The Harborfront Guide to Fall in Greenport

As hot summer temperatures finally give way to crisp fall air, Long Island starts to come alive. Between the changing colors on the trees and the fresh excitement of a new season, there is no better place to spend the fall than Greenport.

Our Greenport hotel provides an ideal location to explore the best fall activities Long Island has to offer. From pumpkin patches to wineries, read on to discover some of our favorite things to do in the fall.

Visit Local Farms

Nothing says classic fall quite like a trip to an idyllic farm on the North Fork. Get into the spirit of the season with fun fall activities like apple picking or finding the perfect jack-o’-lantern at a pumpkin patch. Some of our favorite area farms are mKrupski’s Farm, Harbes Family Farm, and Woodside Orchards. These local farms often host fun events including themed corn mazes and fall festivals.

Kontokosta Winery

Enjoy the scenery while sipping exceptional wines at Kontokosta Winery. As the North Fork’s only waterfront tasting room and winery, there’s no better place to take in the changing fall landscape. Whether you’re visiting for a casual weekend escape or looking to host a large event, Kontokosta provides the perfect backdrop for all occasions. 

Shuck Oysters at Little Creek Oysters

Round out your fall week or weekend with a trip to the Little Creek Oyster Farm & Market. Best enjoyed during the colder months, Little Creek’s oysters are harvested directly from the nearby Peconic Bay and are the freshest in town. Get the full experience and “Shuck Yourself,” a local favorite activity where guests can shuck their own oysters. Find this Greenport classic destination just steps from our doors.

Want even more recommendations for fun fall activities? Get in touch with our team for the most up to date information on local events and attractions.