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Find Romantic Hotels in New Windsor, NY

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Check availability on New Windsor Romantic Hotels

Tonight
25 Oct - 26 Oct
Tomorrow
26 Oct - 27 Oct
Next weekend
31 Oct - 2 Nov
In two weeks
7 Nov - 9 Nov

Top New Windsor Romantic Hotels

Restaurant
Overlook Lodge at Bear Mountain
Overlook Lodge at Bear Mountain
2.5 star property
8.4 out of 10, Very Good, (1005)
"Clean room, easy parking"
United States
Cynthia
The price is AED 376
AED 425 total
includes taxes & fees
3 Nov - 4 Nov
Overlook Lodge at Bear Mountain
Bar (on property)
The Thayer Hotel at West Point
The Thayer Hotel at West Point
3.5 star property
9.0 out of 10, Wonderful, (643)
"We had a wonderful time staying here. Friendly staff and most of all a historic building."
United States
Nicole
The price is AED 550
AED 718 total
includes taxes & fees
16 Nov - 17 Nov
The Thayer Hotel at West Point
Exterior detail
Borland House Inn
Borland House Inn
3.0 star property
9.2 out of 10, Wonderful, (137)
"We had a great stay at the Bordland House Inn. The Bluebird room was great with nice historical touches that added interest to the room. It was comfy and very relaxing."
United States
Charlie
Borland House Inn
Exterior
Holiday Inn Express Poughkeepsie by IHG
Holiday Inn Express Poughkeepsie by IHG
2.5 star property
8.6 out of 10, Excellent, (1005)
"Hotel was clean, breakfast was hot and delicious and the staff was very friendly and helpful "
United States
David
The price is AED 400
AED 465 total
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn Express Poughkeepsie by IHG
Bar (on property)
DoubleTree by Hilton Poughkeepsie Convention Center
DoubleTree by Hilton Poughkeepsie Convention Center
4.0 star property
8.4 out of 10, Very Good, (1002)
"Over all it is a nice hotel to stay."
United States
Moffarah
The price is AED 387
AED 453 total
includes taxes & fees
3 Nov - 4 Nov
DoubleTree by Hilton Poughkeepsie Convention Center
Courtyard
Home2 Suites by Hilton Middletown
Home2 Suites by Hilton Middletown
3.0 star property
9.0 out of 10, Wonderful, (737)
"the room was very clean, friendly staff "
United States
Nyowa
The price is AED 509
AED 614 total
includes taxes & fees
2 Nov - 3 Nov
Home2 Suites by Hilton Middletown
1 bedroom, premium bedding, down comforters, minibar
Wildflower Farms, Auberge Collection
Wildflower Farms, Auberge Collection
5.0 star property
9.4 out of 10, Exceptional, (54)
"Where do I start…. Everything was clean and felt so luxurious. The staff was unbelievably polite, kind, and caring. The grounds are beautiful. The spa is perfect. The amenities are top tier. The food is TRULY farm to table (you can go see the farm on a 5 minute walk if you need proof). Just the perfect weekend getaway. Will definitely stay again, either with a group or just the 2 of us."
United States
David
The price is AED 4,036
AED 4,679 total
includes taxes & fees
25 Nov - 26 Nov
Wildflower Farms, Auberge Collection
View from property
Residence Inn by Marriott Middletown Goshen
Residence Inn by Marriott Middletown Goshen
3.0 star property
9.4 out of 10, Exceptional, (310)
"Room and service were excellent."
United States
Cymantha
The price is AED 610
AED 720 total
includes taxes & fees
9 Nov - 10 Nov
Residence Inn by Marriott Middletown Goshen
Exterior
The Abbey Inn & Spa
The Abbey Inn & Spa
4.0 star property
9.2 out of 10, Wonderful, (210)
"Spa service was very good. Food amazing "
United States
Jason
The price is AED 996
AED 1,308 total
includes taxes & fees
28 Oct - 29 Oct
The Abbey Inn & Spa
BBQ/picnic area
SpringHill Suites by Marriott Fishkill
SpringHill Suites by Marriott Fishkill
3.0 star property
9.6 out of 10, Exceptional, (993)
"OVERALL STAY WAS GREAT "
United States
Jose
The price is AED 621
AED 702 total
includes taxes & fees
16 Nov - 17 Nov
SpringHill Suites by Marriott Fishkill
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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Top New Windsor Hotel Reviews

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

10/10 Excellent
"Very nice environment "
Mei Mei 1-night trip
Posted 3 days ago
Overlook Lodge at Bear Mountain

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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.