New Windsor Vacations

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Find the Best New Windsor Vacation Packages

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 NT$3,311 per night from Oct 5 to Oct 6
NT$3,311
NT$3,745 total
Oct 5 - Oct 6
includes taxes & fees
8.2/10 Very Good! (1,019 reviews)
"T"

Reviewed on 2025/9/30

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 NT$5,000 per night from Oct 13 to Oct 14
NT$5,000
NT$5,656 total
Oct 13 - Oct 14
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
"Everything was just fine no issues at all"

Reviewed on 2025/8/20

Homewood Suites Stewart Airport
Quality Inn Poughkeepsie

Quality Inn Poughkeepsie

2.5 out of 5
536 Haight Ave, Building A, Poughkeepsie, NY
Fully refundableReserve now, pay when you stay
The price is NT$2,783 per night from Nov 3 to Nov 4
NT$2,783
NT$3,232 total
Nov 3 - Nov 4
includes taxes & fees
7.8/10 Good! (436 reviews)
"Really wonderful staff."

Reviewed on 2025/9/28

Quality Inn Poughkeepsie
See all 978 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.

Discover the most popular places to visit in New Windsor

Kristi Babcock Memorial Park

Kristi Babcock Memorial Park is just one of the places to see in New Windsor, so why not enjoy the other things to explore during your travels? You can attend a sporting event while in the area.

Kristi Babcock Memorial Park

New Windsor Cantonment State Historic Site

You can find out about the history of New Windsor with a stop at New Windsor Cantonment State Historic Site. You can attend a sporting event while in the area.

New Windsor Cantonment State Historic Site

National Purple Heart Hall of Honor

5/5(1 review)

You can study the exhibits at National Purple Heart Hall of Honor, a museum with a storied past, during your trip to New Windsor. You can attend a sporting event while in the area.

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