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Maine’s Pumpkin Trail

September 1, 2018 - October 31, 2018

Squashbucklers, fall foliage seekers and artists young and old: make your way to the Mid-coast for Maine’s Pumpkin Trail! From Labor Day through October, celebrate the arts, history and giant fruit with the Maine Maritime Museum, VisitFreeport, Boothbay Railway Village and Damariscotta Pumpkinfest and Regatta. Maine’s Pumpkin Trail covers 40 miles of Maine’s most charming coastline and features cruises, train rides, giant racing pumpkinboats, parades, street art, flying & smashing pumpkins, and events for the entire family! All aboard for Maine’s Pumpkin Trail!

Download the 2018 Event Calendar (PDF) or Follow Maine’s Pumpkin Trail on Facebook to plan your next adventure!


Special thanks to the Maine Office of Tourism for supporting this partnership.



September 1, 2018
October 31, 2018