Find Romantic Hotels in New Windsor, NY

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Our top choices for New Windsor romantic hotels

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1,002 reviews)
"The stone lodges are cute and cozy and the staff were quick and helpful if you needed anything. Great for a short stay at a reasonable price."
United States
Judith
The price is NT$3,758
NT$4,251 total
includes taxes & fees
Jan 26 - Jan 27
Overlook Lodge at Bear Mountain

Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG
2.5 star property
Poughkeepsie
8.6 out of 10, Excellent, (1,004 reviews)
"Clean room, nice amenities, great service, amazing staff"
United States
Xavier
The price is NT$3,031
NT$3,520 total
includes taxes & fees
Feb 6 - Feb 7
Holiday Inn Express Poughkeepsie by IHG

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (147 reviews)
"Breakfast was hot and tasty. Staff were all pleasant and accommodating. "
United States
wendy
Borland House Inn

The Thayer Hotel at West Point

The Thayer Hotel at West Point
3.5 star property
West Point
9.0 out of 10, Wonderful, (681 reviews)
"Location was great & staying at a historic hotel was delightful."
United States
Bobby
The price is NT$5,854
NT$7,443 total
includes taxes & fees
Feb 8 - Feb 9
The Thayer Hotel at West Point

DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center
4.0 star property
Downtown Poughkeepsie
8.4 out of 10, Very Good, (1,003 reviews)
"Great place to stay a"
United States
Nicole
The price is NT$2,715
NT$3,180 total
includes taxes & fees
Jan 28 - Jan 29
DoubleTree by Hilton Poughkeepsie Convention Center

Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown
3.0 star property
Middletown
9.0 out of 10, Wonderful, (749 reviews)
"Room is clean and spacious, staffs are friendly and professional, highly recommended!"
United States
Rocky
The price is NT$5,200
NT$6,253 total
includes taxes & fees
Jan 29 - Jan 30
Home2 Suites by Hilton Middletown

Residence Inn by Marriott Middletown Goshen

Residence Inn by Marriott Middletown Goshen
3.0 star property
Middletown
9.4 out of 10, Exceptional, (319 reviews)
"Always amazing was my second time here and will stay again."
United States
CiCi
The price is NT$5,368
NT$6,341 total
includes taxes & fees
Jan 31 - Feb 1
Residence Inn by Marriott Middletown Goshen

SpringHill Suites by Marriott Fishkill

SpringHill Suites by Marriott Fishkill
3.0 star property
Fishkill
9.6 out of 10, Exceptional, (1,001 reviews)
"Excellent stay , felt at home during the holiday, sparkled room, excellent breakfast and amazing warm and welcoming staff "
United States
Esther
The price is NT$4,231
NT$4,787 total
includes taxes & fees
Feb 1 - Feb 2
SpringHill Suites by Marriott Fishkill

Wildflower Farms, Auberge Collection

Wildflower Farms, Auberge Collection
5.0 star property
Gardiner
9.4 out of 10, Exceptional, (61 reviews)
"Everything was ok, except for the fact that we couldn’t do late check out or that we payed a bit more for a standard room. But everything else was perfect "
United States
Sandra N
The price is NT$34,702
NT$40,571 total
includes taxes & fees
Jan 26 - Jan 27
Wildflower Farms, Auberge Collection

Villa Verde BB Greenwood Lake NY

Villa Verde BB Greenwood Lake NY
4.0 star property
Monroe
10.0 out of 10, Exceptional, (15 reviews)
"Amazing breakfast, scenery, tucked away on a hilltop, what a getaway! "
United States
Gary
The price is NT$5,877
NT$7,596 total
includes taxes & fees
Jan 27 - Jan 28
Villa Verde BB Greenwood Lake NY
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

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

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 National Purple Heart Hall of Honor, 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 National Purple Heart Hall of Honor, 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.

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