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Find Romantic Hotels in New Windsor, NY

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Pick from 2 New Windsor Romantic Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Homewood Suites Stewart Airport
3.0 star property
9.4 out of 10, Exceptional, (950)
"The property was very clean. The check-in and check out were effortless. We were able to check into a room once we arrived at the property and we were able to get an extended check out, as a Hilton honors member. Perfect stay for the night. "
The price is AED 496
AED 559 total
includes taxes & fees
2 Dec - 3 Dec
Homewood Suites Stewart Airport
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
2.0 star property
8.4 out of 10, Very Good, (1002)
"Property was very clean. Staff was very friendly and accommodating. The diner/bar at the end of the driveway was super helpful. Additionally other restaurants are close by for pickup or DoorDash."
The price is AED 400
AED 450 total
includes taxes & fees
6 Nov - 7 Nov
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
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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Frequently asked questions

Searching for romantic hotels in New Windsor?
Are you and your partner looking for a romantic vacation? Our guests also enjoy New Windsor for its shopping, restaurants, and lakeside setting. If you’d like to explore some of the area’s notable sights, you might make a stop by Kristi Babcock Memorial Park, New Windsor Cantonment State Historic Site, or Knox’s Headquarters State Historic Site. If you’d like to stay close to a certain attraction, you can sort by neighborhood and proximity to top sights, so you and your partner will get to see everything on your list.
When is the best time of year for a romantic getaway to New Windsor?
If you’re hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in New Windsor: The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 32°F. The snowiest months in New Windsor are January, February, December, and March, with each month seeing an average of 6 inches of snowfall.
What is there to do in New Windsor?
There’s nothing better than wandering around a new destination with your sweetheart, so consider checking out all there is to see and do in New Windsor. Couples looking for a little of everything will enjoy New Windsor for its shopping, restaurants, and lakeside setting. You might think about stopping by Kristi Babcock Memorial Park, New Windsor Cantonment State Historic Site, or Knox’s Headquarters State Historic Site while you’re seeing the sights.
What's the best way to get to New Windsor and around town during my romantic getaway?
This information about transportation options in New Windsor might help your romantic getaway go off without a hitch: The closest major airport is Stewart Intl. Airport (SWF), located 3.6 mi (5.8 km) from the city center. If you’d like to venture out around the area, you may want a rental car for your journey.