New Windsor Holidays
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Top Flight + Hotel Deals in New Windsor
Price found within the past 48 hours. Click for updated prices.
The Crossroads Hotel, Newburgh
Price was €1,677, price is now €1,623 per person
€1,623
per person
8 Dec - 12 Dec
found 19 hours ago
Return direct flight included
Dublin (DUB) to Newburgh (SWF)
7.4/10 Good! (557 reviews)
The elevator was not working and we were on the third floor. We arrived to the hotel twice with police and ambulances there. Guests in the hotel were smoking marijuana outside so the smell was atrocious. The stairwell was in shambles and dimly lit. Our bathroom door was disgusting with dirt all over it.
Reviewed on 12 Oct 2025
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Price was €1,655, price is now €1,655 per person
€1,655
per person
8 Dec - 12 Dec
found 19 hours ago
Return direct flight included
Dublin (DUB) to Newburgh (SWF)
8.4/10 Very Good! (1,005 reviews)
Nice hotel with the lake view. The location is convenient and the price is affordable for a visit to West Point
Reviewed on 13 Oct 2025
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 €106 per night from 14 Oct to 15 Oct
€106
14 Oct - 15 Oct
includes taxes & fees
8.2/10 Very Good! (1,005 reviews)
"Solo le falta una remodelación, pero estaba limpio, buen olor , muy amables los del servicio"
Reviewed on 7 Oct 2025
Homewood Suites Stewart Airport
180 Breunig Rd, New Windsor, NY
Fully refundableReserve now, pay when you stay
The price is €151 per night from 26 Oct to 27 Oct
€151
26 Oct - 27 Oct
includes taxes & fees
9.2/10 Wonderful! (1,004 reviews)
"Clean and modern, friendly staff, great breakfast, and ev chargers worked!"
Reviewed on 10 Oct 2025
Overlook Lodge at Bear Mountain
55 Hessian Drive, Bear Mountain State Park, Bear Mountain, NY
Fully refundableReserve now, pay when you stay
The price is €116 per night from 10 Nov to 11 Nov
€116
10 Nov - 11 Nov
includes taxes & fees
8.2/10 Very Good! (1,006 reviews)
"Incredibly peaceful when walking in the forest. Swimming in the lake and stream was amazing"
Reviewed on 6 Oct 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
Taste the Hudson Valley with Gourmet Beacon Food Tour
€116
per adult
Woodbury Common Shopping Experience with Private Driver-Guide
€942
per traveller
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
