Sag Harbor 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!
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.
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:
Dates:
10/31/2026
Time:
1:30 - 3:30 pm
Price:
Free
Ages
All Ages Adults & kids togetherWeb Service