There is no more magical time to be in Boston than during the holiday season. With shopping and parties quickly filling up your social calendar, make time for friends and family and keep the season merry and bright with these 10 Boston winter and holiday events.

Blink! Light and Sound Show

Kicking off the holiday season on November 28th, Blink! Light and Sound Show returns to Boston’s Faneuil Hall Marketplace. Syncing the city’s grandest Christmas tree to six of the season’s greatest songs, you and your kindred spirits can catch the show daily, 4:30pm – 10:00pm through January 1, 2020.

Photo credit: Massachusetts Office of Travel and Tourism

LaSalette Christmas Festival of Lights

Featuring 300,000 lights, across 10 acres of land, Our Lady of LaSalette Shrine in Attleboro, Massachusetts, welcomes visitors from around the world to their holy land. Beginning Thursday, November 28 with illuminations nightly, through Sunday, January 5, 2020, visitors can experience International Creches and the Outdoor Creche of Bethlehem in addition to the seasonal light displays.

Photo credit: Massachusetts Office of Travel and Tourism

SantaCon and Santa Speedo Run

Are you and your friends looking for something a little out of the ordinary but keeping in the holiday spirit? Let SantaCon and Santa Speedo Run show you the way.

On December 7th, SantaCon will put you in the mood to spread holiday cheer and enjoying holiday beer. This free event to those 21 and older, invites you to dust off your finest red velvet and join thousands of other Santa Claus enthusiasts as you parade through the streets of Boston and Cambridge, for one of the world’s largest holiday bar crawls.

On December 14th, suit up in your finest red speedo and get ready to raise money with the Santa Speedo Run, benefiting Play Ball! Boston. Celebrating its 20th year, be part of the only fundraising event where you can dash-er, dance-r, and prance-r your way down Boylston Street, with other temperature brave elves, reindeer and, of course, Santas.

The Polar Express

All aboard everyone’s favorite train ride. The Polar Express is departing from Blackstone Valley, weekends, November 15th – December 22nd, in Woonsocket, RI. This 90-minute whimsical journey is filled with characters and sing-a-longs from the hit children’s book, The Polar Express. Guests aboard the magical train can enjoy hot chocolate, cookies, games and a visit from the big guy himself, Santa Claus.

ZooLights at Stone Zoo

Experience a holiday season favorite at Stone Zoo. Zoo New England presents ZooLights, celebrating all holidays, wonderment and a few cold weather, furry friends. Guests at the zoo can stroll through whimsically lit paths, past artic foxes, reindeer, black bears, and a Canada lynx. Gather your friends and family around the fire pits to toast marshmallows sip hot chocolate, and enjoy each other’s company this season.

New this year to ZooLights is the Brick Safari. See amazingly crafted, life-sized animals, built from LEGO bricks. You can see master LEGO builders sculpting exclusively at Santa’s Castle. You can even grab a photo with Santa himself! ZooLights runs November 22, through January 4, 2020, and will be closed on Thanksgiving and Christmas.

Photo Credit: Zoo New England

The Enchanted Village at Jordan’s Furniture Avon

The Enchanted Village began as a tradition at Jordan Marsh in Boston’s Downtown Crossing every holiday season. The beautiful Victorian Christmas scenes lined the store’s window fronts, gathering viewers from near and from far to holiday shop in its store. It now lives on at Jordan’s Furniture in Avon, MA. Guests can wander through the beautiful exhibit on their way to meet Santa Claus, stopping to take pictures and enjoying a few new added features like Reindeer Games. Guests can also enjoy an old tradition of warm, Jordan Marsh blueberry muffins.

Edaville Family Theme Park’s Festival of Lights

Edaville Family Theme Park’s Festival of Lights is this season’s perfect event for families with little ones. With over 17 million lights illuminating the park, you and your family can enjoy over 90 rides and attractions in Thomas Land & Christmas Festival of Lights as well as the life sized snow globe, serving as a great backdrop for your family holiday photos.

Photo Credit: Eric Kilby


Dubbed the nation’s number one challahday party, the 33rd annual Matzoball arrives like a miracle on the third night of Hanukkah, December 24. Held at Royale Boston, Matzoball brings Boston’s best and brightest singles to party and mingle. The event offers different level of tickets, some tied to exclusive table reservations, complete with VIP entrance and bottle service.

Ice Skating on Frog Pond

Opening for the season in November, Frog Pond welcomes skaters of all levels to enjoy outdoor skating at Boston Common. Visitors can rent skates and enjoy hot chocolate on site. Frog Pond is also an active member during Boston’s First Night event, hosting Frog Pond Skating Spectacular at First Night Boston, December 31 at 6:00pm. The Skating Club of Boston puts on a free show to spectators with their international competitive figure skaters and Theatre On Ice.

Photo credit: Massachusetts Office of Travel and Tourism

First Night Boston

First Night Boston is a New Year’s Eve tradition, perfect for family and friends to come together to reflect on the year, and celebrate the coming of the new year. With attractions and entertainment across Boston’s Copley Square, Back Bay, and Boston Common, there are crowd wow-ers for folks of all ages. From comedic acts, to musical performance and theater for children, to the famed Boston ice sculptures, light displays and Mugar Foundation Fireworks on Boston Common at 7:00pm, you’re bound to make this New Year’s Eve one to remember.

Photo credit: Massachusetts Office of Travel and Tourism

If you are looking for great holiday shows and theater performances, visit our friends at ArtBoston. Explore their exclusive holiday deals and discounts, such as savings up to 50% off show tickets at downtown Boston and regional theaters, through the Mayor’s Holiday Special.

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