Old Port December Holiday Historic Walking Tour

December 7, 2025 11:00 am

Monument Square
1 Monument Square, Portland, ME 04041

Explore the rich history and places of interest in Portland's Old Port during this 2-hour, 2-mile walking tour. Discover over 50 historic stops, visit the magical Lobster Trap Tree, and hear the story of Charles Dickens' bizarre visit to the city. The tour starts at Monument Square and ends at the historic home of Henry Wadsworth Longfellow.

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Why We Like It

  • Discover the origins of the Christmas tree and the first Christmas celebrated in America.
  • Learn about the history and significance of the Lobster Trap Tree, a beloved holiday landmark.
  • Hear the fascinating story of Charles Dickens' visit to Portland.

Who Should Attend

This tour is perfect for history buffs, families, and anyone interested in exploring the charming Old Port district of Portland during the holiday season.

In the Spotlight

Leigh Rush Olson

Your tour guide and founder of Old Port Historic Tours, Leigh holds a BA in History and is a certified Portland History Docent. She is also a Daughter of the American Revolution and actively contributes to the Kennebunk community.

Henry Wadsworth Longfellow

The famous American poet, whose historic home you'll visit at the end of the tour, where you'll learn about the history of his famous poem 'Christmas Bells'.

About the Venue

Monument Square

The tour starts and ends in the heart of downtown Portland, at the iconic Monument Square, where the first Christmas tree in America was displayed.

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