Manchester’s history, and have some fun! Accept the challenge to visit multiple locations at surrounding conservation areas, learn some history and celebrate the 375th Anniversary of the founding of Manchester by the Sea! It's a healthy way for your family to engage with the beautiful habitats you can find on the North Shore.

When: 
Daily through September 30, 2021

Little Woods Walk: Forest Walk for Families

Join Mass Audubon naturalists on a hike at Ipswich River Wildlife Sanctuary in Topsfield!

Join a Mass Audubon teacher on a child-friendly walk to learn about the people and wildlife who call these forests home. Fall is a wonderful time to enjoy a hike with family and give thanks for the resources and beauty that nature provides for wild animals and people, too. The hike is set at a leisurely pace with stops to explore for birds, mammals, insects, and other interesting creature we'll see along the way.

When: 
Saturday, October 31, 2020 10am-11:30am
Saturday, October 31, 2020 1-2:30pm

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Appleton Farms offers great farm-based Vacation Week Programs for kids ages 5-11

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

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

Read to a Dog at APL

Kids are invited to read to a dog at Amesbury Massachusetts Public Library. Image generated with AI.
The Amesbury Public Library invites kids to come read to a dog at the Library! Read to a dog to help improve reading skills and get comfortable with reading aloud with only a very cuddly dog to hear you! This program will have Gus, a certified reading dog, and his caretaker at the library in our...
3:45 pm to 4:30 pm

Dungeons & Dragons at the G.A.R. Library

Dungeons and Dragons at the GAR Memorial Library in West Newbury Massachusetts
Come to this ongoing campaign using The Dragon of IceSpire Peak. Bring your own character, play one of ours,  or we can help you create one. All are welcome.
4:30 pm to 5:30 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

Thursday, February 26

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

Afterschool Chess Club at Abbot Library

Kids can play clocked chess matches against each other each Wednesday at the Abbot Public Library in Marblehead Massachusetts
Students in grades 2-5 are welcome to come to this informal chess club to practice by playing with others also interested in developing their skills and sharing an interest in chess. The class will be held on Thursdays from 3:30 p.m. to 4:30 p.m. with facilitator Ben Konoff and his daughter,...
3:30 pm to 4:30 pm

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
3:30 pm to 4:30 pm

Friday, February 27

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

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

Saturday, February 28

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

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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