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Check availability on New Windsor Romantic Hotels

Tonight
3 Oct - 4 Oct
Tomorrow
4 Oct - 5 Oct
This weekend
3 Oct - 5 Oct
Next weekend
10 Oct - 12 Oct

Top New Windsor Romantic Hotels

Overlook Lodge at Bear Mountain
Restaurant

Overlook Lodge at Bear Mountain

2.5 star property
8.4 out of 10, Very good, (1001)
"Wonderful staff!"
The price is 3.484.272 ₫
3.941.715 ₫ total
includes taxes & fees
3 Nov - 4 Nov
Overlook Lodge at Bear Mountain
Holiday Inn Express Poughkeepsie by IHG
Exterior

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 2.771.580 ₫
3.218.496 ₫ total
includes taxes & fees
26 Oct - 27 Oct
Holiday Inn Express Poughkeepsie by IHG
Borland House Inn
Exterior detail

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
Bar (on property)

The Thayer Hotel at West Point

3.5 star property
9.0 out of 10, Wonderful, (625)
"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
BBQ/picnic Area

SpringHill Suites by Marriott Fishkill

3.0 star property
9.6 out of 10, Exceptional, (989)
"OVERALL STAY WAS GREAT "
The price is 4.856.864 ₫
5.494.327 ₫ total
includes taxes & fees
2 Nov - 3 Nov
SpringHill Suites by Marriott Fishkill
Residence Inn by Marriott Middletown Goshen
View from property

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 4.381.736 ₫
5.175.925 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Residence Inn by Marriott Middletown Goshen
DoubleTree by Hilton Poughkeepsie Convention Center
Bar (on property)

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 3.006.504 ₫
3.521.367 ₫ total
includes taxes & fees
2 Nov - 3 Nov
DoubleTree by Hilton Poughkeepsie Convention Center
Home2 Suites by Hilton Middletown
Courtyard

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 3.777.268 ₫
4.554.283 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Home2 Suites by Hilton Middletown
The Dominion House Bed & Breakfast
Superior Double Room, Ensuite (Primrose) | Miscellaneous

The Dominion House Bed & Breakfast

2.0 star property
9.2 out of 10, Wonderful, (229)
"Amazing hospitality,"
The price is 5.675.140 ₫
6.420.035 ₫ total
includes taxes & fees
6 Oct - 7 Oct
The Dominion House Bed & Breakfast
Cromwell Manor Inn
Exterior

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 6.335.040 ₫
7.483.266 ₫ total
includes taxes & fees
2 Nov - 3 Nov
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.
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Top New Windsor Hotel Reviews

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Frequently asked questions

Searching for romantic hotels in New Windsor?
Are you in need of a romantic getaway? 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 neighbourhood or distance to top landmarks, 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, take a look at these details about year-round temperatures in New Windsor: The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in New Windsor are January, February, December and March, with each month seeing an average of 14 cm of snowfall.
What is there to do in New Windsor?
There's nothing better than seeing 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 trip get off to a smooth start: The closest major airport is in Newburgh, NY (SWF-Stewart Intl.), located 3.6 mi (5.8 km) from the city centre. If you'd like to venture out around the area, consider renting a car to explore more sights.