New Windsor Holidays
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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$138 per night from 8 Feb to 9 Feb
S$138
8 Feb - 9 Feb
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
VERY CLEAN FRIENDLY STAFF!!!!
Reviewed on 27 Jan, 2026
Homewood Suites Stewart Airport
180 Breunig Rd New Windsor NY
Fully refundableReserve now, pay when you stay
The price is S$188 per night from 8 Mar to 9 Mar
S$188
8 Mar - 9 Mar
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
the room was clean and the hotel staff was nice.
Reviewed on 29 Jan, 2026
Courtyard by Marriott Poughkeepsie
2641 South Road/Route 9 Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is S$151 per night from 16 Feb to 17 Feb
S$151
16 Feb - 17 Feb
includes taxes & fees
8.8/10 Excellent! (1,006 reviews)
Room was missing cups for coffee maker, had to go chase some down, but otherwise room was clean and comfortable. Tried to call hotel directly to say I’d. be arriving late and the automated reservation robots kept rerouting me to centralized system. Eventually got to talk to an actual human at the ...
Reviewed on 31 Jan, 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.
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$1,005
per traveller
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* 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.
