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Christmas Weekend 2024 in Boston: Santa Visits, Sing Alongs, and More Things To Do With Kids

Gather with friends for the top things to do Christmas Weekend in Boston 2024! Holiday Sing-Along with Phil Berman & Sarah Nolan photo courtesy of the event.
Gather with friends for the top things to do Christmas Weekend in Boston 2024! Holiday Sing-Along with Phil Berman & Sarah Nolan photo courtesy of the event.
12/20/24 - By N Ferreira

Looking for the best things to do in Boston this Christmas weekend? Here are some family-friendly events and activities to add to your list for the holiday weekend.

While you might be wrapping Christmas presents and planning special things for the holiday over the next few days, you're also beginning the week-long winter break from school! Luckily, there is no shortage of fun things to do in the Boston area starting this weekend, like a ride on the Polar Express Train Ride on Cape Cod Central Railroad. Experience the warmth of "The Holiday Sing-Along!" With Phil Berman & Sarah Nolen in Brookline.

Find the right spot for your family with our list of Restaurants Open on Christmas in Boston. For ideas to help fill vacation week with much-needed fun, consult our winter break activities.

More Things To Do in Boston this Week with Kids:

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Keep those wondering eyes peeled for a visit from Santa this Weekend! Photo courtesy of the Cape Cod Central Railroad
Keep those wondering eyes peeled for a visit from Santa this Weekend! Photo courtesy of the Cape Cod Central Railroad

Christmas Weekend 2024 in Boston Top Things To Do

"The Holiday Sing-Along!" With Phil Berman & Sarah Nolen

Brookline
Friday, December 20 - Tuesday December 24, 2024
Celebrate the season with a family-friendly sing-along featuring dancing snowmen, jingle bells, and lots of snowy fun! Two friendly performers guide children (and their grownups) through songs, stories, and imagination games.  READ MORE

Hot Chocolate with the Reindeer at Stone Zoo

Stoneham
Friday, December 20 - Sunday, December 22, 2024
Bring extra cheer to the holiday season by reserving a spot in the Hot Chocolate with the Reindeer event! Enjoy custom cocoa creations with festive toppings from the hot chocolate bar while discovering more about Holly and Aoife, the resident reindeer. READ MORE

Anthony Williams’ “Urban Nutcracker”

Boston
Daily through Sunday, December 22, 2024
Anthony Williams’ “Urban Nutcracker”, the modern Boston-centric holiday classic presented by City Ballet of Boston, returns this December.  READ MORE

Harvard Square Holiday Fair

Cambridge — FREE
Friday, December 20 - Sunday, December 22, 2024
One of the oldest and most popular in the Boston area, the Harvard Square Fair includes a changing mix of New England craftspeople and world traveling importers featuring many kinds of gift items. READ MORE

Boston's Winter Fest at Hood Park

Charlestown
Daily into 2025
Winter Fest offers something special for everyone. With interactive activities, live entertainment, and festive food and drink, Winter Fest promises to be Boston's most memorable new festive celebration. READ MORE

Santa Storytime (Ages 3-10) at New England Botanic Garden

Boylston
Saturday, December 21, 2024
Join a special visitor from the North Pole for a fun-filled story hour. Meet Santa, share those holiday wishes, create a winter craft, sing songs, read stories, pose for photographs, and more during this family holiday spectacular.  READ MORE

Tricks are for Kids!

Boston
Saturday, December 21, 2024
Peter O'Malley, renowned magician, is bringing his captivating magic shows to the Boston Public Market. Peter's interactive and whimsical magic will transport young minds to a world of wonder and excitement. READ MORE

Jingle Jam: Free, Festive Christmas Fun

Watertown — FREE
Saturday, December 21, 2024
Get ready for a day of holiday cheer and celebrate the most wonderful time of the year together. From festive games and activities to live music and delicious treats, there's something for everyone. READ MORE

Anchored in Traditions: December School Vacation Week

Charlestown
Daily through Tuesday, December 31, 2024
Visit the Museum, share holiday traditions and participate in family-friendly activities during December School Vacation Week.There will be a host of all-ages activities happening in the museum's award-winning galleries all week long! READ MORE

The Muppet Christmas Carol

Brookline
Saturday December 21 - Sunday, December 22, 2024
The classic tale of Ebenezer Scrooge as told by everyone's favorite band of Muppets!  'Tis the season for love, laughter, and one of the most cherished stories of all time! Join Kermit the Frog, Miss Piggy, and all the hilarious Muppets in this merry, magical version of Charles Dickens's classic tale. Academy Award winner Michael Caine gives a performance that's anything but "bah, humbug!" as greedy, penny-pinching Ebenezer Scrooge. One fateful Christmas Eve, Scrooge is visited by the Ghosts of Christmas Past, Present, and Future. Together with kind, humble... READ MORE

Santa’s Workshop & Hot Cocoa with Mrs. Claus at Smolak Farms

North Andover
Saturday December 21 - Sunday, December 22, 2024
Celebrate the holiday season at Smolak Farms with festive activities for all ages! The barn will be brimming with holiday cheer, featuring both creative and heartwarming experiences: Upstairs: Hot Cocoa and Story Time with Mrs. Claus Time: Story readings at 11 AM, 12 PM, and 1 PM Cost: $12 per person Decorate a personal mug and savor a warm cup of cocoa as Mrs. Claus shares enchanting holiday tales. Downstairs Barn Activities Ornament Making with the... READ MORE
Santa waves to the Polar Express train from his post at the North Pole. Photo courtesy of Cape Cod Central Railroad
Santa waves to the Polar Express train from his post at the North Pole. Photo courtesy of Cape Cod Central Railroad

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Places featured in this article: