Damariscotta Pumpkinfest and Regatta in Damariscotta
Damariscotta Pumpkinfest and Regatta fills downtown with giant Atlantic pumpkins decorated by local artists and displayed throughout Damariscotta and Newcastle. Growers bring oversized pumpkins in for festival weigh-offs before the weekend's parade, contests, and family activities take over, and a regatta turns some of the largest pumpkins into floating, paddled boats.
Downtown Damariscotta feels slightly unreal in the best way: shopfronts, crisp fall air, and dozens of Atlantic Giant pumpkins painted and carved into characters, creatures, and jokes that make you stop in the middle of the sidewalk.