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Search B&B in New Windsor

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Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

B&B in New Windsor

Exterior detail
Borland House Inn

Borland House Inn

3.0 star property
Montgomery
9.2 out of 10, Wonderful, (144)
"Had a great stay at the the Borland House Inn a historical setting in a cute town with wonderful staff and a delicious breakfast"
United States
Deborah
Borland House Inn
Exterior
Villa Verde BB Greenwood Lake NY

Villa Verde BB Greenwood Lake NY

4.0 star property
Monroe
10.0 out of 10, Exceptional, (13)
"Amazing breakfast, scenery, tucked away on a hilltop, what a getaway! "
United States
Gary
The price is AED 622
AED 777 total
includes taxes & fees
11 Dec - 12 Dec
Villa Verde BB Greenwood Lake NY
Restaurant
Stagecoach Inn

Stagecoach Inn

3.5 star property
Goshen
9.6 out of 10, Exceptional, (78)
"Unique and quaint inn with lots to offer or do nothing at all except relax!"
United States
Lorna
The price is AED 863
AED 1,063 total
includes taxes & fees
4 Jan - 5 January 2026
Stagecoach Inn
Exterior
Cromwell Manor Inn

Cromwell Manor Inn

4.0 star property
Cornwall
9.4 out of 10, Exceptional, (94)
"Great stay!"
United States
Amrita
Cromwell Manor Inn
Superior Double Room, Ensuite (Primrose) | Miscellaneous
The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast

2.0 star property
Chester
9.2 out of 10, Wonderful, (233)
"Breakfast was delicious Suzy and Eric were wonderful hosts and the property is absolutely stunning highly recommend your bed and breakfast for those visiting upstate NY."
United States
Erek
The price is AED 790
AED 893 total
includes taxes & fees
10 Dec - 11 Dec
The Dominion House Bed & Breakfast
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

Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

10/10 Excellent
"The was extremely clean"
Dewayne 1-night trip
Posted 2 days ago
Holiday Inn Express Poughkeepsie by IHG

Frequently asked questions

Searching for B&Bs in New Windsor?
If you want to find a place to stay with fewer rooms than the traditional hotel and an intimate environment, a bed and breakfast might be the perfect option for your vacation to New Windsor. For any museum buff, a trip to New Windsor wouldn't be complete without a stop by National Purple Heart Hall of Honor or Knox's Headquarters State Historic Site.
How do you know if a B&B is the best choice for you?
With attentive service, an atmosphere suited to mingling with other guests, and of course a scrumptious breakfast, B&Bs offer a one-of-a-kind environment.
What are the top B&Bs in New Windsor?
Here are some well-liked B&Bs in the surrounding area: Cromwell Manor Inn: 13 rooms. 3.8 mi (6.1 km) from the heart of New Windsor. Enjoy the free cooked breakfast and unique décor. Borland House Inn: 5 rooms. 11.5 mi (18.6 km) from the downtown core. Enjoy the free full breakfast and deli. Stagecoach Inn: 5 rooms. 16 mi (25.8 km) from the heart of downtown. Enjoy the soaking bathtubs and library. The Dominion House Bed & Breakfast: 3 rooms. Located 10.4 mi (16.8 km) from the core of New Windsor. Enjoy the arcade game room and library.
When is the best time to stay at a B&B in New Windsor?
When you're dreaming of a getaway to New Windsor, year-round temperatures and rainfall may be important factors to consider. 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?
Travelers enjoy New Windsor for its restaurants and shopping. If cultural attractions are high on your list, National Purple Heart Hall of Honor and Knox's Headquarters State Historic Site are spots to check out. You might put New Windsor Cantonment State Historic Site and Schunnemunk State Park on your list if you want to see more of the area.
How can I get to and around New Windsor?
You can plan your excursions in and around New Windsor ahead of time with these transportation options. Fly into Stewart Intl. Airport (SWF), which is located 3.6 mi (5.8 km) away from the heart of the city. Otherwise, you can search for flights to Danbury, CT (DXR-Danbury Municipal), which is 28.8 mi (46.3 km) away. If you'd like to explore around the area, you may want a rental car for your journey.