Holidays in the Berkshires


Berkshire Museum’s Festival of Trees: Legends of the Berkshires
Festival of Trees: Legends of the Berkshires invites the community to explore tales from the place we call home. Dive into the history of the first recorded baseball game, learn about the famous figures who grew up on your street, and investigate rumors of mysterious sightings in our hills with a collection of bright and colorful winter displays spread across the city of Pittsfield. Wherever your journey takes you, the stories that unfold in the Berkshires are legendary! Festival of Trees will extend from the Berkshire Museum’s galleries into shops, restaurants, offices, and other locations throughout the city.  Don’t forget to take the family for a drive and see Lights with Bells, as neighborhoods  light up their homes decked out in shining holiday cheer .November 30 – January 3, 2021.

Winterlights at Naumkeag
Winterlights is back! Join us, Wednesday – Sunday, for a magical outdoor experience at Naumkeag as it sparkles with thousands of shimmering and artfully designed holiday lights. Bring the whole family for a fun and safe outdoor experience. November 27 – January 17, 2021.

NightWood @ The Mount
NightWood is a sound and light experience that will transform the property into a fantastical winter landscape for the holidays. Inspired by the natural beauty and architecture of The Mount, NightWood will immerse visitors in a series of vignettes designed to evoke elements of fantasy, mystery, and whimsy. November 19 – January 3, 2021.

Norman Rockwell Museum
Bring the family and see the miniature Stockbridge Winter Village and Toy Trainset! More than 20 small scale replicas of the architecturally notable buildings in downtown Stockbridge comprise the display donated by Carol Soeldner. Upon arrival, visit the Wish Tree and write down a wish to hang on the tree. With a nod to the idea embraced by Yoko Ono’s Wish Tree project, started in the 1980’s; the Museum hopes the collective wishes of many different people might display our shared hopes. Timed ticket entry. Thursday – Monday, 10AM – 5PM.

Home for the Holidays at Ventfort Hall
Come and visit Ventfort Hall and see the beautifully decorated mansion for the holidays and enjoy both the lavish holiday decorations and a new exhibition of 20 bronze sculptures by Andrew DeVries, throughout the mansion. Self-guided tours are by reservation at 11:00 am, 12:30 pm and 2:00 pm. Reservations are taken by phone only. Thursday – Tuesday. 

Lenox Winterland First Annual Holiday Tree Walk
We’re painting the town with light for our First Annual Holiday Tree Walk! View 30 lit trees downtown, decorated by artists in partnership with local businesses. December 4 – December 31

Winter Wonderland Walkway at the Stockbridge Library
Stroll through the Holiday Tree walkway all decorated with festive lights. Masks and social distancing required. December 4 – 31, 2020

Daily Events – Virtual

Virtual: A Christmas Carol
Ventfort Hall Mansion and Gilded Ages Museum presents this unforgettable performance has recently been captured on film for all of his fans to enjoy this holiday season. In a spirited one-man performance, Gerald Charles Dickens tells the beloved story of Ebenezer Scrooge’s heartfelt transformation by acting out all 26 characters. View November 26 – December 31, 2020.

Away in a Manger – A Christmas Sing Along
An old-fashioned Christmas sing-along hosted by singer / songwriter Billy Keane and the devine Ms. Wanda Houston and her band, with the help of virtual drop-in Special Guests and the whole Lenox Community. 8PM – 9:30PM. December 24 – December 31.

Stockbridge Main Street. Photo by Joel Laino.

Stockbridge Main Street at Christmas.

Virtual: Main Street Stockbridge at Christmas Celebrations
An online video of over 30 years of celebrations. This video will be available through December 31, 2020.

Virtual: Holiday Concerts Past
An online video mix of Holiday Concerts Past as part of Main Street Stockbridge at Christmas. This video will be available through December 31, 2020.

December 31

Virtual: Bach at New Year’s – All Six Brandenburg Concerti
Sit back in the comfort of your home and enjoy Berkshire Bach Society’s Bach at New Year’s – All Six Brandenburg Concerti. 6PM

Virtual: Pink Martini – Good Riddance 2020!
The Mahaiwe presents everyone’s favorite “little orchestra” Pink Martini brings some much-needed holiday cheer to your living room with “Pink Martini – Good Riddance 2020!” 9PM

Holiday Dining

December 31
Café Boulud at Blantyre
Ring in the New Year at Café Boulud with a festive three course Prix-Fixe menu. $160pp. Reservations required.

Haflinger Haus Restaurant, Tavern & Inn
Special New Year’s menu available for takeout, local delivery and curbside pickup. 4PM – 7:30PM.

Mazzeo’s Ristorante
Special New Year’s Eve menu available for Take Out.

Say goodbye to 2020 and celebrate New Year’s Eve at the Red Lion Inn! Two ($70pp) and Three-course $90pp) menus available with seatings from 6-9:30PM. Enjoy beautiful music from the Tim Ward Quartet playing out the year from 7-1PM. Reservations are required and seating is limited.

Gift Giving – Keeping it Local

Berkshire Paint & Sip
Purchase a gift certificate for friends or family. Each guest joins the virtual party online from the comfort of their own home. All that’s needed is the DIY Paint Kit provided and the individual’s beverage of choice.

Give someone a break from cooking by gifting home deliveries from Braiseworthy or a takeout meal (and cocktail) from their favorite Berkshire restaurant.

Holiday Sale at Hoffman Pottery
3 BIG Deals with 10-75% off! Showroom Sweets, 10% off; Happy Harvest, 15% off; Bargain Bazaar, 25- 75% off.

Soma’s Aromas
Soma’s Aromas is a Berkshire based candle maker specializing in 100% soy candles made with quality phthalate-free fragrances infused with therapeutic grade essential oils. Great gift for that special someone!

Ward’s Nursey & Garden Center
Shop online or visit their delightful Christmas Room displays inside the store, filled with seasonal decorations and twinkling trees.

Berkshire Museums offer a wide variety of gifts for adults and children alike. Check out the gift shops at Berkshire Museum, Hancock Shaker Village, MASS MoCA, Norman Rockwell Museum, and The Clark. And don’t forget the Eric Carle Museum of Picture Book Art, in nearby Amherst, offering imaginative toys, puzzles, games, and more!