I love this time of year in The Berkshires. Here is a list of 15 Holiday Things To Do In The Berkshires. The first winter I spent in The Berkshires was a time of exploration. I had decided that i wanted to buy a country home. Being the cautious person that i am I rented a beautiful house first in Stockbridge, Ma. The rental was for 6 months, hoping that would be long enough for me to see if The Berkshires was the right spot for me. The rental house was way big for me and my dog Spike, but i figured i was going to be inviting many friends to visit me in The Berkshires for weekends and i wanted to have plenty of room for entertaining. The house was owned by the Boston Symphony Orchestra and used in the Summer months during Tangelwood. As i look back so many years later, I believe it was that first snowy Holiday Season, and Winter in Stockbridge, Ma. that made me fall in love with The Berkshires.
Here Are 15 Things To Do during this Holiday Season.
1. 26th Annual Festival of Trees
November 13 – January 2
2. Home for the Holidays
Norman Rockwell presents a special holiday installation of original artworks and objects, including greeting card and cover illustrations, which brought the spirit of the holiday’s home.
November 13 – January 16
Norman Rockwell Museum
3. Holiday Farmers Markets
Williams College Field House on Latham Street in Williamstown 10:00 am–2:00pm.
Old railroad station on Castle Street in Great Barrington 9:00 am–1:00pm
Each location will be offering components for holiday meals from farms and artisan producers in the region along with live entertainment.
4. Michael Feinstein Holiday Show
Mahaiwe Performing Arts Center, Inc.
5. Home “Made” for the Holidays
Featuring juried artisans from the Berkshires and surrounding towns will be held from 11am – 4pm. There will be door prizes and Goodie bags will be given to the first 50 (adult)attendees! A small entrance fee of $2 is charged to offset the cost of advertising.
Jae’s Spice (2nd floor)
297 North St., Pittsfield
6. The Sound of Christmas ~Elisabeth von Trapp & The Empire Brass
Elisabeth von Trapp, was born and raised in Vermont, Elisabeth is the granddaughter of the legendary Maria and Baron von Trapp, whose story inspired The Sound of Music. The Empire Brass, led by Berkshires’ own Rolf Smedvig, dazzles audiences worldwide with their virtuosity and charisma. Their entertaining holiday program combines the classic and the new; covering holiday standards, classical transcriptions, traditional carols and original Empire Brass arrangements.
The Colonial Theatre
7. The Santaland Diaries
A warm and festive little one-man tale that has just the right mix of humor, charm, wit and edge to have everyone rollicking in the aisles. Occasionally subversive, alarmingly clever, engagingly poignant and always side-splittingly funny, this true account of Mr. Sedaris’ time spent working as a Christmas elf in Macy’s Department Store is well on its way to becoming a modern holiday classic.
December 2 – 30
Shakespeare & Company
8. Williamstown Holiday Walk Weekend
An annual event for shopping, entertainment and a fun-filled weekend of holiday cheer. The Festivities begin on Friday, December 3rd at 8:00 PM with the Dave Bennett Septet at the Sterling and Francine Clark Art Institute.
On Saturday, December 4 Images Cinema will host the holiday movie “ELF along with Habitat for Humanity’s Christmas Tree Showcase and the Alternative Gift Fair at the First Congregational Church. The New Toy Collection will be held at The American Legion. The Annual Reindog Parade kicks off on Spring Street and don’t miss the holiday sounds of The Williams Handbell Choir or the Holiday parade with the Williams College Marching Band, Williams College Equestrians and a special visit from Santa. Shops will offer a variety of unique holiday gifts, including jewelry, handmade ornaments, and more. The evening caps off with a Tree Lighting on Spring Street.
On Sunday, December 5 the Williamstown Elementary School hosts the annual Pancake Breakfast and Crafts Fair. Families join in for the free Family Skate at the Williams Rink and a special Tree Lighting will take place at Five Corners in South Williamstown.
December 3 -5
Williamstown Chamber of Commerce
9. Holiday Tree Lighting
At Lilac Park with a visit from Santa Claus.
Lenox Chamber of Commerce
10. Chanukah Puppet Show
The Mystery of Hanukkah Harry
Join Joshua Finkelstein and his best friend Danny as they go on a quest for the identity of the mysterious Hanukkah Harry. They’ll ask for help from the audience as they try to sort out the clues they get from their family and community. Their shenanigans will have the whole audience laughing, yet the show also contains an important lesson about the essence of Hanukkah. As Josh and Danny discover, Hanukkah Harry doesn’t deliver presents; he is alive in anyone who stands up for him or herself and creates a miracle for the people he or she loves. 4:00- 5:30pm. A family show for all ages.
Hevreh of Southern Berkshire, Inc.,
11. Lenox Inn Tour
Tour historic inns (Apple Tree Inn, Birchwood Inn, Rookwood Inn, Garden Gables Inn, Kemble Inn, Gateways Inn, Summer White House, Village Inn) on the Lenox Inn Tour each festively decorated for the Holidays. Tickets are $20.00.
Noon – 5:00pm
Lenox Chamber of Commerce
12. 21st Annual Stockbridge Main Street at Christmas
Stockbridge, made famous by Norman Rockwell’s painting of the village during the holidays, becomes a magical New England setting decorated with holiday wreaths and festive lights, offering a full range of activities, with highlights including a holiday house tours, caroling, and a holiday concert, along with a recreation on Sunday of the scene depicted in Main Street at Christmas, complete with vintage automobiles.
December 4 & 5
Stockbridge Chamber of Commerce
13. A Merry Nutcracker Tea Party
A Merry Nutcracker Tea Party will include traditional as well as new dance themes performed by the dancers from American Dance Institute Ensemble, Albany Berkshire Junior Company, and Academies of Cantarella School of Dance. The ballet will be followed by a Holiday Victorian Tea.
14. Holiday Stroll
The Annual Holiday Stroll from 3:00 – 9:00pm in downtown Great Barrington will feature Santa, carolers; vendors; and the town tree lighting. Restaurants and businesses will be open for holiday shopping/dining and will be offering holiday specials.
Southern Berkshire Chamber of Commerce
Puppeteer Carl Sprague will bring to life the classic fairy tale Rumpelstiltskin. The audience will have the opportunity to meet this wizard, who knows how to pull a few strings, over a Children’s Holiday Tea.
For a more complete list of goings on
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