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Holiday events
in Windsor, ME

Discover the best Holiday events in your area and online

Holiday
Windsor
Date

Most popular events

Oktoberfest 2026 primary image

Oktoberfest 2026

Sat, Sep 26 • 5:00 PM

Boothbay Craft Brewery, Tavern & RV, Adams Pond Road, Boothbay, ME, USA

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Mother’s Day Soirée primary image

Mother’s Day Soirée

Sun, May 10 • 11:30 AM

Blind Tiger Portland – Danforth Street

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Portland, ME Oktoberfest 2026 primary image

Portland, ME Oktoberfest 2026

Sat, Sep 26 • 4:00 PM

Mathew's

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Portland, ME Halloween Bar Crawl primary image

Portland, ME Halloween Bar Crawl

Sat, Oct 24 • 4:00 PM

Mathew's

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Veterans Memorial Day Cruise 2026 primary image

Veterans Memorial Day Cruise 2026

Mon, May 25 • 4:00 PM

Songo River Queen II Dock

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Kennebunkport Christmas Prelude Trolley Rides primary image

Kennebunkport Christmas Prelude Trolley Rides

Fri, Dec 4 • 9:30 AM + 77 more

Seashore Trolley Museum

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Happy Trolleyween! primary image

Happy Trolleyween!

Fri, Oct 23 • 9:45 AM + 23 more

Seashore Trolley Museum

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Fourth of July Lobster Bake primary image

Fourth of July Lobster Bake

Sat, Jul 4 • 7:00 PM

The Lodge on the Cove

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