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From Riverhead to Orient to Montauk

The Eastern End of Long Island, New York City’s backyard beach getaway, offers a variety of fun activities for all ages and interests. From Riverhead to Greenport to Montauk, there are the Hamptons, North Fork farms and vineyards, breweries, scenic beaches, and stunning views. From tall ship festivals to music festivals to drag racing events, to the Long Island Aquarium, Splish Splash, and the Parrish Art Museum, there’s something for everyone.

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Pumpkin Trail in Sag Harbor

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.

The event is finished.


Oct 31 2023


3:00 pm - 5:00 pm

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Sag Harbor Chamber of Commerce


Sag Harbor Chamber of Commerce
(631) 725-0011
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