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Winter holiday events in Milford, CT

Chell's Charcuterie Holiday Wreath Class at Paradise Hills Vineyard
Thu, Dec 11, 6:30 PM
Wallingford · Paradise Hills Vineyard & Winery
Chell's Charcuterie Holiday Wreath Class at Paradise Hills Vineyard
Thu, Dec 11, 6:30 PM
Wallingford · Paradise Hills Vineyard & Winery
Writing into Surrender: Winter as Our Muse for Deeper Creativity
Sat, Dec 13, 1:30 PM
Nyack · Main Street Coworking
Writing into Surrender: Winter as Our Muse for Deeper Creativity
Sat, Dec 13, 1:30 PM
Nyack · Main Street Coworking
Nearly full
Holiday Gingerbread - Parent + Child Workshop
Sat, Dec 20, 12:00 PM
Westport · Wakeman Town Farm
Nearly full
Holiday Gingerbread - Parent + Child Workshop
Sat, Dec 20, 12:00 PM
Westport · Wakeman Town Farm
Holiday Pictures
Saturday at 10:00 AM + 49 more
Wantagh · 3309 Merrick Rd
Holiday Pictures
Saturday at 10:00 AM + 49 more
Wantagh · 3309 Merrick Rd
Big Head Todd and the Monsters: Winter Tour 2026
Thu, Feb 19, 7:30 PM
New Haven · College Street Music Hall
Big Head Todd and the Monsters: Winter Tour 2026
Thu, Feb 19, 7:30 PM
New Haven · College Street Music Hall
New Year's Eve Gala
Wed, Dec 31, 9:00 PM
Milford · The Reign
New Year's Eve Gala
Wed, Dec 31, 9:00 PM
Milford · The Reign
Chunky Knit Snowman Making with Wistfully Woven
Sun, Dec 7, 4:00 PM
Branford · Grey Goat Farmtique
Chunky Knit Snowman Making with Wistfully Woven
Sun, Dec 7, 4:00 PM
Branford · Grey Goat Farmtique
Paint Your Partner - Aquila’s Nest Vineyards (HOLIDAY EDITION)
Thu, Dec 18, 6:30 PM
Newtown · Aquila’s Nest Vineyards
Paint Your Partner - Aquila’s Nest Vineyards (HOLIDAY EDITION)
Thu, Dec 18, 6:30 PM
Newtown · Aquila’s Nest Vineyards
Nearly full
Winter Wonderland 2025
Sat, Dec 13, 1:00 PM
Laurelton · 224-11 141st Ave
Nearly full
Winter Wonderland 2025
Sat, Dec 13, 1:00 PM
Laurelton · 224-11 141st Ave
Just added!
Sugar & Sparkle: Holiday Cookie Class
Wed, Dec 10, 7:30 PM
New Canaan · Roger Sherman Inn
Just added!
Sugar & Sparkle: Holiday Cookie Class
Wed, Dec 10, 7:30 PM
New Canaan · Roger Sherman Inn
Nearly full
YPA 2nd Annual Winter Ball
Mon, Dec 8, 6:00 PM
New York · Goethe-Institut New York
Nearly full
YPA 2nd Annual Winter Ball
Mon, Dec 8, 6:00 PM
New York · Goethe-Institut New York
Winter Bling 2025 Presented by The Legacy Lives Wellness Foundation
Sun, Dec 7, 4:00 PM
Englewood · 202 South Dean Street, Englewood, NJ, USA
Winter Bling 2025 Presented by The Legacy Lives Wellness Foundation
Sun, Dec 7, 4:00 PM
Englewood · 202 South Dean Street, Englewood, NJ, USA
Selling quickly
“Worth Tasting” Downtown New Haven Holiday Culinary Tour - December 2025
Sat, Dec 13, 10:30 AM
New Haven · Omni New Haven Hotel at Yale
Selling quickly
“Worth Tasting” Downtown New Haven Holiday Culinary Tour - December 2025
Sat, Dec 13, 10:30 AM
New Haven · Omni New Haven Hotel at Yale
Selling quickly
Christmas Wreath Making Workshop
Fri, Dec 12, 6:00 PM
Orange · Stappa Vineyard
Selling quickly
Christmas Wreath Making Workshop
Fri, Dec 12, 6:00 PM
Orange · Stappa Vineyard
The Hot Flashes Christmas at Great Hill United Methodist Church
Sun, Dec 7, 4:00 PM
Seymour · 225 Great Hill Rd
The Hot Flashes Christmas at Great Hill United Methodist Church
Sun, Dec 7, 4:00 PM
Seymour · 225 Great Hill Rd
PRU PARRANDA 2025!
Fri, Dec 12, 7:00 PM
West Haven · Cielo Catering and Events
PRU PARRANDA 2025!
Fri, Dec 12, 7:00 PM
West Haven · Cielo Catering and Events
Toydrives & Piledrives
Sun, Dec 7, 1:00 PM
Seaford · 2183a Jackson Ave
Toydrives & Piledrives
Sun, Dec 7, 1:00 PM
Seaford · 2183a Jackson Ave
Sound & Spirit: Winter Sound Bath & Intuitive Card Reading
Wed, Dec 17, 6:00 PM
Bethpage · Twin Flame
Sound & Spirit: Winter Sound Bath & Intuitive Card Reading
Wed, Dec 17, 6:00 PM
Bethpage · Twin Flame
Sales end soon
THE GREAT HOLIDAY TRAIN SHOW
Friday at 10:00 AM + 36 more
Chappaqua · New Castle Historical Society
Sales end soon
THE GREAT HOLIDAY TRAIN SHOW
Friday at 10:00 AM + 36 more
Chappaqua · New Castle Historical Society
Little Holiday Houses Painting Workshop with Local Artist Kara Hoblin
Sun, Dec 14, 11:30 AM
Greenport · Sound View Greenport
Little Holiday Houses Painting Workshop with Local Artist Kara Hoblin
Sun, Dec 14, 11:30 AM
Greenport · Sound View Greenport

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