Holiday

Ipswich Jingle Bell Walk

Join friends and family for a day of holiday festivities and cheer! Sing carols with Buddy the Elf while waiting for Santa’s arrival.

Get ready for a day full of holiday magic and cheer! Join us at the Ipswich Town Wharf to welcome Santa as he makes his grand entrance. Sing along to festive carols with Buddy the Elf while we wait for the big moment! You can even buy your own jingle bells to ring as we follow Santa and Buddy on a merry “Jingle Bell Walk” to Ipswich Town Hall (45 Green Street). Keep your eyes peeled for a sneaky appearance from the Grinch!

When: 
Saturday, December 13, 2025 11-1pm

Middle Street Walk Gingerbread Contest 2025

Middle Street Walk Gingerbread Contest entries can take any shape.

Everybody is invited to enter the Gingerbread Contest for the Middle Street Walk in Gloucester this year! Groups and individuals are encouraged to get creative and come up with entries that can take any shape.  All entries will be judged prior to the start of the Middle Street at 10am. 

When: 
Saturday, December 13, 2025 10am - 3pm

The Nutcracker Panto

Come enjoy a Nutcracker Panto performed by Theater in the Open at the Firehouse Center for the Arts!

Theater in the Open is happy to be back at the Firehouse for our production of A Nutcracker Panto, written by Edward F. Speck and adapted from the classic holiday ballet. Presented in the traditional British panto style, this holiday send-up is a family friendly romp through Clara’s adventure with the Nutcracker, the battle with the Rat King, and more than likely a Tik Tok dance trend. Holiday Pantos with Theater in the Open are a tradition in Newburyport, and we are excited to bring this incredible joy to our community. Join us!

When: 
Fridays, December 12 & 19, 2025 7pm
Saturdays, December 13 & 20, 2025 7pm

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

Gloucester's Santa Parade & Tree Lighting

Santa will come to Gloucester to launch the Christmas Parade and Tree Lighting -

Gloucester's Holiday Parade is a great tradition to kick off the holidays! Come enjoy the parade, Santa, and the tree lighting at Kent Circle!  Volunteers will line up parade participants at the State Fish Pier on Parker Street at 2:00 PM and will guide them through downtown Gloucester and on to Kent Circle for the Annual Tree Lighting Ceremony.

When: 
Sunday, December 7, 2025 3pm
Parade participants line up at 2pm on the State Fish Pier

Cape Ann Makers Holiday Market

Cape Ann Makers Holiday Market held at Cruiseport in Gloucester Massachusetts.

Cruiseport Gloucester hosts the Cape Ann Makers Holiday Market. Come get your Christmas and Holiday shopping done while you sip a beverage, listen to music and buy from over 55 local vendors – food gifts, soaps, lotions, artwork, jewelry, home goods, all unique handcrafted items – something for everyone on your list!

When: 
Saturday, November 29, 2025 10am-4pm

Middle Street Walk in Gloucester

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 is available for download at this link.

When: 
Saturday, December 13, 2025 9am - 5pm

Run for the Pies in Ipswich

Burn some calories before the Thanksgiving Feast at Ipswich's Run for the Pies!

Start your turkey day by burning off some calories with a run or walk along the Ipswich River! Every 10th adult finisher receives a large Russell Orchards pie; every child Fun Run finisher receives a 4" Table Talk pie. and you'll have a chance to win a ready-to-bake pie! Racers, runners, walkers or stroller pushers are invited to the Ipswich Town Hall bright and early on Thanksgiving Day for a 2.8 mile riverside run along Turkey Shore Drive and Labor in Vain Road.  The 1.2 mile Kids Fun Run run starts at 8am.

When: 
Thanksgiving Day, November 27, 2025 8am
1.2 Mile Kids Fun Run/Walkers: 8am
2.8 Mile Run for the Pies: 8:30am

SeaFestival of Trees | Sundays

Browse our maze of festively decorated trees and enjoy a little holiday sparkleat the SeaFestival of Trees in Salisbury Massachusetts

The Seacoast’s most magical holiday tradition is back! The 13th Annual SeaFestival of Trees opens Saturday, November 22 at the Blue Ocean Event Center in Salisbury, transforming the oceanfront venue into a sparkling winter wonderland of more than 145 themed trees, a giant sand sculpture, Santa’s Workshop, and an indoor skating rink. The festival runs weekends through December 7, with additional special event nights throughout the season.

When: 
Saturdays, November 22-December 6, 2025 11am-8pm
Sundays, November 23-December 7, 2025 11am-5pm
Tuesday, November 25, 2025 5-8pm
Fridays, November 28 & December 5, 2025 11am-8pm
Thursday, December 4, 2025 5-8pm

SeaFestival of Trees in Salisbury | Saturdays

Browse our maze of festively decorated trees and enjoy a little holiday sparkleat the SeaFestival of Trees in Salisbury Massachusetts

The Seacoast’s most magical holiday tradition is back! The 13th Annual SeaFestival of Trees opens Saturday, November 22 at the Blue Ocean Event Center in Salisbury, transforming the oceanfront venue into a sparkling winter wonderland of more than 145 themed trees, a giant sand sculpture, Santa’s Workshop, and an indoor skating rink. The festival runs weekends through December 7, with additional special event nights throughout the season.

When: 
Saturdays, November 22-December 6, 2025 11am-8pm
Sundays, November 23-December 7, 2025 11am-5pm
Tuesday, November 25, 2025 5-8pm
Fridays, November 28 & December 5, 2025 11am-8pm
Thursday, December 4, 2025 5-8pm

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Appleton Farms in Ipswich Massachusetts offers farm-based Summer Programs for kids ages 5-15

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

Saturday, February 7

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

NSNP Saturday Srolls at Choate Farm

Come to Choate Farm in Danvers Massachusetts to learn some basic Winter Survival Skills with your family!
Do you and your family have what it takes to survive out in the wilderness?
10:00 am to 11:30 am

CraneExplorer: Valentine's Coastal Craft

Make Valentines crafts from materials that we find along the shore at the Trustees of Reservations Crane Estate in Ipswich, Massachusetts
The Trustees of Reservations invites ages 12 and up to a valentine craft making workshop! This Valentine’s Day, give a gift from the sea! From seaweed pressings to shell collages, beach treasures make beautiful greetings and keepsakes. Join this workshop to learn fun craft ideas and make marine art...
10:00 am to 12:30 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

Music and Movement at North Shore Children's Museum

North Shore, North Shore Childrens Museum in Peabody MA
Music and Movement with Marybeth Maes is an engaging music and movement class for young children at the North Shore Children's Museum. Marybeth brings her guitar and instruments for the children to use while they sing, dance, and play.
10:00 am to 11:00 am

Children's Maple in the Barnyard at Appleton Farms

Visit Appleton Farms' sugaring operation and learn about making maple sugar syrup!
Maple Season is here! This special program for ages 3-11 & their families will focus on the magic of maple from start to finish. We will discover this tradition by observing trees, tasting sap, learning the tools involved, and finally, tasting the sweet product. We will make sure to have time...
10:45 am to 3:00 pm

Bald Eagles in the Wild for Teens

Teens are invited to Joppa Flats Education Center in Newburyport Massachusetts to learn about eagles and their behaviors. Photo: Bill O'Connor
Head to the most popular spots to search for Bald Eagles. Learn how to spot an eagle in flight, observe their behaviors, and learn how to identify Bald Eagles at different stages of life. Use binoculars, field scopes, and bird guides. Stay active and warm with group challenges about wingspan and...
2:00 pm to 4:00 pm

Sunday, February 8

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
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