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Hotels in New Windsor

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Choose from 1046 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 ...
8.4/10 Very Good! (1,002 reviews)
Staff was great, the overall condition was not very good, needs a lot of TLC work. Ok for a one night travel stay, but would not recommend for anything longer than that.

Reviewed on Apr 25, 2026

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! (1,002 reviews)
We had a great time with family.

Reviewed on Apr 24, 2026

Homewood Suites Stewart Airport
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 ...
8.8/10 Excellent! (1,003 reviews)
Yes, food was fresh and parking was easy. Only had trouble charging our smart watches during the day. Very odd sitituation. Staff did their best to help us out.

Reviewed on Apr 22, 2026

Sleep Inn & Suites Middletown - Goshen
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 ...
9/10 Wonderful! (1,001 reviews)
We had a amazing stay, it was kid friendly as we enjoyed the pool and space.

Reviewed on Apr 24, 2026

Hyatt Place Poughkeepsie / Hudson Valley
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 ...
8.4/10 Very Good! (1,001 reviews)
not used to old style hotel

Reviewed on Apr 19, 2026

Overlook Lodge at Bear Mountain
Spark by Hilton Fishkill

Spark by Hilton Fishkill

3 out of 5
20 Schuyler Blvd Fishkill NY
  • 24 min drive from New Windsor Cantonment State Historic Site
Book a stay at this golf hotel in Fishkill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
8/10 Very Good! (74 reviews)
The staff, especially Rosseanne, was the best. She was very friendly, attentive, and made sure that if we needed anything, we knew where to get it or who to get it from. Great property!

Reviewed on Apr 21, 2026

Spark by Hilton Fishkill
La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

3 out of 5
551 Route 211 E Middletown NY
  • 43 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 helpful staff and the clean ...
9.4/10 Exceptional! (1,002 reviews)
Yes

Reviewed on Apr 23, 2026

La Quinta Inn & Suites by Wyndham Middletown-Goshen
Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

3 out of 5
24 Crystal Run Xing Middletown NY
  • 42 min drive from New Windsor Cantonment State Historic Site
Stay at this hotel in Middletown. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions ...
8.4/10 Very Good! (1,000 reviews)
Staff eager to help and signed us in earlier than expected. They were very helpful. The room was well fitted out, beds comfortable and all was clean. They were eager to help and provided additional towels when asked to do so. Definitely a place to stay when in Middletown, NY

Reviewed on Apr 22, 2026

Courtyard by Marriott 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! (63 reviews)
Everything was superb. Beautiful facilities. Impeccable service. Flawless attention to detail. Terrific style. Delicious food. Wonderful activities. Absolutely divine! One of the best vacations I have ever had, and one of the most delightful properties I have ever visited.

Reviewed on Apr 2, 2026

Wildflower Farms, Auberge Collection
Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown

3 out of 5
20 Hatfield Ln Goshen NY
  • 41 min drive from New Windsor Cantonment State Historic Site
Book a stay at this business-friendly hotel in Goshen. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.8/10 Excellent! (1,001 reviews)
the properties are clean , good breakfast and the staff are welcoming and smiling .

Reviewed on Apr 23, 2026

Fairfield Inn & Suites by Marriott Goshen Middletown
Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie

3 out of 5
2641 South Road/Route 9 Poughkeepsie NY
  • 37 min drive from New Windsor Cantonment State Historic Site
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
8.8/10 Excellent! (1,002 reviews)
👍

Reviewed on Apr 24, 2026

Courtyard by Marriott Poughkeepsie
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 ...
9/10 Wonderful! (1,004 reviews)
Clean room and big room breakfast good

Reviewed on Apr 23, 2026

Hampton Inn & Suites Poughkeepsie
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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