Holidays in the Berkshires

Ongoing

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, Tuesday – 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 3, 2021.

Williamtown Holiday Walk: Story Walk
Stroll through the Willliamstown Downtown Business District and read A Snowy Day finding pages among the store windows. November 27 – December 13

Ioka Valley Farm
Get away from the hustle and bustle of the holiday season and come to the farm where a real Christmas tree makes “Scents!” Ioka Valley Farm offers three varieties of Christmas trees and a hayride in “Santa’s Cap” to the Christmas Tree Plantation. Weekends, November 27 – December 20, 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.

Ventfort Hall Holiday House Tour
Experience the historic property all dressed up for the holidays. 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 – On Site

December 2
Holiday Lights at Arrowhead
Come experience the season in a whole new light! Special tour experience at Arrowhead includes seasonal readings by Melville, Hawthorne and other 19th century writers. Artifacts from the collection on display including toys, games and clothing from 1850-1950. Conclude your tour with holiday readings from local author Kevin O’Hara, Arrowhead’s fall Writer-in-Residence, as he shares new tales inspired by his time writing in Melville’s study. 5:30PM

Hand Sew a Christmas Stocking
Explore basic hand sewing techniques with IS183 Art School of the Berkshires in this 2-hour workshop and bring your holiday decor ideas to life! Design your stocking, create a pattern, choose your fabrics, and learn basic stitches to create a masterpiece to hang from your mantle (or anywhere!). 6PM – 8PM

December 4
Benefit Holiday Wreath Sale
The wreaths are coming to the Lichtenstein Center for the Arts! We have been blessed with over 40 local artists who have committed to creating their spectacular works. Although we cannot celebrate our artists and our good fortune together, this year the format is a grab and go, as we will open the Lichtenstein to the public, limited numbers, with masks and all CDC guidelines in place. All proceeds benefit the South Congregational Food Pantry in Pittsfield. 12PM – 6PM

Lenox Winterland
Lenox Winterland Tree Lighting
Join us for the Tree lighting at Lilac Park and visit with Santa at the Lenox Community Center.

Berkshire Botanical Holiday Marketplace
Holiday Marketplace Online featuring the legendary Gallery of Wreaths. Beginning December 3, choose from a collection of unique, one-of-a-kind designer wreaths on display virtually through the Garden’s online Shop and pre-schedule curbside pickup to assure safe, quick delivery directly to your vehicle. 10AM – 4PM

Holiday Memories
Inspired by Truman Capote’s autobiographical short story about his own experiences growing up in depression-era Alabama, the play Holiday Memories recounts a friendship between two wayward souls, a precocious young boy, Buddy, and his adult cousin, Sook. Amongst pine trees, they bake fruitcakes and welcome the coming holiday season, reminding us of the many different forms of families and the importance of our shared humanity. Outside in the Courtyard at Unicorn Theatre, Stockbridge. 6:30PM

Stockbridge Holiday Story Walk
Children may visit Story walk around the outside of the library featuring the book Red Sled by Lita Judge.

December 5
Berkshire Botanical Holiday Marketplace
Holiday Marketplace Online featuring the legendary Gallery of Wreaths. Beginning December 3, choose from a collection of unique, one-of-a-kind designer wreaths on display virtually through the Garden’s online Shop and pre-schedule curbside pickup to assure safe, quick delivery directly to your vehicle. 10AM – 4PM

Holiday Memories
Inspired by Truman Capote’s autobiographical short story about his own experiences growing up in depression-era Alabama, the play Holiday Memories recounts a friendship between two wayward souls, a precocious young boy, Buddy, and his adult cousin, Sook. Amongst pine trees, they bake fruitcakes and welcome the coming holiday season, reminding us of the many different forms of families and the importance of our shared humanity.  Outside in the Courtyard at Unicorn Theatre, Stockbridge. 3pm & 6:30PM.

Santa’s Mail Express
Families will board the train at Adams Station and journey to deliver their letter to Santa’s Mail Express Train, waiting to depart for the North Pole. Along the way we’ll stop to pick up Mrs. Claus, who will distribute special paper children will use to write their message. Once the train pulls into North Adams, families will de-board and be greeted by Santa and his waiting train. Here, children can drop their letter and know the Jolly Ol’ Elf himself received their Christmas wishes. 2PM, 4:30PM, 6:30PM.

