New Windsor
Travel Guide
Visit New Windsor
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
915 Union Ave New Windsor NY
Fully refundableReserve now, pay when you stay
The price is CA $126 per night from Oct 25 to Oct 26
CA $126
CA $149 total
Oct 25 - Oct 26
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 ...
8.4/10 Very good! (1,004 reviews)
"This hotel holds to the 3 pm check in time with the worst attitude. The rude, unfriendly staff have no interest in making any effort to accommodate its guests."
Reviewed on Oct 18, 2026
Overlook Lodge at Bear Mountain
55 Hessian Drive Bear Mountain NY
The price is CA $146 per night from Nov 4 to Nov 5
CA $146
CA $173 total
Nov 4 - Nov 5
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 ...
8.4/10 Very good! (1,004 reviews)
"We had issues with exterior lock to the cabin. Resulted in being locked out in the evening. Lock was not repaired during our stay. The outdoor remained unlocked although our interior room door was secure."
Reviewed on Oct 19, 2026
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
The price is CA $133 per night from Nov 15 to Nov 16
CA $133
CA $154 total
Nov 15 - Nov 16
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! (1,126 reviews)
"👌"
Reviewed on Oct 19, 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
2 Queen Beds | 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 ...
8.4/10 Very good! (26 reviews)
The reviews were not reflective of what my sister and I found. The beds were co ...
"The reviews were not reflective of what my sister and I found. The beds were comfortable and clean. The bathroom was a nice size. The kitchenette was nice to have although you should bring paper plates and plastic utensils as well as a coffee maker and cups and glasses. Ice, if you will need it. ..."
Reviewed on Oct 12, 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 ...
7.8/10 Good! (26 reviews)
"The property was clean and pet friendly. However, the small extended stay room with a kitchen had no glasses or bowls or flat ware. You can't expect any additional accomodations beyond the room."
Reviewed on Oct 12, 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
Bear Mountain Full-Day Oktoberfest Scenic Cruise
CA $101
per adult
84% of travellers recommend
Black SUV - 7hs Staying Woodbury Outlets - Up to 6pax - Free Tax
CA $1,091
per traveller
