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4 Holidays in The Berkshires Events

Holiday Events in the Berkshires - Christmas Lights
Camille Reddick
Camille Reddick
November 25, 2022

Sleepy villages carved into curvy mountains dusted with powdered snow make the holidays in The Berkshires perfectly dreamy. There's no question about why rural western Massachusetts is the first spot many people think of when they want to escape to someplace that feels like the setting of a sentimental Christmas movie. Cozy towns and villages in The Berkshires lean into the holidays by hosting glistening events and attractions. Here are four holiday events in The Berkshires that everyone will enjoy.

Berkshire Scenic Railway Museum: Tinseliner Trains With Santa Claus

Adams Station

Santa will be riding through The Berkshires this year during a 1950s-inspired Christmas train experience offered all weekends through Dec. 18. All trains depart from Adams Station. Carols, cocoa, and good cheer will be in heavy supply!

Come Home for the Holidays: A Colonial Family Concert

Mark Dec. 8 on the calendar for celebrating the holidays in The Berkshires with live music with the Berkshire Theatre Group. Featuring performances from many of the area's beloved artists, this concert event supports Berkshire Theatre Group's educational programs. Appearances are scheduled for the Shire Mountain Holiday Band, Gina Coleman, Kathy Jo Grover, Beth Maturevich, Wanda Houston, Billy Keane, Diego Mongue, Ed Moran, Rev Tor, Jack Waldheim, and more!

Stockbridge Main Street

xmas trees

Imagine Christmastime in a village made famous by Norman Rockwell! Stockbridge Main Street is all decked out with glowing lights, festive wreaths, and all the trimmings of New England at Christmastime time. There's no sweeter place to do some Christmas shopping.


Nightwood lights

Running through Jan. 1, NightWood is an immersive experience of sounds and lights held on the property at Edith Wharton's home. Attendees travel through gardens and wooded paths to enjoy a stunning installation that combines the warmth of the holidays with the starkness of the New England landscape in winter. The stunning light installations peppered throughout the beautiful, rugged landscape of the property are otherworldly against the stillness of the December sky.

Planning Adventures for the Holidays in The Berkshires

Holiday events in The Berkshires are perfect for the whole family. And, if you are bringing your fur babies along, check out these tips for traveling to Massachusetts with pets! It's always wise to book tickets for holiday events as early as possible because weekend dates tend to sell out quickly. The same goes for cozy overnight accommodations during the holiday season in The Magical Berkshires!