Fall Day Trips From NYC

Autumn is a magnificent season to visit many of the top travel destinations near New York. It’s only during this season that you can view thousands of intricately carved jack o’ lanterns, go pumpkin- and apple- picking, and take scenic railway rides through lush forests tinged scarlet and gold. Here are our favorite spots to partake in these and other autumnal activities.


Connecticut’s Litchfield is enchanting any time of the year, with its remote, rural setting and community of acclaimed artists and writers, but autumn is an especially lovely time to visit. During September and October, you can go leaf-peeping among the region’s many barns and sample pumpkins, butternut squash, and acorn squash at Arethusa Farm’s award-winning Al Tavolo restaurant.

Sleepy Hollow

Yet another classic autumn destination is Sleepy Hollow, the setting for Washington Irving’s famously creepy “The Legend of Sleepy Hollow.” As the story takes place in October, it’s during this time that many tourists choose to visit sites throughout the traditional main village and a haunted-house attraction that references the book.

The Catskills

The Catskills also become quite picturesque during the autumn, and a great way to view the foliage is by taking one of the Catskill Mountain Railroad’s two seasonal rides, The Catskill Fall Flyer and Pumpkin Express. (The latter adds on a lesson in Catskill jack o’ lantern history.) For Halloween enthusiasts, there’s even October’s Rails of Terror “haunted-train” ride.

Jim Thorpe

Pennsylvania’s Jim Thorpe is a fixture on lists like “the most beautiful small towns in America” and “underrated small towns,” and autumn is an excellent time to acquaint yourself with its charms. The town and surrounding Carbon County offer a delightful fall-foliage festival, an Oktoberfest event, and — of course — scenic train rides through the Poconos.

Apple Farms

Be sure to experience apple-picking season while the farms are open, generally between September and early November. New Yorkers’ favorites include Wightman Farm in Morristown, New Jersey, featuring hayrides and a “corn pit”; Sun High Orchard in Randolph, New Jersey, featuring a petting zoo; and Yorktown Heights’ Wilkens, featuring peach orchards and a winery.

The Great Jack O’Lantern Blaze

If you’ve never seen a pumpkin flotilla or another kind of jack o’lantern event, you must visit the Great Jack O’Lantern Blaze in Croton-on-Hudson. Not only is it easily accessible from the city via the Metro-North, but it’s a truly dazzling display, with more than 7,000 carved gourds, as well as food tents serving seasonal treats.

Take advantage of these seasonal day trips during an extended stay at Sutton Court. Visit our website and start planning your stay today.

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