Sag Harbor Pumpkin Trail
*The event has already taken place on this date: Fri, 10/31/2025
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.
Please help us keep this calendar up to date! If this activity is sold out, canceled, or otherwise needs alteration, email mindy@kidsoutandabout.com so we can update it immediately. If you have a question about the activity itself, please contact the organization administrator listed below.
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.
Location:
Sag Harbor Chamber of Commerce, Wharf Street, Sag Harbor, New York 11963, United States
See map: Google Maps
*Times, dates, and prices of any activity posted to our calendars are subject to change. Please be sure to click through directly to the organization’s website to verify.
Contact name:
Sag Harbor Chamber of Commerce - New York
Email address:
The event has already taken place on this date:
10/31/2025
Time:
1:30 - 3:30 pm
Price:
Free
Ages
All Ages Adults & kids togetherWeb Service