Gloucester

Appleton Farms' Winter Solstice Walk

Celebrate the solstice with the Trustees of Reservations at Appleton Farm in Ipswich Massachusetts

This Event is Full! Join us for a wintery lantern-lit stroll through the property to one of the many beautiful secluded spots on the farm. Once there, our staff will lead you in a solstice ritual of reflection and meditation around the fire, looking back on the past year and welcoming the new year, celebrating the end of days getting darker and looking forward to the increasing of the light. We look forward to having you at Appleton to mark this moment in our journey together.

When: 
Thursday, December 21, 2023 4-6pm or 6:15-8:15pm
Location: 

Winter Lights on Cape Ann

Celebrate the season with holiday light displays in Gloucester, Essex, Ipswich, Manchester-by-the-Sea, and Rockport.

The Annual Winter Lights on Cape Ann is a festive event celebrating the holiday season, running from late November through New Year's Day. Over 100 local businesses in Gloucester, Essex, Ipswich, Manchester-by-the-Sea, and Rockport are participating by decorating their storefronts with lights and creative displays. A decorating contest is back by popular demand, allowing visitors to vote for their favorite decorated business in each of the five communities.

When: 
Daily through New Years Day 2024

Holiday Santa Skate

Get ready to lace up your skates and embrace the Holiday spirit. Skate with Santa in Gloucester Massachusetts

Mark your calendars, skaters ! Cape Ann Skating Club invites you to join us for a festive event - our annual Santa Holiday Skate followed by a free show! Get ready to lace up your skates and embrace the Holiday spirit. Whether you are a beginner or a seasoned skater, this event is designed to welcome skaters of all ages and skill levels.

When: 
Saturday, December 16, 2023 12 pm

Family Fun Game Night at Hammond Castle Museum

Family Fun Game Night at Hammond Castle in Gloucester Massachusetts

Wondering what to do with your family the day after Thanksgiving? Game Night at the Castle, of course!  Join us for a night of tabletop gaming in the Great Hall!  We will have gamer favorites such as: Dixit, Risk, Fluxx, Munchkin, Chess (Lord of the Rings Edition), We Didn't Playtest This At All, Apples to Apples, Settlers of Catan and The Oregon Trail Card Game.

And, we'll have the recently debuted "Hammond Naval Warfare," game of naval strategy designed by our founder, inventor John Hays Hammond Jr! You can be one of the first to ever play it.

When: 
Friday, November 24, 2023 5-10pm

All Family Field Trips: Mushroom Hunting

Join the hunt for mushrooms with Massachusetts Audubon in Gloucester Massachusetts

Come explore what nature has in store at some of our most amazing wild places on the North Shore. Joppa Flats' engaging and experienced staff will introduce families to local beaches, forests, and wetlands to make observations in nature, identify wildlife, and enjoy hands on science activities outdoors. Sign up for one, some, or all!

When: 
Friday, November 10, 2023 10am-Noon

Inclusive Hiking Experience with Waypoint Adventures

 Join Trustees staff in conjunction with Waypoint Adventure for an inclusive hike around Ravenswood Reservation in Gloucester Massachusetts!

Welcome all! Join Trustees staff in conjunction with Waypoint Adventure for an inclusive hike around Ravenswood Reservation. This special outing invites individuals both with and without disabilities to participate in an outdoor adventure. Enjoy connecting with nature and other hikers in a safe and supportive environment.

When: 
Saturday, November 18, 2023 10am-1pm
Location: 

Trick-or-Treat at the Castle

Kids are invited to Hammond Castle in Gloucester Massachusetts for some Halloween fun!

What better place to trick or treat than at an old seaside castle? We have everything you need to ignite your child’s imagination: a drawbridge, spiral staircase, and a Great Hall. We will have spooky music, multiple trick or treat stations inside the castle and bubbles, snacks, and a craft at the 13th Century arches. You bring the scary costumes.

