Pumpkin Trail

October 31, 2022

Monday, 3:30pm - 5:30pm

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!

When Halloween falls on a weekday, the Pumpkin Trail runs from 3 to 5 p.m. When it falls on a weekend, the hours are 1:30 to 3:30 p.m.

If you are a member and Main Street business owner, let us know if you’d like to participate. Just send us an email at president@sagharborchamber.com, and we’ll make sure you get signage for your window.