Pumpkin Trail

The Sag Harbor Chamber of Commerce has held its annual Halloween Pumpkin Trail for more than 40 years. The first village to offer an opportunity for children to “trick-or-treat” at local businesses, Sag Harbor’s Pumpkin Trail idea soon spread to other villages and areas on the East End. The Pumpkin Trail has become a Sag Harbor tradition everyone looks forward to, with youngsters invited every Halloween to make Sag Harbor’s business district a stop on their trick-or-treat trail. All children dressed in Halloween costumes can look for Chamber member businesses with a Sag Harbor Chamber Pumpkin Trail sign in their window — an invitation to stop by for some treats — no tricks required!