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What to do in Brattleboro

Between Monday, November 17, 2025 and Friday, January 16, 2026

Enfield Community Chorus Winter Holiday Concert
Dec 13Enjoy a festive winter holiday concert by the Enfield Community Chorus.
Triumph Dealer Holiday Party
Dec 13A holiday party hosted by Triumph of Enfield.
Enfield Community Chorus Winter Holiday Concert
Dec 14Enjoy a festive winter holiday concert by the Enfield Community Chorus.
A Christmas Carol
Dec 17Celebrate the holiday season with New England's largest production of Charles Dickens' A Christmas Carol, a newly retooled production.
Sister's Christmas Catechism
Dec 19It's CSI: Bethlehem in this holiday mystery extravaganza, by the author of the Late Nite Catchism series.
Cara Brindisi Presents: The 3rd Annual Winter Solstice Concert
Dec 20A musical performance for the winter solstice.
A Christmas Carol
Dec 21A theatrical performance of Charles Dickens' classic tale.
Night Lights: Dazzling Gardens
Nov 22Celebrate the magic of the winter season with a stunning display of dazzling garden lights.
Worcester Children's Chorus Mid-Season Auditions
Dec 9Mid-season auditions for the Worcester Children's Chorus.
Northampton Historical Commission Meeting
Dec 15A public meeting of the Northampton Historical Commission.
Kimaya Diggs Holiday Show
Dec 19The fifth annual Kimaya Diggs & Friends holiday show.
The Writers Collective
Dec 15A recurring weekday gathering to foster creativity and collaboration among writers.
A Minecraft Movie "Family Fun Day" Free Movie Screening
Dec 28Free screening of a Minecraft movie for a family fun day
moe. special guest Eastbound Jesus
Dec 28Live music performance by moe. with special guest Eastbound Jesus
Evening Capitol Tours for the Holidays
Dec 26Take a special holiday-themed tour of the historic New York State Capitol.
Capital Region Kwanzaa Celebration
Dec 26A local celebration marking Kwanzaa.
Wednesday Team Trivia @ Emack & Bolio's Ice Cream
Dec 24Test your knowledge at a fun trivia night.
Holiday Story Time at the Mall
Dec 22Enjoy a special story time for children.
46th Annual Christmas Parlour Tour
Dec 22A tour of historic homes in Albany decorated for the holiday season.
Winter Light Walk
Dec 23Experience a festive display of lights.
Ice Skating
Dec 28Public ice skating session at the Douglas N. Everett Arena.
Ice Skating
Dec 27Public ice skating session at the Douglas N. Everett Arena.
Ice Skating
Dec 22Public ice skating session.
Adult Stick & Puck
Dec 22Ages 14 and up. Helmet and gloves required. Full equipment recommended. $15 admission. Goalies free.
Muppet Christmas Carol Sing-Along
Dec 22A family-friendly event. RSVP required.
Winter Old Capitol Farmer's Market
Dec 25A winter farmer's market offering local goods.
Stella Cole in Concert
Dec 23A concert performance by Stella Cole.
The Ice Rink at MGM Springfield
Dec 28Outdoor ice skating available at MGM Springfield.
The Ice Rink at MGM Springfield
Dec 27Outdoor ice skating available at MGM Springfield.
ROAR! Comedy: New England's Funniest
Dec 28A comedy show featuring New England's funniest comedians.
Springfield Thunderbirds vs. Providence Bruins
Dec 27An AHL hockey game between the Springfield Thunderbirds and the Providence Bruins.
Storytime Stations
Dec 27Family-friendly event with storytime. RSVP required.
Adult Stick Practice
Dec 26Ice hockey stick practice for adults (ages 14 and up). Helmet and gloves required.
GRINCHY Seaglass Christmas Tree & Wine Tasting
Dec 23Create a Grinch-themed seaglass Christmas tree while enjoying wine tasting.
GRINCHY Seaglass Christmas Tree & Wine Tasting
Dec 22Create a Grinch-themed seaglass Christmas tree while enjoying wine tasting.
Christmas Eve Services
Dec 24A later Christmas Eve service at The First Church.
Christmas Eve Services
Dec 24An early Christmas Eve service at The First Church.
Christmas Eve Candlelight Service
Dec 24A candlelight service to celebrate Christmas Eve.
Family Christmas Eve Service
Dec 24A Christmas Eve service for families.
Christmas Village at Westfir Lodge
Dec 27Enjoy live music, Christmas Carolers, shop the holiday market and visit with Santa.
Winter at WAM
Dec 22Welcome winter and the holidays with new art, musical performances, and various events throughout the season.