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Hotels in New Windsor

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Choose from 1000 New Windsor Hotel Deals

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

2 out of 5
915 Union Ave New Windsor NY
  • 4 min drive from New Windsor Cantonment State Historic Site
Book a stay at this business-friendly hotel in New Windsor. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the ...
8.2/10 Very Good! (1,022 reviews)
Very clean rooms. Bed was comfortable. No complimentary breakfast.

Reviewed on Nov 30, 2025

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Homewood Suites Stewart Airport

Homewood Suites Stewart Airport

3 out of 5
180 Breunig Rd New Windsor NY
  • 6 min drive from New Windsor Cantonment State Historic Site
Stay at this hotel in New Windsor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.2/10 Wonderful! (1,004 reviews)
Great place. Service was good. Place spotless and welcoming.

Reviewed on Nov 30, 2025

Homewood Suites Stewart Airport
Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

2.5 out of 5
60 Centre Dr Central Valley NY
  • 28 min drive from New Windsor Cantonment State Historic Site
Book a stay at this business-friendly hotel in Woodbury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9.2/10 Wonderful! (1,002 reviews)
Staff great room very clean

Reviewed on Dec 3, 2025

Hampton Inn Harriman Woodbury
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive Bear Mountain NY
  • 27 min drive from New Windsor Cantonment State Historic Site
Book a stay at this spa hotel in Bear Mountain. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.2/10 Very Good! (1,001 reviews)
Staff was incredibly kind and the room was super cozy. The inn is beautiful and there is enough to do around.

Reviewed on Dec 3, 2025

Overlook Lodge at Bear Mountain
Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

2.5 out of 5
2361 South Rd Poughkeepsie NY
  • 34 min drive from New Windsor Cantonment State Historic Site
Book a stay at this golf hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our ...
8.8/10 Excellent! (1,000 reviews)
Staff and service is excellent

Reviewed on Dec 1, 2025

Hampton Inn & Suites Poughkeepsie
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
  • 33 min drive from New Windsor Cantonment State Historic Site
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
8.8/10 Excellent! (1,021 reviews)
Lovely property, wonderful staff will definitely return back.

Reviewed on Dec 2, 2025

Hyatt Place Poughkeepsie / Hudson Valley
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
3491 Route 6 Middletown NY
  • 52 min drive from New Windsor Cantonment State Historic Site
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (1,001 reviews)
The stay was excellent. The pool was a perfect temp for all to unwind after a long drive. We enjoyed the breakfast. The staff was very friendly and helpful.

Reviewed on Dec 2, 2025

Sleep Inn & Suites Middletown - Goshen
Wildflower Farms, Auberge Collection

Wildflower Farms, Auberge Collection

5 out of 5
2702 Main St Gardiner NY
  • 40 min drive from New Windsor Cantonment State Historic Site
Book a stay at this luxury resort in Gardiner. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Tuthilltown Spirits and DM Weil Gallery ...
9.4/10 Exceptional! (56 reviews)
Where do I start…. Everything was clean and felt so luxurious. The staff was unbelievably polite, kind, and caring. The grounds are beautiful. The spa is perfect. The amenities are top tier. The food is TRULY farm to table (you can go see the farm on a 5 minute walk if you need proof). Just the perfect ...

Reviewed on Sep 16, 2025

Wildflower Farms, Auberge Collection
Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

2.5 out of 5
2 Bryle Place Chester NY
  • 37 min drive from New Windsor Cantonment State Historic Site
Book a stay at this business-friendly hotel in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (1,000 reviews)
Great , no complaints.

Reviewed on Nov 30, 2025

Holiday Inn Express Hotel & Suites Chester by IHG
Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury

2.5 out of 5
1 Sleep Way Monroe NY
  • 26 min drive from New Windsor Cantonment State Historic Site
Book a stay at this business-friendly hotel in Monroe. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
9.4/10 Exceptional! (1,010 reviews)
Awesome Hotel! Loved feeling the holiday atmosphere with the amazing decorations i took selfies in front of the Christmas tree! Stanley checked me in he was the perfect Host and gave me detailed information about the facility and let me know if i needed anything to let him know. The Room: was clean ...

Reviewed on Nov 25, 2025

Sleep Inn & Suites Monroe - Woodbury
Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

2.5 out of 5
2750 South Road Poughkeepsie NY
  • 38 min drive from New Windsor Cantonment State Historic Site
Stay at this hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
8.6/10 Excellent! (1,012 reviews)
Clean, front desk very nice employee.

Reviewed on Nov 28, 2025

Holiday Inn Express Poughkeepsie by IHG
Windrose On Hudson

Windrose On Hudson

3 out of 5
1 Shady Lane Farm Road Ossining NY
  • 55 min drive from New Windsor Cantonment State Historic Site
Book a stay at this business-friendly hotel in Ossining. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Van Cortlandt Manor and ...
8/10 Very Good! (94 reviews)
Great

Reviewed on Nov 30, 2025

Windrose On Hudson
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find cheap hotels in New Windsor

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How many hotels are there in New Windsor?

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