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Winter holiday events in North Windham, ME

Winter Tip-Off Basketball Clinics & FUNdraiser
Sun, Jan 4, 9:00 AM
York · 13 Church St
Winter Tip-Off Basketball Clinics & FUNdraiser
Sun, Jan 4, 9:00 AM
York · 13 Church St
Holiday Wreath Making Workshop at Flight Deck Brewing
Tue, Dec 9, 5:00 PM
Brunswick · Flight Deck Brewing
Holiday Wreath Making Workshop at Flight Deck Brewing
Tue, Dec 9, 5:00 PM
Brunswick · Flight Deck Brewing
321 Reindeer Games
Sat, Dec 13, 8:00 AM
Topsham · CrossFit 321
321 Reindeer Games
Sat, Dec 13, 8:00 AM
Topsham · CrossFit 321
Holiday Wreath Making
Sat, Dec 6, 2:00 PM
Raymond · 1261 Roosevelt Trail
Holiday Wreath Making
Sat, Dec 6, 2:00 PM
Raymond · 1261 Roosevelt Trail
UNHOLY NIGHT on Christmas Eve Eve at Rumors!
Tue, Dec 23, 8:00 PM
Biddeford · Rumors
UNHOLY NIGHT on Christmas Eve Eve at Rumors!
Tue, Dec 23, 8:00 PM
Biddeford · Rumors
Downeasters Chorus 2025 Holiday Show
Mon, Dec 15, 7:00 PM
Yarmouth · 317 Main Community Music Center
Downeasters Chorus 2025 Holiday Show
Mon, Dec 15, 7:00 PM
Yarmouth · 317 Main Community Music Center
Once Upon a Christmas Breakfast at Saltwater Grille
Sat, Dec 13, 9:00 AM
South Portland · Saltwater Grille
Once Upon a Christmas Breakfast at Saltwater Grille
Sat, Dec 13, 9:00 AM
South Portland · Saltwater Grille
Kids Gingerbread House Making Class (Sat Afternoon)
Sat, Dec 6, 1:00 PM
Gray · A Little Something at Caswell Farm
Kids Gingerbread House Making Class (Sat Afternoon)
Sat, Dec 6, 1:00 PM
Gray · A Little Something at Caswell Farm
Holiday Charm Bracelet Brunch
Sun, Dec 21, 11:30 AM
Portland · Blind Tiger Portland – Danforth Street
Holiday Charm Bracelet Brunch
Sun, Dec 21, 11:30 AM
Portland · Blind Tiger Portland – Danforth Street
Maine Public Holiday Paint and Sip Night
Sun, Dec 7, 6:00 PM
Portland · Rising Tide Brewing Company
Maine Public Holiday Paint and Sip Night
Sun, Dec 7, 6:00 PM
Portland · Rising Tide Brewing Company
The Holiday Party with Maine Women in Business
Tue, Dec 16, 6:00 PM
Biddeford · The Lincoln Hotel
The Holiday Party with Maine Women in Business
Tue, Dec 16, 6:00 PM
Biddeford · The Lincoln Hotel
Nearly full
Apéro Presents: Holiday Cookie Decorating with Whisked Away Bakery
Sun, Dec 7, 4:00 PM
Biddeford · Apéro
Nearly full
Apéro Presents: Holiday Cookie Decorating with Whisked Away Bakery
Sun, Dec 7, 4:00 PM
Biddeford · Apéro
Fire & Ice Friday Night with The Jim Ciampi Band!
Fri, Dec 12, 6:00 PM
Kennebunkport · Nonantum Resort
Fire & Ice Friday Night with The Jim Ciampi Band!
Fri, Dec 12, 6:00 PM
Kennebunkport · Nonantum Resort
Nearly full
4th Annual Holiday CHEER with the Boosters! Wreath Decorating Event
Sunday at 2:00 PM
Lyman · Rustic Dreams Barn & Venue
Nearly full
4th Annual Holiday CHEER with the Boosters! Wreath Decorating Event
Sunday at 2:00 PM
Lyman · Rustic Dreams Barn & Venue
Just added!
Full Moon Harp Sound Bath
Thu, Dec 4, 6:30 PM
Cape Elizabeth · Ritual Art of Wellness
Just added!
Full Moon Harp Sound Bath
Thu, Dec 4, 6:30 PM
Cape Elizabeth · Ritual Art of Wellness
Jud Caswell's Holiday Show
Sat, Dec 20, 7:00 PM
Freeport · Cadenza
Jud Caswell's Holiday Show
Sat, Dec 20, 7:00 PM
Freeport · Cadenza
Holiday Showcase: Taste, Sip & Meet the Makers - Session 2
Sun, Dec 14, 6:30 PM
Portland · Sissle & Daughters Cheesemongers and Grocers (Formerly The Cheese Shop of Portland)
Holiday Showcase: Taste, Sip & Meet the Makers - Session 2
Sun, Dec 14, 6:30 PM
Portland · Sissle & Daughters Cheesemongers and Grocers (Formerly The Cheese Shop of Portland)
2026 New Years Eve Bash with 13 Black!
Wed, Dec 31, 7:00 PM
Windham · Erik's Church
2026 New Years Eve Bash with 13 Black!
Wed, Dec 31, 7:00 PM
Windham · Erik's Church
Nearly full
Grippy Tannins x Embody — December Holiday Event
Mon, Dec 1, 7:00 PM
Portland · Grippy Tannins
Nearly full
Grippy Tannins x Embody — December Holiday Event
Mon, Dec 1, 7:00 PM
Portland · Grippy Tannins
Just added!
Holiday Cocktail Class
Thu, Dec 11, 6:30 PM
Lyman · 52 S Waterboro Rd
Just added!
Holiday Cocktail Class
Thu, Dec 11, 6:30 PM
Lyman · 52 S Waterboro Rd

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