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New York's Perfect Escape for a Fall Road Trip

ny fall road trip

Fall is a perfect time for a weekend trip, with the leaves changing color and so many festivities happening around the state. This two-day fall road trip covers some excellent destinations from Tarrytown to Highland Falls, making it a great start to exploring the Hudson Valley.


Muddy Water Coffee & Café, Tarrytown, NY

The first destination is Tarrytown, where you can take a quick coffee break or linger on the couches at Muddy Water Coffee & Café. The little shop has a cozy, pleasant atmosphere, strong coffee, and light pastries.

Rockefeller State Park Preserve, Pleasantville, NY

After lunch, 1,400 acres of pristine, historic hills are yours to explore, thanks to the generosity of the Rockefeller family, who has donated much of it to New York State. Spend the afternoon hiking, horseback riding, and birdwatching at your leisure.

Great Jack O’Lantern Blaze & Horseman’s Hollow, Croton-on-Hudson, NY

In the mood for some Halloween fun after dark? The popular Great Jack O’Lantern Blaze in Croton-on-Hudson will dazzle with elaborate installations made entirely out of Jack O’Lanterns—think huge, glowing pumpkin tunnels, full-size pumpkin dragons, and a “Pumpkin Zee Bridge.” Looking for something spooky? Then you must experience Horseman’s Hollow, a live reenactment of the Legend of Sleepy Hollow in Philipsburg Manor (a 1600s estate in the town where the story was set).

Loch & Quay, Albany, NY

Step into Loch & Quay and be transported back in time. Crafted with reclaimed wood and original finishes, see a remarkable space with a fascinating history. From the old booths that once lined the back room to the mahogany upcycled from a Boardman & Gray piano, each detail is a reminder of the building's past. Discover a memorable experience at this one-of-a-kind spot.

The Thayer Hotel, West Point, NY

This gorgeous hotel overlooking the Hudson makes for a wonderful place to stay the night in the fall. You will be surrounding by dazzling foliage situated in the Hudson Valley. For a really luxurious experience, check out their comfortable suites. 

Harriman State Park, Sloatsburg, NY

This state park is bursting with color come fall. Harriman features 200 miles of hiking trails, 31 lakes, two beaches, two public camping areas, and much more. This is a sight to see when the leaves start to change. 

Ochs Orchard, Warwick, NY

Hidden away in the countryside lies the idyllic family-run Ochs Orchard. Fall in love with the peacefulness of the land and delight in the vast array of fresh fruits, vegetables, and other goodies the market offers. Whether you're looking for a delectable snack or the perfect ingredient, Ochs Orchard is the place to be.

Key Insights at a Glance

  • Fall is a perfect time for a weekend trip in the Hudson Valley.
  • Destinations include Tarrytown, Rockefeller State Park Preserve, Croton-on-Hudson, Albany, West Point, Sloatsburg, and Warwick.
  • Activities include hiking, horseback riding, birdwatching, visiting the Great Jack O’Lantern Blaze and Horseman’s Hollow, exploring Loch & Quay, staying at The Thayer Hotel, and visiting Harriman State Park and Ochs Orchard.

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