Stockbridge Holiday Story Walk
Children may visit Story walk around the outside of the library featuring the book Red Sled by Lita Judge.

December 6
Virtual: Chanukah LIVE!
Grab your energetic children and join our friends from mainstages for an engaging, value-based virtual performance, which will include tons of interactive games and activities guaranteed to stretch your kids’ imaginations and get their bodies moving, while simultaneously offering Chanukah fun for the whole family! This is a live participatory show. 10AM.

Holiday Memories
Inspired by Truman Capote’s autobiographical short story about his own experiences growing up in depression-era Alabama, the play Holiday Memories recounts a friendship between two wayward souls, a precocious young boy, Buddy, and his adult cousin, Sook. Amongst pine trees, they bake fruitcakes and welcome the coming holiday season, reminding us of the many different forms of families and the importance of our shared humanity.  Outside in the Courtyard at Unicorn Theatre, Stockbridge.3PM

Santa’s Mail Express
Families will board the train at Adams Station and journey to deliver their letter to Santa’s Mail Express Train, waiting to depart for the North Pole. Along the way we’ll stop to pick up Mrs. Claus, who will distribute special paper children will use to write their message. Once the train pulls into North Adams, families will de-board and be greeted by Santa and his waiting train. Here, children can drop their letter and know the Jolly Ol’ Elf himself received their Christmas wishes. 2PM, 4:30PM, 6:30PM.

Stockbridge Holiday Story Walk
Children may visit Story walk around the outside of the library featuring the book Red Sled by Lita Judge.

Create Holiday Containers
Give your gifts in style this holiday season! Join IS183 Art School of the Berkshires workshop to create artful packaging. Together we’ll use assorted collage papers, magazine pages, decorative napkins, and more to explore collage techniques to beautify recycled boxes and containers. 10AM – 11:30PM

December 7
Holiday Card Printmaking
Make your own holiday cards this season, while exploring the basics of relief printing. Design, carve, and print unique greetings for friends and loved ones, with a few simple materials, and create printing blocks you can use again and again! 6PM – 8PM

December 9
Holiday Lights at Arrowhead
Come experience the season in a whole new light! Special tour experience at Arrowhead includes seasonal readings by Melville, Hawthorne and other 19th century writers. Artifacts from the collection on display including toys, games and clothing from 1850-1950. Conclude your tour with holiday readings from local author Kevin O’Hara, Arrowhead’s fall Writer-in-Residence, as he shares new tales inspired by his time writing in Melville’s study. 5:30PM

Unsilent Night at The Mount
Unsilent Night is an original composition by Phil Kline, written specifically to be heard outdoors in the month of December. It takes the form of a promenade in which the audience becomes the performer, traveling along the grounds of The Mount. 5PM

December 12
Hancock Holidays
Our annual tradition continues! It’s a full day of fun for all ages, including drop-in cookie decorating and ornament making workshops (small fee applies), artisan demos, a gingerbread contest, story time with Santa (registration required), caroling, a fire pit, and Shaker talks. And, of course, a visit with the animals in the barn is a must. Most activities included with admission. 10AM – 4PM

Holiday Memories
Inspired by Truman Capote’s autobiographical short story about his own experiences growing up in depression-era Alabama, the play Holiday Memories recounts a friendship between two wayward souls, a precocious young boy, Buddy, and his adult cousin, Sook. Amongst pine trees, they bake fruitcakes and welcome the coming holiday season, reminding us of the many different forms of families and the importance of our shared humanity.  Outside in the Courtyard at Unicorn Theatre, Stockbridge. 6:30PM

Santa’s Mail Express
Families will board the train at Adams Station and journey to deliver their letter to Santa’s Mail Express Train, waiting to depart for the North Pole. Along the way we’ll stop to pick up Mrs. Claus, who will distribute special paper children will use to write their message. Once the train pulls into North Adams, families will de-board and be greeted by Santa and his waiting train. Here, children can drop their letter and know the Jolly Ol’ Elf himself received their Christmas wishes. 2PM, 4:30PM, 6:30PM.

Emma at Shakespeare & Company
Emma Woodhouse prides herself on being a matchmaker with an impeccable track record, much to the chagrin of her dear friend Mr. Knightley. Her latest scheme revolves around the sweet Harriet Smith, whom Emma advises to reject a perfectly good marriage proposal in favor of another eligible bachelor.  With screwball comedy and surprises aplenty, this fresh, fast-paced adaptation interprets the Jane Austen classic in delightfully unconventional ways.

