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

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

Barnyard Story Hour at Appleton Farms

Kids can meet the barnyard animals and hear a story at Appleton Farms in Ipswich Massachusetts.
Bring your little ones to Appleton Farms for our farm-fresh story hour. We will read books about animals and nature, maybe sing a song or two, then head up to the carriage barn to visit our Nubian goats, Angora rabbits and see what other animals are out and about on the farm. We will engage in...
10:30 am to 11:30 am

Wednesday, April 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

Annual Pizza Taste Off

The annual pizza taste-off in Gloucester raises funds for the American Cancer Society
The Interact Club at Gloucester High School will be holding their annual pizza taste off at Cruiseport Gloucester!  Come try different pizza from around Cape Ann, while helping to raise funds for the
5:00 pm to 7:00 pm

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, April 9

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

Friday, April 10

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, April 11

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

Read to a Dog at SPL

Kids are invited to read to a therapy dog at the Salem Public Library in Massachusetts
Have a new or struggling reader who needs to build confidence and practice reading aloud?  Come read to Hendrix, the trained therapy dog, a sweet a non-judgmental listener!  Bring your own book to read, or choose one of ours.
10:00 am to 11:00 am

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

2nd Saturday at Lynn Museum

Lynn Museum in Massachusetts offers free admission on the second Saturday of each month.
Come to the Lynn Museum and Historical Society for FREE family fun. Join us on the second and fourth Saturday of each month for FREE admission to the Museum from 10 a.m. – 2 p.m.! You can view our latest exhibitions, purchase Lynn-themed goods in our shop, check out books in our free library, and...
10:00 am to 2:00 pm
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