A great hiking trail in New York should have a variety of attributes to draw you in. Of course, natural beauty is a must, but factors like history and unique terrain certainly add to the appeal. One of the best trails in the Empire State that belongs on anyone’s bucket list is the Overlook Mountain Trail. This trail is moderately difficult, but trust us, it’s worth the effort. Not only is the trail itself a fascinating trip through nature and time, but the end destination is a fire tower that will allow you to see for miles and miles. There’s nothing like a bird’s eye view of New York!

Many people hike the Overlook Mountain Trail to get a better look at the ruins of the Overlook Mountain hotel. The trail is a popular 4.6-mile out and back trek through the Overlook Mountain Wild Forest.
Nancy Delgadillo/Alltrails
The Overlook Mountain House was once a popular resort for wealthy New Yorkers. The property suffered damage from several fires and had to be rebuilt several times before finally closing down.
Changju Lee/Alltrails
A surprising amount of the structure still remains and you can walk through the concrete ruins.
Not only does this gem of a trail contain these fascinating ruins, it's also got a fire tower that boasts some of the best views in New York.
Yorleny Moreno/Alltrails

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You can see for miles up here!
Geneviéve Roy/Alltrails
If you visit in warmer months, you'll be greeted by the lush greenery of the Catskills. If the sky is clear, you can even see the Hudson Valley.
Michael Beekman/Alltrails
Snow-filled views during the winter look like a winter wonderland fit for a Christmas card.
Mark Walsh/Alltrails
This is a phenomenal view that's equally beautiful at any time of year!
Rebecca Collins/Alltrails

For more information about this scenic hike in New York, check out our friends at Alltrails.

Have you hiked the Overlook Mountain trail? Share your experiences in the comments!

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Overlook Mountain, Woodstock, NY 12498, USA