When: 
Monday, October 30, 2023 3:30-6pm

Pumpkin Decorating with SFL & Backyard Growers

Sawyer Free Library and Backyard Growers host a pumpkin decorating workshop in Gloucester Massachusetts

Join Sawyer Free Library and Backyard Growers for pumpkin decorating! Join us to hear some pumpkin stories & decorate a pumpkin! All supplies and pumpkins will be provided. Best suited for school aged children ages 4 and up. Registration required. Please register each child individually. This event will be held at Backyard Growers (107 Rear Maplewood Avenue.)

When: 
Saturday, October 14, 2023 10-11am

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

Todd Farm Market

Come to Todd Farm on Sunday - A classic New England Fleas Market in Rowley Massachusetts!
From early Spring to late Fall, Todd Farm is a great Sunday destination for families!  Head to the farm and explore the outdoor award-winning Market featuring up to 240 vendors from all over New England and New York!
5:00 am to 3:00 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

Bluefin Blowout Family 5k to Benefit Alzheimer's Association

The Bluefin Blowout Family Fun Run in Gloucester Massachusetts raises funds to combat the diseases of Alzheimer's and all other dementias
On Sunday, May 18th, 2025, come to Stage Fort Park, Gloucester for the Bluefin Blowout Family Fun Run 5K, Presented by the Lyon-Waugh Auto Group - Benefiting the Alzheimer’s Association. Run, walk, or stroll from Stage Fort Park to Hammond Castle and back to Stage Fort Park for a 5K loop. Enjoy the...
7:00 am to 10:30 am

Maudslay in Bloom Self-Guided Walk

 Maudslay in Bloom self guided walk at Maudslay State Park in Newburyport Massachusetts.
Maudslay State Park in Newburyport, Massachusetts, offers a delightful self-guided walk that is perfect for families with children. The park's 480-acre expanse, once the Moseley Estate, is rich with historical charm and natural beauty. Families can embark on a self-guided tour through lush...
7:00 am to 7:00 pm

Spring Birding Walk—Symphony of Bird Song!

You and your child can learn the basics of birding at Halibut Point State Park in Rockport Massachusetts
Stroll the trails of this seaside treasure while learning birding basics. Hear the symphony of spring bird song, watch for them in the woodland’s and at water’s edges. Learn about bird sounds, habits, and flight patterns. Enjoy extraordinary views. Bring binoculars if you have them!
8:00 am to 10:00 am

Beverly Warrior Weekend

Warrior Weekend at Beverly Massachusetts HighSchool
Warrior Weekend is a two day event that pays tribute to veterans through demonstrations and other events for the community. There will be all kinds of military hardware on site including tanks!
9:00 am to 4:00 pm

Hill to Harbor 10k Road Race

North Shore Lynch Van Otterloo YMCA Hill to Harbor 10k Marblehead Massachusetts
Join North Shore YMCA and the Lynch van Otterloo YMCA for the 2025 Lynch/van Otterloo YMCA Hills to Harbor 10K Road Race on May 18th! Traverse the hills and shoreline of Marblehead and finish the 'Hill to Harbor 10K at the Lynch/van Otterloo YMCA!
9:00 am

Newburyport Farmers' Market

Newburyport Farmers find organic locally grown produce, meat, dairy Newburyport
The Newburyport Farmers Summer Market celebrates local fresh produce every Sunday morning rain or shine!  Start your Sunday browsing fresh North Shore local produce, meats, cheeses, and seafood in an open air market atmosphere! Food and beverage vendors offer fresh hot coffee, breakfast treats and...
9:00 am to 1:00 pm

Touch a Truck Beverly

The Annual Touch-a-Truck event is hosted at the Beverly High School Massachusetts.
The annual Touch-a-Truck Event is a unique, interactive, one-day event held in Beverly Massachusetts during National Public Works Week.
10:00 am to 1:00 pm

Swan Boat Rides in Boston Public Garden

Swan Boat Boston North Shore Parent, North Shore Parents Summer Activities Guide
The Public Garden may be one of the most ideal picnicking locations in Boston. Well-groomed and overflowing with tulips, cherry-trees, with willows cascading over the duck pond, the Boston Public Garden is a great place to relax during Boston's most beautiful season.
10:00 am to 4:00 pm

