New Windsor
Travel Guide
Visit New Windsor
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
915 Union Ave New Windsor NY
The price is CA $127 per night from Oct 18 to Oct 19
CA $127
CA $150 total
Oct 18 - Oct 19
includes taxes & 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 ...
Overlook Lodge at Bear Mountain
55 Hessian Drive Bear Mountain NY
The price is CA $123 per night from Nov 10 to Nov 11
CA $123
CA $146 total
Nov 10 - Nov 11
includes taxes & fees
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 ...
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
The price is CA $134 per night from Nov 9 to Nov 10
CA $134
CA $155 total
Nov 9 - Nov 10
includes taxes & 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! (1,112 reviews)
"Guest room was designed well. Very clean. Comfortable bed. Great shower, strong pressure, like a massage. Breakfast was excellent , fresh and hot. Will be back"
Reviewed on Oct 10, 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.
5 bdrm Victorian, built in 1881-With 21 rooms, on a hill on 4 VERY private acres
New Windsor NY
Stay at this vacation home in New Windsor. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Motorcyclepedia Museum and Newburgh Armory Unity ...
9.8/10 Exceptional! (8 reviews)
"Thank you for sharing this very beautiful home. We were very comfortable and the location was great. We also appreciated the snacks, wine, and stock you had in place when we arrived! Great host!"
Reviewed on Aug 18, 2026
1 Queen Bed | Non-Smoking, Kitchen
Fishkill NY
Stay at this apartment in Fishkill. Enjoy free WiFi, cable/satellite TV service, and air conditioning. Popular attractions Van Wyck Homestead Museum and Fishkill ...
TRANQUIL MOUNTAIN SOLITUDE
Pine Bush NY
Enjoy free WiFi, breakfast (surcharge), and a garden. Popular attractions Ellenville Fault Ice Caves and VerKeerderkill Falls are located nearby.
10/10 Exceptional! (22 reviews)
"Very nice ,clean and relaxing."
Reviewed on Oct 4, 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.
Stay near popular New Windsor attractions
Things to do
Black SUV - 7hs Staying Woodbury Outlets - Up to 6pax - Free Tax
CA $1,091
per traveller
