The holiday season is a magical time of year, and the Berkshires are no exception to the festivities and cheer. Stockbridge Main Street at Christmas is particularly lively, bringing the famed Norman Rockwell painting of the town to life among the modern day and age. The annual event takes place in the beginning of December as the town celebrates the Christmas season in full regalia. Enjoy the recreational event, and discover the authentic Stockbridge Main Street at Christmas!

For more information on things to do near Brook Farm Inn in winter, download our free Vacation Guide. It is full of the best activities, attractions, restaurants, shops, and more to enjoy during Stockbridge Main Street at Christmas.

There are plenty of wonderful activities to enjoy in the Berkshires during the holiday season. However, Stockbridge Main Street at Christmas is a sure tried and true favorite. This celebration offers a variety of activities, with some highlights including house tours, caroling, holiday readings, and a concert. The three-day weekend event transforms Stockbridge into a fantastical New England setting. Decorations include holiday wreaths, festive lights, and

3 Reasons You Need to See Stockbridge Main Street at Christmas

The Famous Norman Rockwell Stockbridge Painting

Norman Rockwell was famous for his small town landscapes, particularly around the holiday season. His painting Home for Christmas (Stockbridge Main Street at Christmas) is a beautiful telling scene of a past Christmastime in the Berkshires. The original painting is part of the Norman Rockwell Museum permanent collection and has come to symbolize Christmas in America. This Norman Rockwell Christmas village painting takes you on a Christmas Eve stroll down Main Street, past the public library, antique and gift shops, old town office, and Victorian hotel. Beyond this is Rockwell’s very own studio.

A Vintage Christmas!

As intended, Rockwell’s masterpiece conveys a rich, warm feeling of coming home for Christmas. And during the annual event, you will be able to witness the iconic scene yet again. There will be a historic recreation of the painting, featuring vintage automobiles and horse-drawn carriages. There will also be a classic visit from Santa Claus, entertainment from Roger the Jester, and lunch at the Christmas Food Booth. Enjoy the quintessential Stockbridge Main Street at Christmas in its original form, and participate in the jubilation.

Holiday House Tours

The Stockbridge Main Street at Christmas festivities include holiday house tours. You can visit some local historic properties, inns, and private homes donned in their Christmas decor. Just purchase your ticket through the Stockbridge Chamber of Commerce, and enjoy this self-guided tour! It is one of the most popular holiday events in the area.

Stay at Brook Farm Inn

Brook Farm Inn is a wonderful place near Stockbridge to stay during the holidays. Our charming bed and breakfast gives you the historic quality of an old New England manor. Our modern amenities then give you the comforts of the modern-day Berkshires. Enjoy a massage at our spa, and wake up each morning to a delicious breakfast. We hope to see you here for the most magical time of the year!