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
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
2 out of 5
915 Union Ave, New Windsor, NY
Fully refundableReserve now, pay when you stay
The price is NZ$215 per night from 11 May to 12 May
NZ$215
includes taxes & fees
11 May - 12 May
8.2/10 Very Good! (1,000 reviews)
Great Staff! Exceptionally clean
"Although this is an older property, the room was extremely clean. I did not check in until closet to 10 pm the evening of 4/26 and there was an issue with my reservation, my fault totally! I had inadvertently confirmed my stay for the night before. The gentleman at the front desk ( his name escapes ..."

Reviewed on 28 Apr. 2025

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Homewood Suites Stewart Airport
Homewood Suites Stewart Airport
3 out of 5
180 Breunig Rd, New Windsor, NY
Fully refundableReserve now, pay when you stay
The price is NZ$306 per night from 26 May to 27 May
NZ$306
includes taxes & fees
26 May - 27 May
9.2/10 Wonderful! (1,004 reviews)
"Clean and comfortable. Staff very friendly."

Reviewed on 30 Apr. 2025

Homewood Suites Stewart Airport
Overlook Lodge at Bear Mountain
Overlook Lodge at Bear Mountain
2.5 out of 5
55 Hessian Drive, Bear Mountain State Park, Bear Mountain, NY
Fully refundableReserve now, pay when you stay
The price is NZ$257 per night from 11 May to 12 May
NZ$257
includes taxes & fees
11 May - 12 May
8.2/10 Very Good! (1,001 reviews)
"The staff, room and property were lovely. The view from the porch? Spectacular !!!"

Reviewed on 28 Apr. 2025

Overlook Lodge at Bear Mountain
See all 979 properties in New Windsor
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

7 Hour Private Shopping Tour in Woodbury Common Premium Outlets

Black SUV - 7hs Staying Woodbury Outlets - Up to 6pax - Free Tax

NZ$1,314
per traveller
Black SUV - 7hs Staying Woodbury Outlets - Up to 6pax - Free Tax
See all activities in New Windsor
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.