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Winter holiday events in Bennington, VT

Castleton-on-Hudson, NY- Holi-Gay Drag Brunch- Stable Gate Winery
Sat, Dec 20, 2:00 PM
Castleton-on-Hudson · Stable Gate Winery
Castleton-on-Hudson, NY- Holi-Gay Drag Brunch- Stable Gate Winery
Sat, Dec 20, 2:00 PM
Castleton-on-Hudson · Stable Gate Winery
Titans 8U Breakfast with Santa
Sat, Dec 6, 9:00 AM
Fort Edward · Fort Edward Rescue Squad
Titans 8U Breakfast with Santa
Sat, Dec 6, 9:00 AM
Fort Edward · Fort Edward Rescue Squad
Granville 8th Annual Lighted Tractor Parade
Sat, Dec 13, 5:30 PM
Granville · Granville, New York
Granville 8th Annual Lighted Tractor Parade
Sat, Dec 13, 5:30 PM
Granville · Granville, New York
Peak Jazz Series: Jane Monheit Duo
Thu, Dec 18, 7:00 PM
Saratoga Springs · Caffe Lena
Peak Jazz Series: Jane Monheit Duo
Thu, Dec 18, 7:00 PM
Saratoga Springs · Caffe Lena
Tree Decorating and Holiday Crafts on the farm...with Goats!
Sat, Nov 29, 2:00 PM
Williamsburg · Pause & Pivot Farm
Tree Decorating and Holiday Crafts on the farm...with Goats!
Sat, Nov 29, 2:00 PM
Williamsburg · Pause & Pivot Farm
Wind Orchestra Holiday Concert
Sat, Dec 13, 3:00 PM
Guilderland Center · Guilderland High School
Wind Orchestra Holiday Concert
Sat, Dec 13, 3:00 PM
Guilderland Center · Guilderland High School
Holiday Candle Workshop
Thu, Dec 18, 5:00 PM
Otis · Knox Trail Inn
Holiday Candle Workshop
Thu, Dec 18, 5:00 PM
Otis · Knox Trail Inn
FIESTA8: Community Building to Thrive and Prosper
Wed, Dec 3, 6:00 PM
Albany · 677 Prime
FIESTA8: Community Building to Thrive and Prosper
Wed, Dec 3, 6:00 PM
Albany · 677 Prime
Brattleboro Festival of Miniatures Presents: Nativity Shadow Play
Fri, Dec 12, 5:00 PM
Brattleboro · Centre Congregational Church
Brattleboro Festival of Miniatures Presents: Nativity Shadow Play
Fri, Dec 12, 5:00 PM
Brattleboro · Centre Congregational Church
Nearly full
Paint the Town Red 2025
Sun, Dec 7, 1:00 PM
Schenectady · Rivers Casino & Resort Schenectady, Rush Street, Schenectady, NY, USA
Nearly full
Paint the Town Red 2025
Sun, Dec 7, 1:00 PM
Schenectady · Rivers Casino & Resort Schenectady, Rush Street, Schenectady, NY, USA
Nutcracker Paint & Sip
Sat, Dec 6, 4:00 PM
Worthington · The Goldenrod Country Inn
Nutcracker Paint & Sip
Sat, Dec 6, 4:00 PM
Worthington · The Goldenrod Country Inn
Crystal Bowl Sound Bath & Ornament Workshop
Fri, Dec 5, 6:00 PM
Latham · 400 Old Loudon Rd
Crystal Bowl Sound Bath & Ornament Workshop
Fri, Dec 5, 6:00 PM
Latham · 400 Old Loudon Rd
Breakfast with Santa at Wyckoff
Sun, Dec 7, 10:00 AM
Holyoke · Wyckoff Country Club
Breakfast with Santa at Wyckoff
Sun, Dec 7, 10:00 AM
Holyoke · Wyckoff Country Club
Winter Wooden Tray Paint Craze at Skyline Brewing on Tues Dec 9th
Tue, Dec 9, 6:30 PM
Westfield · Skyline Beer Company
Winter Wooden Tray Paint Craze at Skyline Brewing on Tues Dec 9th
Tue, Dec 9, 6:30 PM
Westfield · Skyline Beer Company
Brattleboro Festival of Miniatures Presents: Fritzi’s Flea Circus
Sun, Dec 14, 1:00 PM
Brattleboro · 136 Main St
Brattleboro Festival of Miniatures Presents: Fritzi’s Flea Circus
Sun, Dec 14, 1:00 PM
Brattleboro · 136 Main St
Evergreen Centerpiece
Sun, Dec 14, 1:00 PM
Schenectady · Katie O'Byrnes Restaurant
Evergreen Centerpiece
Sun, Dec 14, 1:00 PM
Schenectady · Katie O'Byrnes Restaurant
Sunday with Santa
Sun, Dec 21, 4:00 PM
Keene · Birdies
Sunday with Santa
Sun, Dec 21, 4:00 PM
Keene · Birdies
Just added!
Holiday Junk Journal Workshop
Fri, Dec 5, 6:00 PM
Schenectady · 158 Lafayette St
Just added!
Holiday Junk Journal Workshop
Fri, Dec 5, 6:00 PM
Schenectady · 158 Lafayette St
Nearly full
Speed Dating With Wingman Of The Year: Albany, NY [Ugly Sweater Edition]
Thu, Dec 11, 7:00 PM
Albany · Lionheart Pub and Brewery
Nearly full
Speed Dating With Wingman Of The Year: Albany, NY [Ugly Sweater Edition]
Thu, Dec 11, 7:00 PM
Albany · Lionheart Pub and Brewery
Nearly full
Winter Wreath Workshop
Thu, Dec 4, 6:30 PM
Wilbraham · Fern Valley Market
Nearly full
Winter Wreath Workshop
Thu, Dec 4, 6:30 PM
Wilbraham · Fern Valley Market

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