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Find Romantic Hotels in New Windsor, NY

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Top New Windsor Romantic Hotels

Overlook Lodge at Bear Mountain

2.5 star property
8.4 out of 10, Very Good, (1001)
"Wonderful staff!"
The price is NT$4,014
NT$4,541 total
includes taxes & fees
Nov 3 - Nov 4
Overlook Lodge at Bear Mountain

Holiday Inn Express Poughkeepsie by IHG

2.5 star property
8.6 out of 10, Excellent, (1003)
"Friendly staff and excellent breakfast. "
The price is NT$3,193
NT$3,708 total
includes taxes & fees
Oct 26 - Oct 27
Holiday Inn Express Poughkeepsie by IHG

Borland House Inn

3.0 star property
9.2 out of 10, Wonderful, (128)
"Unique experience, very comfortable, clean and quaint"
Borland House Inn

The Thayer Hotel at West Point

3.5 star property
9.0 out of 10, Wonderful, (624)
"We had a wonderful time staying here. Friendly staff and most of all a historic building."
The Thayer Hotel at West Point

SpringHill Suites by Marriott Fishkill

3.0 star property
9.6 out of 10, Exceptional, (989)
"OVERALL STAY WAS GREAT "
The price is NT$5,595
NT$6,330 total
includes taxes & fees
Nov 2 - Nov 3
SpringHill Suites by Marriott Fishkill

Residence Inn by Marriott Middletown Goshen

3.0 star property
9.4 out of 10, Exceptional, (309)
"Room and service were excellent."
The price is NT$5,048
NT$5,963 total
includes taxes & fees
Nov 2 - Nov 3
Residence Inn by Marriott Middletown Goshen

DoubleTree by Hilton Poughkeepsie Convention Center

4.0 star property
8.4 out of 10, Very Good, (1004)
"Very nice place to stay and the location was helpful for us. "
The price is NT$3,464
NT$4,057 total
includes taxes & fees
Nov 2 - Nov 3
DoubleTree by Hilton Poughkeepsie Convention Center

Home2 Suites by Hilton Middletown

3.0 star property
9.0 out of 10, Wonderful, (727)
"Staff was very friendly and checked in daily to make sure you were comfortable and didn’t need anything "
The price is NT$4,352
NT$5,247 total
includes taxes & fees
Nov 2 - Nov 3
Home2 Suites by Hilton Middletown

The Dominion House Bed & Breakfast

2.0 star property
9.2 out of 10, Wonderful, (229)
"Amazing hospitality,"
The price is NT$6,538
NT$7,396 total
includes taxes & fees
Oct 6 - Oct 7
The Dominion House Bed & Breakfast

Cromwell Manor Inn

3.5 star property
9.6 out of 10, Exceptional, (82)
"Very clean facility, very friendly innkeepers with excellent recommendations, excellent breakfast(made to order)"
The price is NT$7,298
NT$8,621 total
includes taxes & fees
Nov 2 - Nov 3
Cromwell Manor Inn
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.

Find out more about New Windsor

Find out more about New Windsor

New Windsor attractions for couples

Nestled in the scenic Hudson Valley, New Windsor, New York, offers a mix of historical charm and outdoor adventure that appeals to travelers. Start your exploration at the United States Military Academy at West Point, just a short drive away, where guided tours provide a glimpse into the rich military history and stunning architecture of this prestigious institution. For a taste of nature, take a leisurely stroll or bike ride along the Hudson River Greenway, where you'll find picturesque views and serene spots for a family picnic. History enthusiasts will appreciate the New Windsor Cantonment State Historic Site, where you can step back into the Revolutionary War era and engage in special events that bring the past to life. Don’t miss a visit to Storm King Art Center, an outdoor sculpture park that invites you to wander through sprawling grounds adorned with large-scale artworks set against a backdrop of rolling hills. For a cozy stay, consider accommodations in the New Windsor area that prioritize quality and service, such as the nearby Hilton Garden Inn, where attentive staff and modern amenities ensure your family feels pampered after a day of adventure. With its blend of activities and thoughtful lodgings, New Windsor is perfect for families seeking both culture and comfort.

Find the best romantic hotels in New Windsor

For couples seeking a romantic getaway in New Windsor, New York, these hotels provide cozy accommodations and thoughtful amenities to enhance your experience together.

Homewood Suites Stewart Airport

  • Why it's great for a couples retreat: The Homewood Suites Stewart Airport, with a stellar review rating of 9.2, presents an excellent choice for couples seeking a more intimate stay. The spacious suites feature separate living areas, allowing guests to unwind in comfort after a day of exploring or romantic outings.
  • Other amenities: Couples can enjoy a complimentary buffet breakfast each morning, an indoor pool, and a hot tub for relaxing moments together. The hotel also offers a fully equipped kitchen, perfect for preparing a cozy meal for two. Fitness facilities are available 24 hours, and free airport shuttle service enhances convenience, making it easier to focus on each other.
  • Nearby attractions: Hamilton Fish Bridge - 2.76 miles, National Purple Heart Hall of Honor - 2.58 miles, New Windsor Cantonment State Historic Site - 2.66 miles

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

  • Why it's great for a couples retreat: Ideal for couples looking for a budget-friendly romantic escape, the Red Roof Inn & Suites Newburgh offers a comfortable stay with a guest review rating of 8.2. While it may not feature specific romantic amenities, the inviting atmosphere and convenient location make it a great base for exploring the area's attractions together.
  • Other amenities: Guests can enjoy an indoor pool, free parking, and daily housekeeping for a straightforward stay. The hotel also provides easy access to nearby golf courses for a leisurely day out. With complimentary toiletries and air conditioning, travelers can feel at home, while the nearby Stewart Airport makes arrivals and departures seamless.
  • Nearby attractions: Hamilton Fish Bridge - 1.1 miles, Resorts World Hudson Valley - 1.95 miles, National Purple Heart Hall of Honor - 2.17 miles

Top New Windsor Hotel Reviews

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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 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.