Winter holiday events in Great Barrington, MA
2025 Holiday Boxwood Tree Making at The LEAF
Tue, Dec 16, 6:00 PM
Southington · The Lewis Educational Agricultural Farm (The LEAF)
2025 Holiday Boxwood Tree Making at The LEAF
Tue, Dec 16, 6:00 PM
Southington · The Lewis Educational Agricultural Farm (The LEAF)
Tá an Geimhreadh Tagtha: Winter Has Come — The Winter Solstice
Sun, Dec 21, 2:00 PM
Farmington · Stanley-Whitman House
Tá an Geimhreadh Tagtha: Winter Has Come — The Winter Solstice
Sun, Dec 21, 2:00 PM
Farmington · Stanley-Whitman House
The Flutter Express Holiday Sightseeing & Shopping in NYC!
Wed, Dec 3, 6:00 AM
Rensselaer · Rensselaer, NY (Yankee Trails), Albany, NY (Crossgates Commons), Catskill, NY (Catskill Commuter Lot, NYS Thruway Exit 21) You can select your preferred pick-up location when placing your ticket order.
The Flutter Express Holiday Sightseeing & Shopping in NYC!
Wed, Dec 3, 6:00 AM
Rensselaer · Rensselaer, NY (Yankee Trails), Albany, NY (Crossgates Commons), Catskill, NY (Catskill Commuter Lot, NYS Thruway Exit 21) You can select your preferred pick-up location when placing your ticket order.
The Flutter Express Sightseeing & Holiday Shopping in NYC!
Wed, Dec 17, 6:00 AM
Rensselaer · Rensselaer, NY (Yankee Trails), Albany, NY (Crossgates Commons), Catskill, NY (Catskill Commuter Lot, NYS Thruway Exit 21) You can select your preferred pick-up location when placing your ticket order.
The Flutter Express Sightseeing & Holiday Shopping in NYC!
Wed, Dec 17, 6:00 AM
Rensselaer · Rensselaer, NY (Yankee Trails), Albany, NY (Crossgates Commons), Catskill, NY (Catskill Commuter Lot, NYS Thruway Exit 21) You can select your preferred pick-up location when placing your ticket order.
Masterpiece Art Bar Holiday Sled Painting (Ticketed)
Wed, Dec 17, 6:00 PM
Westfield · Great Awakening Brewing Co
Masterpiece Art Bar Holiday Sled Painting (Ticketed)
Wed, Dec 17, 6:00 PM
Westfield · Great Awakening Brewing Co
A Christmas Carol: Holiday Dinner Theater Traditon
Sun, Dec 7, 1:00 PM
Kingston · Best Western Plus Kingston Hotel and Conference Center
A Christmas Carol: Holiday Dinner Theater Traditon
Sun, Dec 7, 1:00 PM
Kingston · Best Western Plus Kingston Hotel and Conference Center
Tumbler Snow Globe Class with Angie's Alchemy
Wed, Dec 10, 6:00 PM
South Windsor · Connecticut Valley Brewing Company
Tumbler Snow Globe Class with Angie's Alchemy
Wed, Dec 10, 6:00 PM
South Windsor · Connecticut Valley Brewing Company
Tavern Carolers Dinner: December 5
Fri, Dec 5, 5:30 PM
West Springfield · Irish House Restaurant and Trinity Pub at the Irish Cultural Center
Tavern Carolers Dinner: December 5
Fri, Dec 5, 5:30 PM
West Springfield · Irish House Restaurant and Trinity Pub at the Irish Cultural Center
Holiday House First Look: Candlelight Holiday Shop and Walk-Through
Wed, Dec 3, 3:30 PM
Albany · Albany County Historical Association
Holiday House First Look: Candlelight Holiday Shop and Walk-Through
Wed, Dec 3, 3:30 PM
Albany · Albany County Historical Association
Santa Visits & More Magical Fun! (DECEMBER 2025 Appointments)
Mon, Dec 1, 2:30 PM + 316 more
Deerfield · Yankee Candle Village
Santa Visits & More Magical Fun! (DECEMBER 2025 Appointments)
Mon, Dec 1, 2:30 PM + 316 more
Deerfield · Yankee Candle Village
The Snow Maiden
Sat, Dec 13, 3:00 PM + 1 more
Amherst · Amherst-Pelham Regional High School Auditorium
The Snow Maiden
Sat, Dec 13, 3:00 PM + 1 more
Amherst · Amherst-Pelham Regional High School Auditorium
Cozy Crafting: Holiday Book Folding & Floral Design Workshop
Sat, Dec 6, 1:00 PM
Schenectady · 158 Lafayette St
Cozy Crafting: Holiday Book Folding & Floral Design Workshop
Sat, Dec 6, 1:00 PM
Schenectady · 158 Lafayette St
