Holiday Happenings in the Berkshires

Ongoing Events

Festival of Trees at Berkshire Museum
2019 Festival of Trees: Hero’s, is a celebration of those who inspire us featuring more than 100 dazzling, decorated holiday trees. November 16 – December 5, 2020

Winterlights at Naumkeag
Naumkeag will be illuminated with thousands of shimmering holiday lights and designed light installations with performances and activities for the whole family. Don your coats, pull on your boots and join us for a new family tradition! Weekends, November 22 – January 1. 

Holiday House Tours at The Mount
Join us as we celebrate the holidays in keeping with the customs and traditions of the Gilded Age. Festive decorations throughout the mansion provided by the Lenox Garden Club and special events throughout December. 11AM – 4PM. Weekends, November 23 – January 5.


December 31
The Magic of David Hall
Ring in the New Year with Berkshire Museum! Join Boston-based magician David Hall as he performs amazing magic and astonishing illusions. Refreshments will be served in the Crane Room at noon. 11AM – 12PM & 1PM – 2PM.

Blantyre New Year’s Eve Gala
Yeah Baby! Ring in 2020 with Black Tie or Austin Powers style. Food stations, cocktails, dancing and a midnight champagne toast. Call for tickets!

The Proprietors Lodge, Lanesborough
Cocktail hour, prix fixe menu and music by The Remedy Band. 7pm – 12:30AM

New Year’s Eve at The Williams Inn
Visit The Barn for a special New Year’s Eve three-course prix fixe dinner featuring filet & butter-poached lobster, duck, or halibut entrées. Priced at $75 per person, this culinary event is sure to end the decade on a high note.

Bach at New Year’s
“Bach at New Year’s” with the Berkshire Bach Ensemble, Director and Soloist Eugene Drucker, Co-Founder of the Emerson String Quartet, and Harpsichordist Kenneth Weiss, performing Johann Sebastian Bach’s Six Brandenburg Concerti. Celebrate the New Year in Style! At Mahaiwe Performing Arts Center, Great Barrington, MA. 6PM – 9PM

New Year’s Eve at the Colonial Theatre with Max Creek
Max Creek has reached its fourth decade of playing music, and you’d be hard pressed to find a music fan in the Northeast that hasn’t heard of them. Creek’s style lacks pretense; there is no genre title that can define them. From the beginning, they mixed rock, country, reggae, soul, jazz and calypso in with their own great songwriting, and it all comes out sounding like Creek. 8:30PM – 10:30PM

Red Lion Inn New Year’s Eve Gala, Stockbridge
Delight in the festivities and ring in the New Year!

New Year’s Eve Bash
Ring in the New Year at The Stationary Factory with Whiskey City, dinner, dancing, games and more! 6pm – 12:30AM