Holiday Events and Tree Lightings 2024
This year's holiday gatherings and annual tree lightings are being announced Here's what we have so far in events below. If we're missing any, let us know at info@iBerkshires.com.
Visit our Holiday Bazaars and Craft Fairs list for holiday craft fairs and markets.
Christmas Tree Lightings
Great Barrington: Lightings of the town tree and menorah on Saturday, Dec. 14, at 7 p.m. at Town Hall followed by fireworks. Part of the Shop, Sip & Stroll in the downtown that features crafts, music, hayrides and Santa.
Lenox: Tree lighting in Lilac Park takes place Friday, Dec. 6, by 6 p.m. hosted by the Lenox Community Center. Come early for caroling with the LCC chorus at 5:45 and stay for pictures with Santa Claus in the gazebo. Hot chocolate and cookies will be available and bring a letter for Santa. Letters can be dropped off at the center through Sunday, Dec. 11.
North Adams: Annual event returns on Wednesday, Nov. 27, at 5:30 p.m. at Monument Square. Santa Claus will arrive on the fire engine and give out goody bags. Drury band will perform.
Pittsfield: The tree lighting ceremony will begin at Friday, Dec. 6, at 6 p.m. with at Park Square. Hot chocolate and candy canes will be available and Santa and Mrs. Claus will arrive to ring in the holiday season. Bring a nonperishable food item for the Christian Center's food pantry.
Pownal, Vt.: Tree lighting at Town Hall on Saturday, Dec. 7, at 5 p.m. The festivities start with face painting, the school chorus, hot cocoa and cookies, from 3:30 to 4:30, when Santa arrives. Bring a non-perishable item for the food pantry.
Williamstown: the tree at the Williams Inn will be lighted on Saturday, Dec. 7, at 5 p.m., accompanied by caroling. Part of the annual Holiday Walk.
West Stockbridge: The annual "Sparkles" event hosted by the town's Parks & Recreation will be held on Sunday, Dec. 8, from 4:30 to 6 p.m, with the tree lighting at 5. Join the parade from Congregational Church to Town Hall for music, and gifts from Santa.
Stephentown, N.Y.: Lighted parade and tree lighting on Saturday, Nov. 30. Lighted tractors, side-by-sides, floats, fire trucks and cars, and marching groups step off at 5:30 from the Fire Hall to the Veterans Park for the tree lighting.
Holiday Events
Adams: The Tinseliner Train returns with Santa, caroling and more. The Hoosac Valley Line runs the scenic Christmas train rides weekends through Dec. 15. Tickets from $5 to $25; more information here.
Great Barrington: Southern Berkshire Chamber's Holiday Shop, Sip & Stroll runs Saturday, Dec. 14, in downtown Great Barrington from 2 to 8 p.m. More information here.
Lenox: Winterland starts Friday, Dec. 6, from 4 to 6 with a walk, dowtown shopping and tree lighting. Events will continue on Saturdays, Dec. 7 & 14, with shopping, crafts and Santa. See more information here.
NightWood, a light, sound, and color event, runs at The Mount from Nov. 22 through Jan. 6. Admission is $12 to $27 per person; register here. Lenox Community Night is Dec. 5.
North Adams: First Friday Festivities on Friday, Dec. 6, include self-guided tours of the LumiNAMA displays throughout the downtown, gallery openings, and shopping specials.
Williamstown: The Williamstown Chamber's annual Holiday Walk runs Saturday and Sunday, Dec. 7 and 8, with the popular Reindog Parade at 2 p.m. on Saturday. Activities, including some events Friday night, include breakfast with Santa in the Williams Inn ballroom, card and wreath making, a gingerbread house exhibit, caroling, hot chocolate, photo booths, and others. Some events have admission fees or require registration. See the full list here.
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