New Windsor Holidays
Photo by Wanderlustfemale
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Top hotels in 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 S$160 per night from 6 Nov to 7 Nov
S$160
6 Nov - 7 Nov
includes taxes & fees
8.2/10 Very Good! (1,041 reviews)
Friendly staff, easy checkin and clean room! I’ve stayed here twice this year (2025) and wasn’t disappointed.
Reviewed on 2 Nov, 2025
Homewood Suites Stewart Airport
180 Breunig Rd, New Windsor, NY
Fully refundableReserve now, pay when you stay
The price is S$216 per night from 9 Nov to 10 Nov
S$216
9 Nov - 10 Nov
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
I was pleasantly surprised at how convenient the hotel was and would definitely stay here again. I really liked that there was a living room area as well as a bedroom area divided by a door and I was able to keep my cat in the living room area, which gave her space to move around. Honestly, the only ...
Reviewed on 24 Oct, 2025
Hampton Inn & Suites Poughkeepsie
2361 South Rd, Poughkeepsie, NY
Fully refundableReserve now, pay when you stay
The price is S$154 per night from 29 Nov to 30 Nov
S$154
29 Nov - 30 Nov
includes taxes & fees
8.6/10 Excellent! (1,012 reviews)
Service and staff was A+++++
Reviewed on 2 Nov, 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.
What to do in New Windsor
Bear Mountain State Park+ BeaconTown 1-Day Tour From NY
S$121
per adult
Black SUV - 7hs Staying Woodbury Outlets - Up to 6pax - Free Tax
S$1,014
per traveller
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
