Find Romantic Hotels in New Windsor, NY from CA $340

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on New Windsor Romantic Hotels

Our top choices for New Windsor romantic hotels

Property grounds

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Fort Montgomery
9.8 out of 10, Exceptional, (132 reviews)
"Amazing place Thanks for the stay "
United States
Julien C.
The price is CA $256
CA $417 total
includes taxes & fees
Mar 15 - Mar 16
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Dining

Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food

Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
CROTON HDSN
9.8 out of 10, Exceptional, (90 reviews)
"I had a great stay at this extremely comfortable home in a quiet neighborhood. Maria was very welcoming and helpful. I hope to visit and stay here again soon."
United States
Jill D.
The price is CA $191
CA $425 total
includes taxes & fees
Mar 15 - Mar 16
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
Exterior detail

Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer

Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer
Beacon
10.0 out of 10, Exceptional, (54 reviews)
"We havld a good time. The room was comfortable and perfectly located!"
United States
Brandy C.
The price is CA $156
CA $340 total
includes taxes & fees
Mar 15 - Mar 16
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer
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.
View all properties

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now

Top New Windsor Hotel Reviews

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

6/10 Okay
"We found a bug in our bed. Using Google image it was identified as a bed bug. We went to the front desk and they relocated us to a different floor and upgraded us to a suite. It left us uneasy but we were happy the staff took us seriously. "
Jennifer 1-night trip
Posted 3 days ago
Hampton Inn & Suites Poughkeepsie

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 New Windsor Cantonment State Historic Site, Knox's Headquarters State Historic Site, or National Purple Heart Hall of Honor. 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 New Windsor Cantonment State Historic Site, Knox's Headquarters State Historic Site, or National Purple Heart Hall of Honor 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.

Explore a world of travel with Expedia