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 $129 total per night from Jun 28 to Jun 29
$129 total
Jun 28 - Jun 29
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 ...
8.4/10 Very Good! (1,002 reviews)
"The place is in a very safe area but it is a bit of a dump. The AC didnt work until I asked the exceptionally polite staff to fix it and the bathroom door didnt latch, which is a big deal when you have 2 very young kids that dont mind kicking a door open. The bed had what looked like leaf debris ..."
Reviewed on Jun 20, 2026

Homewood Suites Stewart Airport
180 Breunig Rd New Windsor NY
$266 nightly
The price is $314 total per night from Jul 3 to Jul 4
$314 total
Jul 3 - Jul 4
Total with taxes and fees
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 ...

Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
$107 nightly
The price is $124 total per night from Jun 29 to Jun 30
$124 total
Jun 29 - Jun 30
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 breakfast and the helpful ...
9/10 Wonderful! (1,008 reviews)
"An absolutely great staff and lovely room!"
Reviewed on Jun 21, 2026
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.

Lakefront Paradise Pool + Paddle Boats Sleeps 12
Monroe NY
Stay at this vacation home in Monroe. Enjoy private pools, a fitness center, and a garden. Popular attractions Woodbury Common Premium Outlets and The Golf Club ...
10/10 Exceptional! (1 review)
"We had a wonderful week long stay. The house is beautiful and right on the lake, with beautiful views and sunsetsWe were there for a West Point Graduation and was about a 30 minute drive to the school, even on the busy days of the parade and graduation dayThe house had plenty of room for our group ..."
Reviewed on May 26, 2026

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Fort Montgomery NY
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! (139 reviews)
"This is a wonderful 2 person apartment in a private hilltop home with spectacular views of the Hudson River and Rt6 bridge. Included was the use of patio and gas grill. Very nicely furnished with the combination of comfortable furniture and antique decor. The hosts are very friendly and very quick ..."
Reviewed on Jun 5, 2026

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
Greenwood Lake NY
Book a stay at this family-friendly vacation home in Greenwood Lake. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Lion's Field Park ...
9.8/10 Exceptional! (38 reviews)
"Great relaxing stay at this very well thought out home. Comfortable beds and bathrooms. Quiet neighborhood and convenient to markets and restaurants. Only 1 hour from NYC!"
Reviewed on Jun 5, 2026
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
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.
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.
National Purple Heart Hall of Honor
5/5(1 review)
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.
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