How to Have the Most Jolly Christmas in Stockbridge

Christmas in StockbridgeIt’s the most wonderful time of the year! With snow blanketing the ground, holiday carols floating out of nearly every window, and dazzling lights strung high for everyone to see, there’s no better place to celebrate than New England. This is especially true in the Stockbridge region! The lovely winter weather, stunning scenery, and tons of festive events make a Christmas in Stockbridge perfect for making memories that you’ll always treasure.

Find even more ways to enjoy your Christmas in Stockbridge when you request our free Vacation Guide to the Berkshires! This handy tool will help you find all the best things to see and do during your holiday getaway to New England.

3 of the Best Things to Do During a Christmas in Stockbridge

  1. Stockbridge Main Street at Christmas

This annual holiday tradition is a must for your Christmas in Stockbridge getaway! The town of Stockbridge was made famous by Norman Rockwell’s Painting of the Village during the holidays. Therefore, the town celebrates Rockwell’s popular depiction of what, to many, is the quintessential small New England town. Visitors will enjoy a vintage automobile show, holiday readings, caroling, Christmas concerts, and more! It’s a family-friendly event you definitely won’t want to miss.

For more information about this popular event, be sure to visit the Stockbridge visitors website! 

  1. Sightseeing

Just because it’s colder doesn’t mean you won’t want to spend time in the great outdoors. On the contrary, snowfall makes the rolling hills and quaint town streets even more picturesque! From snowshoeing to strolling through the iconic Stockbridge Main Street during Christmas, there are many ways to take in the beauty of the Berkshires in winter.

  1. Christmas Shopping

From charming boutiques to creative art galleries, there’s no better place to get your holiday shopping done than Stockbridge! As you browse the downtown shopping district, you’ll find a wide variety of gifts for everyone on your nice list. Here are some of our favorite local gift shops that we’re sure you’ll love!

Experience the Holiday Getaway of a Lifetime With the Gateways Inn

Edible Mushrooms in MassachusettsWhile attending all the best Christmas in Stockbridge events, be sure to book your stay at the Gateways Inn! With rooms that combine timeless style with modern amenities, you can be sure you’ll be living in comfort during your time at the inn. Plus, our on-site restaurant is one of the best dining establishments in town, so you’ll be just steps away from delicious cuisine prepared with fresh local ingredients. Add our Lounge and the full bar to the mix, and you’ve got yourself the perfect recipe for a great night in the Berkshires.

Book your winter getaway with us today! We can’t wait to see you soon!

If you haven’t already, don’t forget to request your free copy of our Vacation Guide to the Berkshires! It will help you plan the ultimate getaway.