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Enjoy Holiday Events in Pittsfield MA

Holiday Events in Pittsfield MA - Lantern with holiday background
Matt Claiborne
Matt Claiborne
December 10, 2021

Pittsfield, MA, is a magical place to enjoy the holidays. The air is perfectly crisp and cool, and the city knows how to celebrate with special events and festive decorations.


The holidays are a time to enjoy concerts, plays, musicals, and time with your family. Cool nights are brightened with holiday lights and festive decorations.

The Berkshires celebrate with an extensive calendar of holiday shows and concerts. Check out the community calendar for events such as the Holiday Pops Concert and St. George Greek Orthodox Church pastry and Spanakopita Sale.

Everyone loves a good musical, and you can't go wrong with the classic White Christmas at the Colonial Theater. It's a holiday show the whole family will enjoy.

For a truly unique and charming holiday experience, check out Hancock Holiday Nights at the Hancock Shaker Village. You'll love seeing the beautiful 19th-century village lit by candlelight and lanterns.


White Christmas the Musical Poster

Irving Berlin’s White Christmas the Musical runs through December 23rd. This unique musical will warm your heart, make you laugh, and have you singing along. White Christmas is full of great music and an incredible story.

The stage adaptation is based on the 1954 movie with Bing Crosby and Danny Kaye. Two World War II buddies team up and run a successful song and dance act in the show. They join a sister act, and love and intrigue follow.

The musical features popular and memorable songs such as White Christmas, Happy Holidays, and Sisters. This charming musical is perfect for the holidays.

White Christmas is performed by the talented Berkshire Theater Group.

Visitors can enjoy the grandeur of The Colonial Theater. The Colonial Theater was initially opened in 1903 and recently underwent a $21 million restoration. Visitors will admire the classic architecture matched with state-of-the-art technological advances.


Hancock Holiday Nights offer visitors the chance to experience holiday magic in the oldest Shaker village in America.

Five beautiful light projections will fill you with joy and wonder. The streets are lit with lanterns, the village is beautifully decorated, and visitors can enjoy the peace of Shaker life.


Woman outdoor with holiday lights

Hancock Holiday Nights run from December 27-29.

The Timber Frame entrance features a holiday wonderland with lit trees and whimsical decorations.

Visitors can meander through the 19th-century village and enjoy the festive decorations. Lanterns light the streets, and candles light the buildings. Sit by the fire and enjoy holiday cocktails. At the end of the evening, say goodnight to the village animals, including sheep and donkeys.

In addition to the holiday decorations, guests can view never-before-seen miniatures crafted by Shaker artists.

Guests can shop at the Mercantile for Shaker-inspired gifts.


Hancock Shaker Village

Hancock Shaker Village is known as a City of Peace. Shakers were farmers who focused on efficient and innovative methods. Their village is beautiful and straightforward.

Hancock Shaker Village is still a working farm. The village has herb and vegetable gardens as well as heritage livestock.

As you explore the village, you'll learn about daily life in Hancock Shaker Village.


The holidays are a magical time in Pittsfield. Stay for all the festivities while being pampered at our boutique hotel in Pittsfield. Happy Holidays!