December 13

Fire On Ice – Outdoor Menorah Ice Carving and Lighting
Watch as a six foot ice menorah is carved and then illuminated in a traditional candle lighting as ice meets fire in this celebration of the Festival of Lights. Social distancing and masks required. At Berkshire Jewish Federation of the Berkshires, 196 South Street, Pittsfield, MA.  4PM

December 13
Santa Brunch at The Red Lion Inn
Join Santa in the lobby from 11:30PM – 1:30PM. Brunch served from 12-4PM.

Emma at Shakespeare & Company
Emma Woodhouse prides herself on being a matchmaker with an impeccable track record, much to the chagrin of her dear friend Mr. Knightley. Her latest scheme revolves around the sweet Harriet Smith, whom Emma advises to reject a perfectly good marriage proposal in favor of another eligible bachelor.  With screwball comedy and surprises aplenty, this fresh, fast-paced adaptation interprets the Jane Austen classic in delightfully unconventional ways.

Holiday Memories
Inspired by Truman Capote’s autobiographical short story about his own experiences growing up in depression-era Alabama, the play Holiday Memories recounts a friendship between two wayward souls, a precocious young boy, Buddy, and his adult cousin, Sook. Amongst pine trees, they bake fruitcakes and welcome the coming holiday season, reminding us of the many different forms of families and the importance of our shared humanity. Outside in the Courtyard at Unicorn Theatre, Stockbridge. 3PM

Santa’s Mail Express
Families will board the train at Adams Station and journey to deliver their letter to Santa’s Mail Express Train, waiting to depart for the North Pole. Along the way we’ll stop to pick up Mrs. Claus, who will distribute special paper children will use to write their message. Once the train pulls into North Adams, families will de-board and be greeted by Santa and his waiting train. Here, children can drop their letter and know the Jolly Ol’ Elf himself received their Christmas wishes. 12PM, 2:30PM,4:30PM.

December 16
Holiday Lights at Arrowhead
Come experience the season in a whole new light! Special tour experience at Arrowhead includes seasonal readings by Melville, Hawthorne and other 19th century writers. Artifacts from the collection on display including toys, games and clothing from 1850-1950. Conclude your tour with holiday readings from local author Kevin O’Hara, Arrowhead’s fall Writer-in-Residence, as he shares new tales inspired by his time writing in Melville’s study. 5:30PM

December 18
Holiday Memories
Inspired by Truman Capote’s autobiographical short story about his own experiences growing up in depression-era Alabama, the play Holiday Memories recounts a friendship between two wayward souls, a precocious young boy, Buddy, and his adult cousin, Sook. Amongst pine trees, they bake fruitcakes and welcome the coming holiday season, reminding us of the many different forms of families and the importance of our shared humanity.  Outside in the Courtyard at Unicorn Theatre, Stockbridge. 6:30PM

December 19
Berkshire Grown Holiday Farmers Market – Great Barrington
Featuring locally grown and produced foods and gifts, including fruits and vegetables, cheeses, meats, breads, yarn, and more! At Eisner Camp, 3 Brookside Road, Great Barrington. 10AM – 2PM

Holiday Memories
Inspired by Truman Capote’s autobiographical short story about his own experiences growing up in depression-era Alabama, the play Holiday Memories recounts a friendship between two wayward souls, a precocious young boy, Buddy, and his adult cousin, Sook. Amongst pine trees, they bake fruitcakes and welcome the coming holiday season, reminding us of the many different forms of families and the importance of our shared humanity.  Outside in the Courtyard at Unicorn Theatre, Stockbridge. 3PM & 6:30PM.

Santa’s Mail Express
Families will board the train at Adams Station and journey to deliver their letter to Santa’s Mail Express Train, waiting to depart for the North Pole. Along the way we’ll stop to pick up Mrs. Claus, who will distribute special paper children will use to write their message. Once the train pulls into North Adams, families will de-board and be greeted by Santa and his waiting train. Here, children can drop their letter and know the Jolly Ol’ Elf himself received their Christmas wishes. 2PM, 4:30PM, 6:30PM.

