Discover the Massachusetts Main Street That’s Downright Enchanting at Christmas

Massachusetts is a brilliant place to spend the holidays, due in no small part to its perfectly charming towns that go all-out for Christmastime. Though you have no shortage of lovely spots to explore during the holiday season, a Christmas in Newburyport, Massachusetts, has proven to hold some of the most magical events in the state. Walk among the twinkling lights and soak up the holiday cheer. You'll love exploring the best "Main Street" during Christmas in Massachusetts.

Newburyport, Massachusetts, is a small coastal town in Essex County. Its seaside location and historic buildings make it an almost Dickensian spot to soak up a bit of holiday cheer. If you've yet to experience this quintessential New England Christmas town in Massachusetts, you must add it to your holiday list this year.

The most enchanting spot in town for the holidays is Market Square. There you’ll find a massive holiday tree that glistens with lights and ornaments. The downtown streets are also decked out in Victorian lamps and plenty of twinkling holiday lights like something from a Hallmark movie.

If you’re looking for something to do while you wander around soaking up the holiday vibe, be sure to stop by in time for the Newburyport Santa Parade and Tree Lighting at the beginning of the season. This Newburyport festival, held on the Sunday after Thanksgiving, should not be missed!

This year's festivities will kick off on Sunday, Nov. 30, 2025, from 3:30 p.m. until 5 p.m. at Market Square and the Newburyport Boardwalk. Santa will arrive at 3:30 p.m., and the tree lighting is scheduled for 4 p.m. The kids will love meeting Mr. and Mrs. Claus, while grownups will enjoy the charming atmosphere and tasty treats. These fun festivities help make Newburyport the best Christmas town in Massachusetts.

Don’t miss the town’s annual Holiday Invitation Nights. Held on Fridays throughout December, the town’s main square is illuminated with Christmas lights, and local merchants throw open their doors to help locals shop for holiday gifts. There are complimentary snacks, hot chocolate, and plenty of Christmas music to get you in the mood. Don't forget to check out the holiday window displays and pick up some gifts from local shops around town as well. To learn more about the Newburyport Christmas events, visit the Newburyport Chamber of Commerce website. This year's Holiday Invitation Nights will be held 6-9 p.m. on December 5th, 12th, and 19th.

Are you excited to experience Christmas in Newburyport, Massachusetts? Do you agree it's one of the best Christmas towns in New England? Or is there another town whose Christmas celebrations you love even more? What are your favorite places to visit at Christmas in Massachusetts? Tell us all about your favorites through our nominations page!

If you're in the mood to make the most of the holidays, be sure to check out these winter activities in Massachusetts. For even more holiday fun, you can make a day trip to visit one (or more) of these charming Massachusetts Christmas towns.

If you're on the hunt for unique gifts this holiday season, take a look at our list of 75 of the Best Gift Ideas For The Traveler in Your Life for ideas. And for those of you who are feeling inspired, try planning your own trip to Massachusetts during the holiday season using Only In Your State’s itinerary planner.