Hamilton

Family & Friends Sweetheart Ball

Children ages 3 to 12 are invited to dance the night away with their favorite grown-up at The Family and Friends Sweetheart Ball in Hamilton Massachusetts

The Community House presents The Family and Friends Sweetheart Ball! Children ages 3 to 12 are invited to dance the night away with their favorite grown-up. Formerly the Father Daughter Dance and the Mother Son Knight Out, The Sweetheart Ball combines the two to make one, inclusive and festive event. Music provided by a local DJ, dancing, pizza, and an ice cream sundae bar included. Portraits provided by a professional photographer.

When: 
Saturday, February 10th, 2024 6-8pm

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 and organizations can register to host their own drive and fans are encouraged to help by purchasing a donation from Cradles to Crayons' Amazon Wishlist.

When: 
February 1 - March 15, 2026

The Musary presents A Charlie Brown Christmas

The Musary performs A Charlie Brown Christmas at the The Community House in Hamilton Massachusetts

The Musary brings Charlie Brown's Christmas to The Community House! We are absolutely thrilled to welcome you back to one of our most cherished traditions— Charlie Brown Christmas! Join for a magical concert featuring the Aidan Scrimgeour Trio as they Vince Guaraldi’s beloved holiday soundtrack to life (it’s John’s favorite!).

When: 
Saturday, December 13, 2025 3pm

Thanks for the Trails 5k

ECGA's Thanks for the Trails 5k Race on the Friday after Thanksgiving in Patton Park

ECTA is holding its 8th Annual Thanks for the Trails 5k and Kids Fun Run the Saturday after Thanksgiving at Patton Park in Hamilton (November 29, 2025).  The Kids' Run will begin at 9:30AM and the 5k will start at 10AM.  Using a scenic and challenging course and offering great prizes, this will be an event for all!  Super prizes for top finishers, and many other terrific prizes.

When: 
Saturday after Thanksgiving
Location: 

Flying Horse Outdoor Sculpture Exhibit at Pingree School

Pingree School in Hmailton Massachusetts hosts their annual Flying Horse Outdoor Sculpture exhibit each Fall. Sculpture: Phoenix by Robin Tost.

Pingree School hosts the 16th annual Flying Horse Outdoor Sculpture Exhibit on their campus in South Hamilton, Massachusetts . More than 50 sculptures will be displayed for those three months, along with the 20+ in the school’s permanent collection. The public is invited to the free exhibit seven days a week from dawn until dusk. Children and dogs are welcome with adult supervision. 

When: 
Daily, August 30–November 30, 2025
*Open to public during daylight hours
Location: 

Star Party with the North Shore Amateur Astronomy Club

Join the North Shore Amateur Astronomy Club in a free star party at Battis Farm as part of Trails and Sails!

Come see the night skies through one of our volunteer’s telescopes! In addition to the moon (9/14 only) and Saturn we’ll be showing off an assortment of binary and multi-star systems (imagine having 4 suns in your sky!), nebula, clusters, and galaxies, some of which are millions of light years away. Co-hosted with the Lake Gardner Improvement Association. This event is part of Trails & Sails.

When: 
Saturday, September 13, 2025 7:30-9:30pm
Friday, September 19, 2025 7:30-9:30pm
Location: 

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

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Smileland Pediatric Dental Care Waltham Malden Massachusetts

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

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 13

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 14

Valentine's Day

12:00 am to 11:59 pm

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

LEGO World: Wonderealms

Drop in at LEGO World: Wonderrealms at Wenham Museum in Wenham Massachusetts
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...
9:00 am to 4:00 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
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