Walk

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: 

Turkey Trot at Breakheart Reservation

Come to Breakheart Reservation for a pre-Thanksgiving Turkey Trot in Saugus Massachusetts!

Breakheart Reservation invites you to a Thanksgiving run/walk! Join us for the annual Breakheart Turkey Trot, a fun-filled event for runners and walkers of all ages! Lace up your sneakers and get ready to hit the scenic trails of Breakheart Reservation in Saugus, Massachusetts. Whether you're a seasoned runner or just looking for a leisurely stroll, this event has something for everyone.

When: 
Sunday, November 23, 2025 9:30am-Noon

Will Run for Pie - Turkey Trot 5K Run/Walk

Winner's Circle Running Club Annual Thanksgiving 5k in Salisbury Massachusetts

Will Run for Pie 5K – Thanksgiving Morning Tradition. Kick off your holiday with speed, smiles, and slices! The Will Run for Pie 5K Turkey Trot is a flat, fast, and festive race along the beautiful Ghost Trail in Salisbury, MA. Whether you’re chasing a PR or just here for the pie, this is the perfect way to start Thanksgiving morning.

When: 
Thursday, November 27, 2025 8:30-10am

CraneOutdoors: Castle Neck Hike in the Dunes

Hiking the Dunes at the Crane Wildlife refuge with the Trustees of Reservations.

While just about everybody on the North Shore has probably been to Crane Beach, the dunes of Castle Neck are a much less explored world unto themselves. Offering one of the most accessible dune ecosystems north of Cape Cod, Castle Neck has over six miles of trails, traversing the dunes, maritime scrub forest, and beautiful beaches on both the Ipswich Bay and Essex/Castle Neck River estuary sides of the peninsula. These trails take you through Pitch Pine forests, up huge dunes offering stunning views of Choate Island, and by the varied landscapes of Castle Neck, including naturally occurring cranberry bogs.

When: 
Sundays thru November 30,2025 1-3:30pm

Essex Turkey Trot 5K Race & Fun Walk

The Essex Massachusetts Lions host their annual 5k Turkey Trot!

The Essex Lion's Club hosts the annual turkey trot in beautiful Essex Massachusetts! This year the race is a 5K and a 5k fun walk.  Race starts at 11:00am for runners and 10am for walkers.  Registration is at Woodman’s Restaurant (upstairs), 121 Main Street, Essex, from 9:30 am to 10:30 am, or pre-register online.  

When: 
Sunday, November 23, 2025 10am
Location: 

Walk to End Homelessness 2025 - Beverly MA

Temple B'nai Abraham Walk to End Homelessness - Beverly Massachusetts

Join Family Promise North Shore Boston at our annual Walk to End Homelessness. This will be our 11th Annual Walk to End Homelessness and we hope to make it our LARGEST yet! Join us for a morning walk through downtown Beverly where we will walk to show our community that Family Promise North Shore Boston is committed to supporting families and ending homelessness across the North Shore. REGISTER TODAY and help us reach our fundraising goal of $40,000!

When: 
Sunday, October 18, 2025 at 8:30-11:00am

Halloween on the Hill

The Trustees host a celebration of Autumn and Halloween at Long Hill Sedgewick Gardens in Beverly Massachusetts

The Trustees of Reservations invite you to tour the gardens at Long Hill Gardens in Beverly, Massachusetts to celebrate Autumn and Halloween! Long Hill is excited to bring back our annual Halloween on the Hill event! Come explore our beautiful property as we transform the Long Hill gardens into a celebration of autumn and the Halloween season. As always, there are a few new surprises and of course many more pumpkins this year. Follow our seasonal-themed trail that will feature over 1,500 jack-o'-lanterns, hundreds of mums, elaborate Halloween decorations, light displays, music, and more. This is the perfect Halloween event for the whole family!

When: 
Wednesdays-Sundays, October 3-30, 2025 5:30-8:30pm

Trails & Sails

Explore the North Shore with over 150 Free Events in Essex National Heritage Area's Trails & Sails celebration in Massachusetts.

Essex National Heritage Area sites will offer over 150 free family fun events from September 14-29, 2024 for the annual celebration of TRAILS & SAILS. Discover special places in your backyard and be guided through unique landscapes on land and sea, explore historic properties, and take in cultural experiences of all kinds. Find what makes Essex County like nowhere else during Trails & Sails! It’s all FREE and it’s all located within the 34 cities and towns of Essex County.

When: 
Daily, September 13-28, 2025

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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!
7:00 am to 6:00 pm

Salem's So Sweet Festival

Salem Massachusetts' retailers have some sweet surprises in store during the Salem's So Sweet Weekend Festival
Salem Main Streets and the Salem Chamber of Commerce invite you to come enjoy the annual Salem’s So Sweet Chocolate & Ice Sculpture Festival – a decadent tradition of delectable chocolate, sparkling ice sculptures, and Valentine’s Day shopping! Now in its 24th year, Salem’s So Sweet has become...
9:00 am to 10:00 pm

Winter Family Field Trip: Raptor Road Trip

Families are invited to Joppa Flats Education Center in Newburyport Massachusetts to learn about eagles and their behaviors. Photo: Bill O'Connor
With radios in hand, we will carpool to Bald Eagle viewing spots along the Merrimack River and walk short distances to spot eagles with our binoculars and birding scopes. We will be watch for fishing, and courtship displays. Stay warm and active with small group activities that feature raptor sound...
10:00 am to 12:00 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

Family Owl Prowl

Join a Family Owl Prowl  at the Ipswich River Wildlife Sanctuary. Photo: Scott Santino
Experience the excitement of an owl prowl as we take a hike under the light of the moon to look and listen for Barred Owls, Great Horned Owls, and Eastern Screech-Owls. Before we head out on our nocturnal adventure, we will learn fun owl facts in our cozy barn using real owl feathers, skulls, and...
5:30 pm to 7:00 pm

Saturday, February 14

Valentine's Day

12:00 am to 11:59 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

Discover Saturdays at Cape Ann Museum

Discover Saturdays for Families at Cape Ann Museum in Gloucester Massachusetts
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.
10:00 am to 12:00 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

Quarry Quest Treasure Hunt

Kids will enjoy this treasure hunt at the Halibut Point State Park and Quarry in Rockport Massachusetts
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!
10:00 am to 2:00 pm

StoryWalk at Halibut Point

StoryWalk®! Nest Robin Built, by Denise Fleming - a self guided reading tour at Halibut Point in Rockport Massachusetts
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...
10:00 am to 2:00 pm

February Vacation at MIT Museum

Kids will have a blast at the MIT Museum in Cambridge Massachusetts during February Vacation Week!
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

Sunday, February 15

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

Quarry Quest Treasure Hunt

Kids will enjoy this treasure hunt at the Halibut Point State Park and Quarry in Rockport Massachusetts
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!
10:00 am to 2:00 pm
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