Lungstrong 5k & 1.5 Mile Walk

Join the Lungstrong 5k in Beverly Massachusetts
Support the fight against lung cancer and join us for our 10th annual LUNGSTRONG LIVE & VIRTUAL 5K Run & 1.5mi Walk! This family-friendly event gives 100% of race proceeds and donations to Mass General Cancer Center for Thoracic Cancer Research under the direction of Dr. Justin Gainor. MGH...
10:00 am to 1:00 pm

NMYO Spring Concert

The Northeast Massachusetts Youth Orchestras presents their Afternoon of Spring Concerts on Sunday, May 18, 2025 at the Dolan Performing Arts Center, 130 High Street, in Ipswich, MA. There will be two performances; a concert at 2pm and a second concert at 4pm. The concerts are free to the general...
2:00 pm

TitO presents Petrushka & the Caterpillar

Theater in the Open presents Petrushka and the Catapillar at Maudslay State Park in Newburyport Massachusetts
What happens when your favorite stories need a new ending? Everyone's favorite clown upends iconic fables and fairytales in our signature storytelling style – with tons of imagination, humor, and heart. Join Petrushka and the gang as they retell old stories for our times!
2:00 pm to 4:30 pm

Boston String Academy at Shalin Liu

Boston String Academy at Shalin Liu Performing Arts Center. Visit Rockport Massachusetts, Cape Ann, North of Boston.
Enjoy an inspirational performance from the talented youth musicians from the Boston String Academy. Serving 130 students each year in the Greater Boston community, the BSA was cofounded in 2012 by violinists Mariesther and Marielisa Alvarez, twin sisters who learned music in Venezuela’s storied...
3:00 pm

Tuesday, June 3

Gloucester Gratis Days at Hammond Castle

Bring your kids to the Hammond Castle Museum in Gloucester Massachusetts during April Vacation
In keeping with John Hays Hammond, Jr's original vision for his seaside castle-home to serve as a museum offering the Gloucester community access to ancient works of architectural art, Hammond Castle Museum will offer Gloucester residents free, self-guided tours each Tuesday throughout the regular...
10:00 am to 4:00 pm

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, June 4

Maudslay in Bloom Self-Guided Walk

 Maudslay in Bloom self guided walk at Maudslay State Park in Newburyport Massachusetts.
Maudslay State Park in Newburyport, Massachusetts, offers a delightful self-guided walk that is perfect for families with children. The park's 480-acre expanse, once the Moseley Estate, is rich with historical charm and natural beauty. Families can embark on a self-guided tour through lush...
7:00 am to 7:00 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

Music Together - Wednesday

Marblehead, Beverly Farms, Hamilton, Salem, Peabody Music Together
Music Together® is a research-based music & movement program for infants, toddlers, preschoolers, and the grown-ups who love them. Music Together® classes make it easy for parents/primary caregivers to play a crucial role in activating their child's music development. Classes are 45 minutes...
9:30 am to 11:15 am

Swan Boat Rides in Boston Public Garden

Swan Boat Boston North Shore Parent, North Shore Parents Summer Activities Guide
The Public Garden may be one of the most ideal picnicking locations in Boston. Well-groomed and overflowing with tulips, cherry-trees, with willows cascading over the duck pond, the Boston Public Garden is a great place to relax during Boston's most beautiful season.
10:00 am to 4:00 pm

Sing & Dance with the Music Man

Sing & Dance with the Music Man Brian Doser in Hamilton visit Massachusetts
Come join the fun at Community House Of Hamilton & Wenham Monday, Thursday and Saturday mornings at 10am for 30 - 45 minutes of great music with Brian Doser! Sing and dance with the Music Man during a family concert, featuring familiar and original tunes, performed by local dad and musician,...
10:00 am to 10:45 am

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, June 5

Maudslay in Bloom Self-Guided Walk

 Maudslay in Bloom self guided walk at Maudslay State Park in Newburyport Massachusetts.
Maudslay State Park in Newburyport, Massachusetts, offers a delightful self-guided walk that is perfect for families with children. The park's 480-acre expanse, once the Moseley Estate, is rich with historical charm and natural beauty. Families can embark on a self-guided tour through lush...
7:00 am to 7:00 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
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