Old Port December Holiday Historic Walking Tour

December 14, 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

  • Small group tours with special rates available year-round.
  • Discover the origins of the Christmas tree and the first Christmas celebrated in America.
  • Learn about the history and culture of Portland's Old Port during the holiday season.

Who Should Attend

This tour is perfect for families, history buffs, and anyone interested in exploring the festive and historic charm of Portland's Old Port during the holiday season.

In the Spotlight

Leigh Rush Olson

Your tour guide and founder of Old Port Historic Tours, with a BA in History and a certification as a Portland History Docent.

About the Venue

Monument Square

The starting point of the tour, located in the heart of downtown Portland, Maine.

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