New Windsor Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ￥109,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Find the Best New Windsor Vacation Packages
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 ￥15,865 per night from Jul 12 to Jul 13
￥15,865
￥18,741 total
Jul 12 - Jul 13
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
"No frills, good price point, clean."
Reviewed on Jun 26, 2026
Homewood Suites Stewart Airport
180 Breunig Rd New Windsor NY
Fully refundableReserve now, pay when you stay
The price is ￥35,942 per night from Jul 17 to Jul 18
￥35,942
￥42,455 total
Jul 17 - Jul 18
includes taxes & fees
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is ￥18,778 per night from Jul 12 to Jul 13
￥18,778
￥21,806 total
Jul 12 - Jul 13
includes taxes & fees
9/10 Wonderful! (1,008 reviews)
"Large room,very clean,exactly what we wanted"
Reviewed on Jun 27, 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.
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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.
