Holiday

Santa's Christmas Day Visit in Rockport

Santa comes to Rockport Ma on Christmas Day as part of a 100 year old tradition

Rockport's oldest Christmas tradition began back in the 1890's, when Rockport grocer Tim Sheehan invited the town's children to visit with Santa at his store. More than a century later, this event is still carried on by the Christmas Tree Committee.

When: 
Wednesday, December 25, 2024 10:30AM
Tuesday, December 24, 2024 4-6 PM

A Colorful Christmas at Castle Hill

A Colorful Christmas by the Sea is a weekend of festivities hosted by the Trustees of Reservations at Castle Hill in Ipswich Massachusetts

Visiting Castle Hill at Christmas is a time-honored tradition. Don’t miss this year’s Travels with the Cranes. Each room in our 1920s mansion is decorated for the holidays drawing inspiration from Crane travels around the world, including Paris, Japan, Egypt, and New York.

When: 
Fridays through December 20, 2024 2024 4-8pm
Saturdays through December 21, 2024 10am-4pm
Sundays through December 22, 2024 10am-4pm
Tuesday-Saturday, December 26-30, 2024 10am-4pm
Sensory-friendly Hours: 10AM-11:30AM on Dec 7, 8, 14, 15, 21, & 22

Rockport's Annual Christmas Pageant

The Rockport Christmas Pageant is a wonderful tradition hosted by the Rockport A

Come to downtown Rockport Ma for a torch-lit live reenactment of the Nativity - a long standing community tradition in Rockport Massachusetts! Each year hundreds of spectators gather to watch the live re-enactment of the story of baby Jesus, Mary and Joseph, the Bethlehem inn and the stable. The pageant begins with a torch lit procession which starts at Dock Square and proceeds up Main Street to the Congregational Church. Here the story of Jesus’ birth is brought to life through a live narration.

When: 
Saturday, December 21, 2024 5-6pm

Deck The Halls: Hammond Castle

A holiday themed tour of Hammond Castle Museum in Gloucester Massachusetts

Come to Hammond Castle for the 6th annual Deck The Halls holiday celebration. Hammond Castle Museum will be dressed for the holidays inside and out. Delight in the enchanting ambiance of Christmas and White Birch trees, meticulously arranged garlands, festive wreaths, and the warm embrace of candlelight that will envelop you throughout your tour of the Hammond Castle Museum. Immerse yourself in a bygone era of opulent tranquility and holiday grandeur that promises to be unlike any other experience on the North Shore.

When: 
Daily November 21 - Decemeber 28, 2024 10am-4pm

Santa at Sea Cruise

Sail with Santa aboard the Beauport Princess on the water of Gloucester Harbor in Massachusetts

Enjoy a holiday harbor cruise aboard Beauport Cruiselines with Santa! Take in the beautiful views of Gloucester Harbor, all while singing holiday carols with elves, enjoying hot cocoa and cookies, and listening to a reading of “The Night Before Christmas.” Plus, a visit from Santa himself! Tickets include hot cocoa, cookies, and a picture with Santa. A Cash bar will be available. Two 90 Minute cruises are offered.

When: 
Sunday, December 15, 2024 11am or 2pm

Deck the Docks at Maritime Gloucester

Deck the Docks at on the Gloucester Massachusetts Waterfront and join the holiday cheer!

Come to Maritime Gloucester for fun holiday happenings on the waterfront in Gloucester Massachusetts! Find unique maritime themed gifts and stick around for kids events including kids holiday crafts with Cape Ann Art Haven, free hot cocoa, story time in the classroom, Musical Performance by The Gloucester Student Band, Santa's arrival by schooner and more during Gloucester's Middle Street Walk 2024.

When: 
Saturday, December 14, 2024 10am-7pm

Middle Street Walk 2024

The lighting of the Lobster Trap Tree is part of Middle Street Walk's finale in Gloucester Massachusetts.

The Annual Middle Street Walk is a great way to experience Gloucester's Historic District and waterfront while having Holiday fun with the family. An updated schedule of this years walk will be available for download on December 1, 2024 at this link.

When: 
Saturday, December 14, 2024 9am - 5pm

Beverly Downtown Winter Market

Beverly Downtown Winter Market is a weekend full of holiday fun, music, food and shopping in Beverly Massachusetts

Come to Beverly Massachusetts for two festive evenings of holiday cheer during Cabot Night (Friday, 12/13) and Rantoul Night (Saturday, 12/14)! Both nights are packed with activities for all ages, including local shopping, live music, and delicious treats. Don’t miss the Beverly Memory Tree lighting ceremony on Saturday at Odell Park, a heartwarming event to kick off the season. Families can enjoy special shopping deals, craft markets, and performances by local artists, including Victorian carolers and the North Atlantic Ballet’s Nutcracker youth cast. For parents looking for a night out, the First Baptist Church is offering free childcare with dinner and activities.

When: 
Friday, December 13, 2024 4-8PM
Saturday, December 14, 2024 4-8PM
Location: 

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Summerquest Camp for kids aed 5-14 at the Crane Estate in Ipswich Massachusetts

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

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

Beverly Library Spring Book Sale

Beverly Library in Massachusetts hosts hosts their annual book sale and fundraiser. Image is AI generated.
Our annual Friends' Spring Book Sale takes place daily at the main library from Saturday, Saturday May 10 through May 17. The sale will be open daily during regular library hours: Mon.-Thurs., 9AM-9PM; Fri.
9:00 am to 5:00 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

Music Together - Friday

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...
10:30 am to 11:15 am

Saturday, May 17

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

Salamander Meander

What kind of Salamanders will we find at Mass Audubon's Ipswich River Wildlife Sanctuary? Photo: Mass Audubon
We'll search the sanctuary's vernal pools, ponds, and woodlands for a variety of amphibians that are the on the move. If we're lucky, we might see Wood Frog and Spotted Salamander eggs and catch a few adults to observe up close and then release.
10:00 am to 2:30 pm

Birds, Bees & Butterflies | Family Nature Series at Cox Reservation

Essex County Greenbelt Association hosts an Exploration Workshop for families at Cox Reservation in Essex Massachusetts!
Essex County Greenbelt Association invites families to Cox Reservation for a fun session that's all about bees! This show-and-tell introduces children of all ages to the importance of bees and other pollinators.
10:00 am to 1:00 pm

Gloucester Student Arts Festival

Gloucester Student Arts Festival showcases multiple forms of art created by the students of Gloucester Massachusetts
Arts Fest is an annual celebration of the arts in the Gloucester Public Schools, a day to enjoy creativity, connection, and celebrating our students’ talents as a Gloucester community. It is led by the Gloucester Education Foundation in partnership with the Gloucester Public Schools, Cape Ann...
11:00 am to 4:00 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

Sunday, May 18

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

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

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

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
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