Pumpkinfest and Regatta: Damariscotta, Maine
Photo courtesy of Damariscotta Pumpkinfest & Regatta

Pumpkinfest and Regatta: Damariscotta, Maine

Every October, the town of Damariscotta hosts Pumpkinfest, a week of squash-centric madness with events ranging from pie-eating contests to a pumpkin catapult. The highlight of the festival is the Pumpkin Regatta, in which participants craft boats from hollowed-out pumpkins and race them across the Damariscotta River. The regatta features two divisions – paddleboat and powerboat – and participants compete for a coveted "Golden Gourd" trophy.

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