Discover, Celebrate & Connect
There’s always something to do in Greater Portland, Maine! Our charming coastal city is a hub of activity, offering a little something for everyone. Whether you’re exploring our iconic lighthouses, learning about local history through tours and celebrations, or soaking up the arts with exhibitions, live music, and theater performances, Portland is alive with energy. From farmers markets and arts and crafts fairs to music festivals, comedy tours, and sporting events, the calendar is packed year-round.
The Polar Express™ Train Ride
November 15 - December 23
All aboard for a magical holiday adventure! Step into the warmth and wonder of the season as the Conductor welcomes you aboard historic passenger coaches decked out for the holidays. Sip hot chocolate, enjoy cookies, and listen to festive music as the steam locomotive carries you on a roundtrip journey to the North Pole—complete with a visit from Santa himself.
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Monument Square Tree Lighting
November 28 @ 1:00 pm - 7:00 pm
Kick off the holiday season at Portland’s beloved Monument Square Tree Lighting! Enjoy live entertainment, family-friendly activities, and the magical moment when the tree bursts to life with twinkling lights. Bundle up, bring your loved ones, and celebrate the spirit of the season together in the heart of downtown Portland.
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250 Years of Christmas
December 13
Join cultural historian Pamela McColl, author of ’Twas the Night: The Art and History of the Classic Christmas Poem, for a fascinating look at 250 years of American Christmas traditions through poetry and storytelling. Discover the works of Henry Wadsworth Longfellow, Clement Clarke Moore, Harriet Beecher Stowe, Katherine Lee Bates, and more in this cozy, heartwarming holiday program.
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Explore Local Events
For additional events and activities in Portland, Maine, you can explore local calendars and listings featuring arts, culture, community Gatherings, and entertainment happening throughout the city and surrounding areas.
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