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Christmas Weekend 2023 in Boston Top Things To Do: Santa Visits, Holiday Sing Along, and More Things To Do With Kids

All is very and bright this Christmas Weekend in Boston! Winterlights at the Bradley Estate photo by Bob P.B., via Flickr CC BY-NC-ND 2.0
All is very and bright this Christmas Weekend in Boston! Winterlights at the Bradley Estate photo by Bob P.B., via Flickr CC BY-NC-ND 2.0
12/20/23 - 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 be might 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 are 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 a Holiday Sing-Along in Brookline. Try and count all the Winterlights in Dover, or tell Santa your last-minute Christmas wishes.

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.

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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 2023 in Boston Top Things To Do

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

Brookline
Wednesday, December 20 - Saturday December 23
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

Magic Fred Christmas Comedy Magic Show

Beverly
Friday, December 22
The Larcom Theatre is hosting a spectacular Christmas Comedy Magic Show featuring Magic Fred. Experience a day filled with captivating magic, high-quality illusions, and plenty of audience participation for all ages. READ MORE

Deck The Halls Holiday Celebration

Gloucester
Friday & Saturday, December 22 & 23 Free
Deck The Halls tours are happening at the Hammons Castle Museum and the halls are decked in holiday splendor. READ MORE

Harvard Square Holiday Craft Fair

Cambridge — FREE
Friday & Saturday, December 22 & 23
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

Jeff Jam Sing-a-long

Boston — FREE
Saturday, December 23
More Than Words presents another Jeff Jam Sing-a-long session! Rock out to songs with the little ones, and then enjoy some great holiday shopping in the store.  READ MORE

Christmas Eve Candle Light Services

Watertown — FREE
Sunday, December 24
Celebrate Christmas Eve at Grace Chapel with an evening filled with prayer and song. READ MORE

Winter Workshops at The Painting Place

Wellesley
Daily through Friday, December 29
Sign up for a single day workshop (9am-12pm or 1-4pm) and do a variety of painting projects, crafts, and games. READ MORE

South Shore Celebration of Lights

Waltham
Daily through Saturday, December 30
See over 1 mile of roadway in the Marshfield Fairgrounds that has been transformed into a glittering display of over 1 million LED lights — featuring a 300’ multi-colored tunnel, animatronic scenes.  READ MORE

Southwick Zoo Winter Wonderland

Mendon
Wednesdays-Sundays through Sunday, December 31
This year’s Winter Wonderland guests will enjoy two events in one. Winter Wonderland and the Festival of Illumination will feature a ride through an enchanted forest on Santa's train. READ MORE

Gift of Lights at New Hampshire Motor Speedway

Loudon, NH
Tuesdays-Sundays through Sunday, December 31
New Hampshire Motor Speedway is trading in the checkered flags for more than 3.5 million twinkly LED lights for their 11th annual Gift of Lights. Passengers will cruise through 2.5 miles of lights at this drive-thru experience, including the Tunnel of Lights. READ MORE

Christmas Festival of Lights at La Salette

Attleborough
Daily through Sunday, December 31
Celebrate La Salette Shrine Light's 72nd year. The lights have been shining brightly each year at Christmastime since 1953. See over 2,000 manger scenes from around the world illuminated by 400,000 lights and more. READ MORE

Snowport at Seaport

Boston
Daily through Sunday, December 31
Escape to a winter wonderland filled with safe, seasonal activities. Play a game of curling and other complimentary winter games on Seaport Common, book a rooftop igloo, and keep an eye out for Seaport’s friend, Betty the Yeti. The Holiday Market features more than 100 small businesses, including local craftsmen, artisans, and entrepreneurs selling unique gifts and wares. READ MORE

ZooLights at Stone Zoo

Stoneham
Daily through Sunday, January 7
Enter a winter wonderland of tree-lined paths lit by thousands of twinkling lights. Enjoy a one-way stroll through festively decorated Yukon Creek, home to black bears, bald eagle, Canada lynx, reindeer, and arctic foxes. This year, several illuminated large-scale lantern displays will light up your winter's night. 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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