
New Windsor Holidays
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New Windsor Holiday
Our pick of the best New Windsor Hotel Deals

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 NZ$205 per night from 2 Dec to 3 Dec
NZ$205
2 Dec - 3 Dec
includes taxes & fees
8.2/10 Very Good! (1,011 reviews)
The room was very clean and the staff was very nice. The only complaint was the TV - it is small and you have to click through every channel to see what's on as there is no guide. Also, there is no coffee pot in the room, but that's just a minor thing.
Reviewed on 24 Nov 2025

Homewood Suites Stewart Airport
180 Breunig Rd New Windsor NY
Fully refundableReserve now, pay when you stay
The price is NZ$251 per night from 21 Dec to 22 Dec
NZ$251
21 Dec - 22 Dec
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
the receptionist was was great
Reviewed on 22 Nov 2025

Quality Inn Poughkeepsie
536 Haight Ave, Building A Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is NZ$171 per night from 16 Dec to 17 Dec
NZ$171
16 Dec - 17 Dec
includes taxes & fees
7.6/10 Good! (490 reviews)
Room was clean. Staff was kind. Good complimentary breakfast
Reviewed on 23 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

Black SUV - 7hs Staying Woodbury Outlets - Up to 6pax - Free Tax
NZ$1,389
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.

