Winter guide · Events
Boston during the holidays is pure magic for little ones — think glowing lights, cozy shows, and Santa sightings at every turn. We rounded up our favorite festive finds to help sprinkle a little extra magic into your family's winter days.
Updated Dec 2025 · 4 min read
Stoneham
Wander through thousands of sparkling lights and magical displays at Stone Zoo's annual ZooLights celebration. Meet reindeer, visit Santa on select dates, and savor holiday treats while exploring the zoo after dark.
November 14 - January 4
Boylston
Step into a magical world where half a million lights illuminate the winter landscape. Kids can wander among twinkling trees and explore enchanting gardens filled with festive activities and sweet treats.
November 22 - January 4
Canton
Experience bright and bold light displays alongside favorite classics. Indulge in handcrafted desserts while enjoying rich hot cocoa or spiced cider as twinkling lights create a magical holiday atmosphere.
November 29 - January 3
Marshfield
A spectacular drive-thru light show with over a mile of LED displays including a 300-foot color tunnel. Perfect for cozy family car rides!
November 28 - January 3
Buzzards Bay
Climb aboard for a magical ride to the North Pole! Warm cocoa and chocolate chip cookies are served by friendly chefs as the train makes its way through the winter night. When Santa and his cheerful elves board, each child receives a shiny silver bell and joins in a joyful sing-along. Little ones are encouraged to wear their coziest pajamas for this unforgettable experience!
November 21 - December 23
Boston
Step into a whimsical winter wonderland where model trains wind through vibrant, intricately crafted scenes! Features miniature Boston landmarks like the Zakim Bridge and Custom House, floor-to-ceiling snowy projections, and hands-on fun for little engineers. Kids can climb aboard a child-sized locomotive and drive a virtual train through snowy mountains.
November 22 - January 28
Carver
Take a classic train ride through millions of twinkling lights at this beloved South Shore tradition! Beyond the scenic railway, tiny voyagers can explore Thomas Land, Dino Land, amusement rides, and visit Santa.
November 15 - December 31
Mendon
Hop on a delightful holiday train ride through an illuminated deer enclosure as part of the Winter Wonderland experience. Over 4 million lights, friendly animals, acrobat shows, and cozy fire pits with s'mores await!
November 21 - December 29
Boston (Charlestown)
Immerse yourselves in a dazzling world of light displays and seasonal cheer at Hood Park in Charlestown. Tiny voyagers will discover festive activities that ignite joy and inspire exploration—a perfect winter wonderland escape just moments from downtown Boston!
December 26 - January
Boston Seaport
Boston's festive winter market featuring local vendors, holiday treats, hot cocoa, and family activities! Beautiful lights and seasonal fun in the Seaport.
November 7 - December 28
Boston (South End)
A magical winter wonderland with over 100 local vendors offering unique gifts, live music, and delicious specialty foods at the SoWa Power Station.
November 29 - December 28
Boston
Step into the enchanting world of the Silberhaus family as Clara's magical journey unfolds. With the delightful dance of the Sugar Plum Fairy and stunning snow scene, this classical ballet brings Tchaikovsky's timeless music to life. A cherished Boston tradition!
November 28 - December 28
Boston (Wang Theater)
Experience the magic of Christmas Eve brought to life with breathtaking acrobatics and stunning visuals. A truly awe-inspiring holiday spectacular for the entire family.
November 26 - December 15
Boston (Symphony Hall)
Experience the joy of the season as the Boston Pops perform beloved holiday music with an exciting sing-along. Tiny voyagers will be delighted by a special visit from Santa Claus in the beautifully adorned Symphony Hall.
December 4 - December 31
Worcester
Experience the magic of Charles Dickens' timeless tale as Ebenezer Scrooge encounters the Ghosts of Christmas Past, Present, and Future. A heartwarming introduction to a classic story for little ones.
December 6 - December 23
Foxborough
Experience the magic of the holiday season with free photos with Santa, festive crafts, and delightful games and activities. This enchanting winter wonderland brings the spirit of the North Pole to life!
November 9 - December 24
Avon
Step into a magical holiday wonderland where enchanting animated displays and festive scenes come to life. This classic Boston tradition has delighted generations of New England families.
November 15 - December 31
Boston neighborhoods
Hop aboard this beloved Boston tradition celebrating its 29th year! Meet Santa, watch tree lightings, and enjoy festive activities as the trolley weaves through cheerful neighborhoods.
December 1 - December 22
Ready to make holiday memories with your tiny voyagers? Search for holiday events near your zip code and let the festive adventures begin!