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
915 Union Ave New Windsor NY
Fully refundableReserve now, pay when you stay
The price is NT$3,009 per night from Mar 3 to Mar 4
NT$3,009
NT$3,404 total
Mar 3 - Mar 4
includes taxes & fees
8.4/10 Very Good! (1,006 reviews)
Yes I loveed the room will be back soon
Reviewed on 2026/2/15
Homewood Suites Stewart Airport
180 Breunig Rd New Windsor NY
Fully refundableReserve now, pay when you stay
The price is NT$4,093 per night from Mar 11 to Mar 12
NT$4,093
NT$4,630 total
Mar 11 - Mar 12
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
the room was clean and the hotel staff was nice.
Reviewed on 2026/1/29
Courtyard by Marriott Poughkeepsie
2641 South Road/Route 9 Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is NT$3,296 per night from Mar 5 to Mar 6
NT$3,296
NT$3,728 total
Mar 5 - Mar 6
includes taxes & fees
8.8/10 Excellent! (1,012 reviews)
room was clean, quiet, safe area around allot of stores
Reviewed on 2026/2/17
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
National Purple Heart Hall of Honor
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.
Knox's Headquarters State Historic Site
You can spend an afternoon exploring the galleries in Knox's Headquarters State Historic Site during your travels in New Windsor. Check out the shops and top-notch restaurants in this family-friendly area.
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.
Explore a world of travel with Expedia
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- Beacon Vacations
- Ritz Theater
- Benmarl Vineyards and Winery
- Fishkill Vacations
- Palaia Vineyards Winery
- New York Military Academy
- Mid Hudson Children's Museum
- New Windsor Cantonment State Historic Site
- Visit Newburgh
- Visit New Windsor
- Kristi Babcock Memorial Park
- Little Stony Point Park
- Dia Beacon
- Knox's Headquarters State Historic Site
- Orange County Farmers Museum
- National Purple Heart Hall of Honor
- Fun Central
- Karpeles Manuscript Library Museum
- Walden Vacations
- Storm King Art Center
- Visit Vails Gate
- Eisenhower Hall Theater
- Gomez Mill House
- Brotherhood Winery
- Van Wyck Homestead Museum
- West Point Museum
- Newburgh Vacations
- Visit Cornwall-on-Hudson
- Woodbury Common Premium Outlets
- Garrison Art Center
- Bannerman Castle
- Marlboro Vacations
- Foundry Dock Park
- United States Military Academy
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
