3/5 - Okay
Verified traveler
We had a chance to go to the Walkway Over the Hudson River and that was GREAT!
New Windsor, NY
Travel Guide
Visit New Windsor
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
915 Union Ave, New Windsor, NY
$109 nightly
The price is $123 total per night from Oct 6 to Oct 7
$123 total
Oct 6 - Oct 7
Total with taxes and fees
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! (1,019 reviews)
"T"
Reviewed on Sep 30, 2025
Homewood Suites Stewart Airport
180 Breunig Rd, New Windsor, NY
$161 nightly
The price is $182 total per night from Oct 26 to Oct 27
$182 total
Oct 26 - Oct 27
Total with taxes and fees
Stay at this 3-star 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! (1,001 reviews)
"The property is somewhat worn. It needs facelift."
Reviewed on Sep 29, 2025
Quality Inn Poughkeepsie
536 Haight Ave, Building A, Poughkeepsie, NY
$92 nightly
The price is $106 total per night from Nov 3 to Nov 4
$106 total
Nov 3 - Nov 4
Total with taxes and fees
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.8/10 Good! (436 reviews)
"Really wonderful staff."
Reviewed on Sep 28, 2025
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.
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Fort Montgomery
Stay at this cottage in Fort Montgomery. Enjoy free WiFi, a garden, and patios. Popular attractions Bear Mountain State Park and Manitoga The Russel Wright Design ...
9.8/10 Exceptional! (104 reviews)
"Most beautiful views in town! Wish we could have seen the fall foliage. Quick drive to West Point. Very nice hosts!"
Reviewed on Aug 31, 2025
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Carmel Hamlet
Stay at this vacation home in Carmel. Enjoy free WiFi, a garden, and laundry facilities. Our guests praise the property condition in our reviews. Popular attractions ...
10/10 Exceptional! (90 reviews)
"Wonderful stay at this spectacular home. Great rest in the wilderness but still close to lakes and city of cold springs and the hudson river. Lookig forward to a return visit"
Reviewed on Aug 31, 2025
Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC! No Pet Fees!
Holmes
Stay at this cabin in Holmes. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Lake Dutchess and Wonder Lake State Park are located ...
10/10 Exceptional! (178 reviews)
"The online reviews and the accuracy of what was advertise pretty spot on. Well stocked, I underestimated the towels provided part lol. We were able to extend our stay since lucky for is there was availability to extend the stay. So cozy, pictures doesn’t really do justice, but the atmosphere was ..."
Reviewed on Sep 23, 2025
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.
Popular places to visit
Kristi Babcock Memorial Park
Kristi Babcock Memorial Park is just one of the places to see in New Windsor, so why not enjoy the other things to explore during your travels? You can attend a sporting event while in the area.
New Windsor Cantonment State Historic Site
You can find out about the history of New Windsor with a stop at New Windsor Cantonment State Historic Site. You can attend a sporting event while in the area.
National Purple Heart Hall of Honor
You can study the exhibits at National Purple Heart Hall of Honor, a museum with a storied past, during your trip to New Windsor. You can attend a sporting event while in the area.
Things to do
Hudson Valley Wine and Food Day Trip with Sommelier host from NYC
$159
per adult
Reviews of New Windsor
4
Top Destination
5/5 - Excellent
Verified traveler
Quite, felt safe
4/5 - Good
Verified traveler
I did however have alot of stink bugs in my room which can be very annoying
4/5 - Good
Verified traveler
The abandon buildings across the street from hotel was quite unnerving. We had no idea of the area and was quite apprehensive when we approached the hotel. We were never in New Windsor before. We asked at the concierge desk. Felt better.
4/5 - Good
Verified traveler
I like New Windsor . Nice community very quiet. Some people was friendly.
4/5 - Good
Verified traveler
I liked my stay a new Windsor. Homewood suites is a very nice hotel. Expedia on the other hand, I would never use again.
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