
New Windsor Holidays
- Plan, book, travel with confidence
Better together
Save up to €185 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
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 €111 per night from 25 Aug to 26 Aug
€111
25 Aug - 26 Aug
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
"Staff was super friendly with my 9 year old and I. It was qiuet and we had plenty of room. I would go again any time. NY is a little far away for a weekend trip but I really loved it."
Reviewed on 23 Aug 2025

Homewood Suites Stewart Airport
180 Breunig Rd, New Windsor, NY
Fully refundableReserve now, pay when you stay
The price is €174 per night from 2 Sept to 3 Sept
€174
2 Sept - 3 Sept
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
"Everything was just fine no issues at all"
Reviewed on 20 Aug 2025

The Crossroads Hotel, Newburgh
5 Lakeside Rd, Newburgh, NY
The price is €99 per night from 2 Sept to 3 Sept
€99
2 Sept - 3 Sept
includes taxes & fees
7.2/10 Good! (522 reviews)
"I enjoyed the location. The place was clean and employees were very pleasant"
Reviewed on 21 Aug 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

Hudson Valley Wine and Food Day Trip with Sommelier host from NYC
€137
per adult
Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.