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Things are getting merrier and brighter for kids in Boston this weekend! Night Lights: Dazzling Gardens at New England Botanic Garden by Troy B. Thompson Photography
Things are getting merrier and brighter for kids in Boston this weekend! Night Lights: Dazzling Gardens at New England Botanic Garden by Troy B. Thompson Photography
12/17/25 - By N Ferreira

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

Boston is full of seasonal cheer this weekend, with festive events the whole family can enjoy. Sing along to favorite tunes at Holiday Sing-Along! with Sarah Nolen & Phil Berman, celebrate the season with a Storywalk and activities at Winter Solstice Wonderland at Powisset Farm, and mark another night of Hanukkah with family and friends at the Annual Menorah Lighting in the Seaport District. With music, lights, and meaningful traditions, it’s a wonderful weekend to make family memories around the city.

Make sure to tag us @mommypoppinsboston on Instagram so we can see all the fun you had!

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Gather with friends for some festive things to do Christmas Weekend in Boston! Holiday Sing-Along with Sarah Nolen & Phil Berman photo courtesy of the event.
Gather with friends for some festive things to do Christmas Weekend in Boston! Holiday Sing-Along with Sarah Nolen & Phil Berman photo courtesy of the event.

Best Things To Do This Weekend in Boston

Wiggles and Wonders at the BPL Mattapan

Mattapan—FREE
Friday, December 19
Children aged 1-4, accompanied by a caregiver, are invited to a low-key playgroup on Friday mornings.  READ MORE

Holiday Sing-Along! with Sarah Nolen & Phil Berman

Brookline
All weekend, December 19-24
Celebrate the season with a family-friendly sing-along featuring dancing snowmen, jingle bells, and lots of snowy fun! READ MORE

Harvard Square Holiday Fair

Cambridge
Friday to Sunday, December 19-21
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

José Mateo Ballet Theatre's The Nutcracker

Boston
Friday to Sunday, December 19-21
Rediscover the magic of The Nutcracker this holiday season! Choreographed by Founder and Artistic Director José Mateo and set to Tchaikovsky’s iconic score, JMBT’s The Nutcracker brings Clara’s dream world to life with festive sets, sumptuous costumes, and spectacular dancing. Over 100 children ages 6-18 join professional guest artists each year. READ MORE

Edaville Holiday Express Train

Carver
Friday to Sunday, December 19-21
Journey to the North Pole on a vintage steam train to meet Santa and see thousands of Christmas lights.  READ MORE

Anchored in Traditions: December School Vacation Week

Charlestown
December 20 - January 2, 2025
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

Powisset Pals – Winter Solstice Wonderland

Dover
Saturday, December 20
Celebrate the Winter Solstice in a wonderland of hiking, crafting, and playing games. READ MORE

An Old-Fashioned Christmas at Louisa May Alcott's Orchard House

Concord
Saturday & Sunday, December 20 & 21
Louisa May Alcott's Orchard House in Concord hosts an Old Fashioned Christmas, complete with music, singing, activities, and more, all celebrating a traditional New England Christmas. READ MORE

Annual Menorah Lighting in the Seaport District

Boston — FREE
Sunday, December 21
The Seaport District will be aglow with a giant 9' menorah and LED show. Expect live music, Chanukah treats and more!  READ MORE

Boston's Winter Fest at Hood Park

Charlestown
Through December 30, 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

Night Lights: Dazzling Gardens at New England Botanic Garden

Boylston
Through January 4, 2026
Enter an illuminated world where the stars of the botanic garden shine, and where sparkling experiences and one-of-a-kind light displays inspire joy that lasts all year. It’s a celebration of nature like never before seen—bright, bold, and full of dazzle. READ MORE
Holiday fun is rolling into Boston this weekend! Edaville Festival of Lights photo by Dawn Kingston Photography.
Holiday fun is rolling into Boston this weekend! Edaville Festival of Lights photo by Dawn Kingston Photography.

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