Road Trip

14 Best Hudson Valley and Catskills Hotels and Cabins to Explore Upstate

Explore the best New York has to offer outside of the Big Apple
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Photo courtesy of Eastwind Hotel &  Bar

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While tourists might flock to New York City year round, there are tens of thousands of miles to be explored outside of Manhattan. The Hudson Valley and Catskills hotels give you a a starting point to explore it all. Head north of the five boroughs for just a few short hours and you’ll find yourself immersed in nature, history and, of course, boutique hotels and super chic cabins. Hot spots like Kingston, Woodstock, and Hudson all offer unique upstate New York charms, so we rounded up a few of our favorite places to stay in the Hudson Valley and the the Catskills regions for the winter and beyond. Read on for family friendly getaways, the best hotels for romantic retreats, and a few sprawling properties to spend time with friends in magical New York state surroundings.

Hudson Valley & Catskills Hotels

Eastwind Hotel and Bar, Windham

You’ll find plenty to do any season at the Eastwind Hotel and Bar. During the winter months, you can ski at nearby Windham and Hunter mountains, cook in front of a fire pit (with hotel-provided BBQ kits no less), or unwind in a Finnish style sauna. When weather allows, explore one of the many nearby hiking trails or partake in some outdoor yoga. The 1920s-era lodge, located in the so-called “gem of the Catskiils“ offers guests several experiences: Stay in a Lushna, one of the glamping cabins on the property, or book a more traditional guest room, decked out with high end linens and Scandinavian style vintage furniture.

Hutton Brickyards, Kingston

Less than two hours from NYC in the Hudson Valley, Kingston is full of industrial charm–and the Hutton Brickyards provides a healthy dose of it for those looking. Located on 73 acres of Hudson river-front landscape, a series of 31 cabins are a welcome change from average hotel rooms, with amenities like breakfa