December 20
Berkshire Grown Holiday Farmers Market – Williamstown
Featuring locally grown and produced foods and gifts, including fruits and vegetables, cheeses, meats, breads, yarn, and more! NEW Location at Greylock Works, 508 State Road, North Adams. 10AM – 2PM

Holiday Memories
Inspired by Truman Capote’s autobiographical short story about his own experiences growing up in depression-era Alabama, the play Holiday Memories recounts a friendship between two wayward souls, a precocious young boy, Buddy, and his adult cousin, Sook. Amongst pine trees, they bake fruitcakes and welcome the coming holiday season, reminding us of the many different forms of families and the importance of our shared humanity.  Outside in the Courtyard at Unicorn Theatre, Stockbridge. 3PM

Santa’s Mail Express
Families will board the train at Adams Station and journey to deliver their letter to Santa’s Mail Express Train, waiting to depart for the North Pole. Along the way we’ll stop to pick up Mrs. Claus, who will distribute special paper children will use to write their message. Once the train pulls into North Adams, families will de-board and be greeted by Santa and his waiting train. Here, children can drop their letter and know the Jolly Ol’ Elf himself received their Christmas wishes. 12PM, 2:30PM,4:30PM.

Daily Events – Virtual

BSC’s Holiday Getaway!
A holiday cabaret to shake your blues away and experience the warmth, humor and joy of 3 of our favorite Broadway performers – Alan H. Green, Alysha Umpress and Joel Waggoner. They will sing some hilarious new holiday songs, some feel-good traditional songs and provide lots of holiday cheer — filmed in the theatre for your viewing pleasure at home. 7:30PM. December 18 – December 23

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.

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 2
Michael Solomonov Virtual Chanukah Cooking Class
A Chanukah gift to the Community from the The Jewish Federation of the Berkshires. Learn to make Apple Shrub, Abe Fisher’s Potato Latkes, Roman Artichokes with Arugula and Olive Oil, Poached Salmon, and Sfenj with Cinnamon and Sugar with Michael Solomonov, Executive Chef and Co-owner of Zahav, the 2019 James Beard Foundation award winner for Outstanding Restaurant. He will dazzle in this virtual cooking event. Registration required. 7PM

Williamtown Holiday Walk: Virtual Tree Lighting
Join the Williamstown Chamber of Commerce and surprise visitors for Williamstown’s Virtual Tree Lighting on Facebook Live! 5PM

December 6
Virtual: A Reading from Dickens
What if Scrooge were a woman? Bestselling novelist and award-winning audiobook narrator Alison Larkin changes the gender of Scrooge in this timely and fresh adaptation of A Christmas Carol.

Virtual: Chanukah LIVE!
Grab your energetic children and join our friends from mainstages for an engaging, value-based virtual performance, which will include tons of interactive games and activities guaranteed to stretch your kids’ imaginations and get their bodies moving, while simultaneously offering Chanukah fun for the whole family! This is a live participatory show. 10AM.

December 17
Virtual: Have yourself a Rockin’ Little Christmas with Lucinda Williams
Mahaiwe Performing Arts Center presents award-winning, revered singer/songwriter Lucinda Williams on an unprecedented musical journey spanning time and multiple genres with her latest endeavor, Lu’s Jukebox! 8PM

December 31
Back at New Year’s
Eugene Drucker returns to lead a celebratory program for Bach at New Year’s in collaboration with the Mahaiwe Performing Arts Center, recorded on the Mahaiwe stage and streamed directly to you. 6PM

Holiday Dining

December 24
Christmas Eve Dinner at the Red Lion Inn served 5:30-8:30PM with an À La Carte Menu. Reservations are recommended; seating is limited.

December 25
Enjoy Christmas Day at the Red Lion Inn. Dinner seatings are from 12-7:30pm, offering a Prix-Fixe Menu of $100pp + tax & gratuity. Children 12 & under are $50pp. The menu includes an Amuse, Appetizer, Entrée, Dessert, Coffee & Tea. Reservations are recommended, seating is limited.

December 31
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.

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

Pop Up Holiday Market
Tired of online shopping? Want to support local businesses? Come visit Hancock Shaker Village on Saturdays, 10AM – 2PM, and see our curated selection of goods by regional artisans, offering everything from cozy hand-knit mittens to unique jewelry, clothing, bath products, toys, and more. November 28 – December 19, 2021.

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!