Pictures with Santa

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

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

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

Santa at the Phillips House

Join Santa for some traditional holiday fun at the Phillips House in Salem Massachusetts

Santa and Mrs. Claus are coming to Phillips House! Take a photo with Santa and see the elegant Chestnut Street mansion aglow with holiday cheer. Before or after meeting Santa, join us for stories with Mrs. Claus, cookies, cider, and a drop-in Christmas craft workshop, where you can make festive creations to take home and even write your letter to Santa! Craft activities are recommended for families with children ages 4 to 10. Santa and Mrs. Claus will arrive shortly after 12pm.

When: 
Saturday, December 17, 2024 Noon-2pm
Location: 

Santa by Boat in the Shipyard

After Santa arrives in Essex, kids will have a chance discuss their wish list with him in person!

Kids of all ages are welcome to come down to Essex Town Landing for a visit with Santa and Mrs. Claus! Enjoy Woodman’s chowder and cocoa while we await the arrival, then let the kids take a turn sitting with the big red couple to plead their cases for gifts that breathe and/or are outside of any reasonable budget - you know, all the stuff they can only get from Santa. The arrival itself will happen at 5:00pm and visits will take place on the front porch of the Essex Historical Society & Shipbuilding Museum.

When: 
Friday, December 6, 2024 4-6pm

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Smileland Pediatric Dental Care Waltham Malden 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

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

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

Maple Stroll at Appleton Farms

Appleton Farms has their own sugar maple syrup production facilities to service their abundant suplly from their many sugar maples
Visit the historic maple stand and sugar shack at Appleton Farms and learn all about maple sugaring, its history at the farm and in New England, and how you can try your hand at it at home!
11:00 am to 2:15 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...
2:00 pm to 4:00 pm

Sunday, March 1

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

Watching the Coastal Edge at Halibut Point

Tour the WWII era observation tower at Halibut Point State Park in Rockport Massachusetts.
Meet at the Halibut Point State Park visitors center to learn about the role Halibut Point has played in America’s military history. One day after the 1941 Pearl Harbor attack, U.S.
11:00 am to 12:30 pm

CraneOutdoors: Family Winter Wildlife Walk

Come explore the dunes on Castle Neck and Crane Beach in Ipswich Massachusetts to learn about winter wildlife.
A CraneOutdoors Family Winter Wildlife Walk will take you on a stroll through the Crane Beach dunes while learning about the plants and animals that call this special place home. You may be familiar with Crane Beach, but have you ever visited the dune trails? The dunes of Castle Neck are a much...
1:00 pm to 3:30 pm

Sunday STEAM Club at North Shore Children's Museum

Visit Peabody MA, NorthShore, North Shore Children's Museum
Join in on Sundays at 2:30 for STEAM Club for ages 5-11. Each week participants will explore science, technology, engineering, art, and math with our NSCM staff! Every STEAM club session will see your kids participating in hands-on activities while exploring a new topic. Space is limited, please...
2:30 pm to 4:00 pm

Monday, March 2

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

Tuesday, March 3

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

Chess Club at Salem Public Library

Salem Public Library hosts a weekly chess club for all ages on Tuesday evenings.
Salem Public Library the library is hosting weekly chess nights where players of all ages can play and learn from each other.  Whether you're new to the game or a veteran player, all skill levels welcome, and basic instru
6:30 pm to 7:30 pm
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