New Windsor Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to Rp173.195 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

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 Rp1.669.763 per night from 17 Mar to 18 Mar
Rp1.669.763
Rp1.888.920 total
17 Mar - 18 Mar
includes taxes & fees
8.4/10 Very Good! (1,005 reviews)
Everything was amazing

Reviewed on 3 Mar 2026

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 Rp2.324.287 per night from 11 Mar to 12 Mar
Rp2.324.287
Rp2.629.350 total
11 Mar - 12 Mar
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
Good

Reviewed on 26 Feb 2026

Homewood Suites Stewart Airport
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
3491 Route 6 Middletown NY
Fully refundable
The price is Rp1.838.106 per night from 8 Mar to 9 Mar
Rp1.838.106
Rp2.171.418 total
8 Mar - 9 Mar
includes taxes & fees
8.6/10 Excellent! (1,007 reviews)
Concierge was quite unfriendly and I’m being nice. Asked for additional blankets since room was cold and never received. Noise above room was unbearable. I do not plan to stay again.

Reviewed on 28 Feb 2026

Sleep Inn & Suites Middletown - Goshen
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

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.