Your version of Internet Explorer is not longer supported. Please upgrade your browser.

Winter holiday events in Freeport, ME

Kennebunkport Christmas Prelude Trolley Rides
Friday at 9:30 AM + 83 more
Kennebunkport · Seashore Trolley Museum
Kennebunkport Christmas Prelude Trolley Rides
Friday at 9:30 AM + 83 more
Kennebunkport · Seashore Trolley Museum
Fireside Igloo Rentals at Captain's Christmas
Friday at 11:00 AM + 19 more
Kennebunkport · Kennebunkport Captains Collection
Fireside Igloo Rentals at Captain's Christmas
Friday at 11:00 AM + 19 more
Kennebunkport · Kennebunkport Captains Collection
Tinsel & Tease: Holiday Burlesque
Sat, Dec 20, 8:00 PM
Brunswick · Tonic
Tinsel & Tease: Holiday Burlesque
Sat, Dec 20, 8:00 PM
Brunswick · Tonic
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
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 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
Selling quickly
Full Moon Harp Sound Bath
Thursday at 6:30 PM
Cape Elizabeth · Ritual Art of Wellness
Selling quickly
Full Moon Harp Sound Bath
Thursday at 6:30 PM
Cape Elizabeth · Ritual Art of Wellness
Paint Party - 18" MDF Wood Sled - Cardinal or Snowman Face
Mon, Dec 15, 6:00 PM
Hallowell · Town Line Sports Grille
Paint Party - 18" MDF Wood Sled - Cardinal or Snowman Face
Mon, Dec 15, 6:00 PM
Hallowell · Town Line Sports Grille
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
Selling quickly
Holiday Showcase: Taste, Sip & Meet the Makers - Session 1
Sun, Dec 14, 5:30 PM
Portland · Sissle & Daughters Cheesemongers and Grocers (Formerly The Cheese Shop of Portland)
Selling quickly
Holiday Showcase: Taste, Sip & Meet the Makers - Session 1
Sun, Dec 14, 5:30 PM
Portland · Sissle & Daughters Cheesemongers and Grocers (Formerly The Cheese Shop of Portland)
Nearly full
Paint Party - Holiday Lighthouse - Nov. 30 - Tj's Place 2-4:30
Tomorrow at 2:00 PM
Winthrop · TJ's Pizzeria
Nearly full
Paint Party - Holiday Lighthouse - Nov. 30 - Tj's Place 2-4:30
Tomorrow at 2:00 PM
Winthrop · TJ's Pizzeria
Sales end soon
Gingerbread House Making: An Adults-Only Holiday Night Out
Thursday at 5:00 PM
Kennebunkport · Kennebunkport Captains Collection
Sales end soon
Gingerbread House Making: An Adults-Only Holiday Night Out
Thursday at 5:00 PM
Kennebunkport · Kennebunkport Captains Collection
Adult Story Time with THEM Burlesque | Smutty Holidays
Fri, Dec 19, 8:00 PM
Portland · Novel
Adult Story Time with THEM Burlesque | Smutty Holidays
Fri, Dec 19, 8:00 PM
Portland · Novel
Sales end soon
Grippy Tannins x Embody — December Holiday Event
Monday at 7:00 PM
Portland · Grippy Tannins
Sales end soon
Grippy Tannins x Embody — December Holiday Event
Monday at 7:00 PM
Portland · Grippy Tannins
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
Christmas Themed Murder/Mystery Dinner at WillowsAwake Winery
Fri, Dec 19, 6:00 PM
Leeds · WillowsAwake Winery and No.10 Eatery
Nearly full
Christmas Themed Murder/Mystery Dinner at WillowsAwake Winery
Fri, Dec 19, 6:00 PM
Leeds · WillowsAwake Winery and No.10 Eatery
Sales end soon
Christmas at Hidden Grace Farm
Tomorrow at 10:00 AM
Hollis · Hidden Grace Farm
Sales end soon
Christmas at Hidden Grace Farm
Tomorrow at 10:00 AM
Hollis · Hidden Grace Farm
Capital City Improv Presents - Hallmark Holiday: UNSCRIPTED
Sat, Dec 6, 7:30 PM
Readfield · Readfield Union Meeting House
Capital City Improv Presents - Hallmark Holiday: UNSCRIPTED
Sat, Dec 6, 7:30 PM
Readfield · Readfield Union Meeting House
Selling quickly
Intro to Backcountry Ski and Snowboard Night - #PortlandBackcountryNight
Sun, Dec 14, 6:00 PM
Portland · The Portland Club
Selling quickly
Intro to Backcountry Ski and Snowboard Night - #PortlandBackcountryNight
Sun, Dec 14, 6:00 PM
Portland · The Portland Club
New Year's Eve Spectacular
Wed, Dec 31, 7:30 PM
Gardiner · Johnson Hall Opera House
New Year's Eve Spectacular
Wed, Dec 31, 7:30 PM
Gardiner · Johnson Hall Opera House

Trends in Freeport

Explore more trends

Explore more trends