New Windsor Chalets from CA $305

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Our top choices for New Windsor chalets

A rustic cabin with a green awning, surrounded by autumn foliage.

1. Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna

Gardiner

Bernice

CA $449 total

includes taxes & fees

Nov 19 - Nov 20

A rustic cabin with a large deck and multiple windows, surrounded by dense forest.

2. Mountain View Retreat w/ Hot Tub, Theater, and Gym

Warwick

Dorian G.

CA $1,932 total

includes taxes & fees

Nov 10 - Nov 11

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Learn more about New Windsor

Nestled along the Hudson River, this historic town boasts the captivating Storm King Art Centre, where massive sculptures dot rolling hills. Nearby, outdoor enthusiasts can hike the trails of Bear Mountain State Park or explore West Point's prestigious military academy.

See all hotels in New Windsor

A calm lake at sunset with trees and grass along the shore.

Top reviews in New Windsor

A multi-story hotel with a prominent entrance, stone pillars, and a well-maintained lawn.

Homewood Suites Stewart Airport

New Windsor

10/10 Excellent

Anonymous traveller

A building with a glass entrance, stone facade, and a red awning.

Comfort Suites Fishkill near Interstate 84

Fishkill

10/10 Excellent

Steeve

A hotel entrance with stone pillars, a covered walkway, and a bench.

Sleep Inn & Suites Monroe - Woodbury

Monroe

10/10 Excellent

Helene

A hotel with a covered entrance, multiple windows, and a sign that reads "Gold Award Winner."

Quality Inn & Suites Fishkill South near I-84

Fishkill

10/10 Excellent

Gabriel

A brick house with a porch, outdoor seating, and string lights.

Cromwell Manor Inn

Cornwall

10/10 Excellent

Cromwell Manor Inn is a beautiful converted mansion built in the 1760s in upstate New York. Right across from summer camps and nature walks, the peaceful natural environment is like having a front row seat to a nature show. The grounds are beautiful, with mature trees, soft grass, and beautiful flowers. It is like something out of a historical painting. During our stay, we were hosted in a blue guest house just at the entrance of the drive. I imagine it must have been the caretaker's residence...

Cynthia Louise