Search B&B in New Windsor

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
30 Jan - 1 Feb
In two weeks
6 Feb - 8 Feb
In one month
20 Feb - 22 Feb
In two months
20 Mar - 22 Mar

Our top choices for New Windsor bed & breakfast

Exterior detail

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
Exterior

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 AED 625
AED 818 total
includes taxes & fees
28 Jan - 29 Jan
Villa Verde BB Greenwood Lake NY
Restaurant

Stagecoach Inn

Stagecoach Inn
3.5 star property
Goshen
9.6 out of 10, Exceptional, (79 reviews)
"We only stayed one night, but it was very comfortable and the staff was friendly. "
United States
Kathryn
The price is AED 863
AED 1,063 total
includes taxes & fees
28 Jan - 29 Jan
Stagecoach Inn
Exterior

The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast
2.0 star property
Chester
9.2 out of 10, Wonderful, (233 reviews)
"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
26 Jan - 27 Jan
The Dominion House Bed & Breakfast
Terrace/patio

Cromwell Manor Inn

Cromwell Manor Inn
4.0 star property
Cornwall
9.4 out of 10, Exceptional, (95 reviews)
"Great stay!"
United States
Amrita
The price is AED 962
AED 1,136 total
includes taxes & fees
25 Jan - 26 Jan
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top New Windsor Hotel Reviews

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

10/10 Excellent
"Everything was great . "
Jason 1-night trip
Posted 2 days ago
Hampton Inn & Suites Poughkeepsie

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: Borland House Inn: 5 rooms. 11.5 mi (18.6 km) from the heart of New Windsor. Enjoy the free full breakfast and deli. Cromwell Manor Inn: 13 rooms. 3.8 mi (6.1 km) from the downtown core. Enjoy the free cooked breakfast and unique décor. Caldwell House Bed & Breakfast: 14 rooms. 6 mi (9.7 km) from the heart of downtown. Enjoy the free full breakfast and designer toiletries. Stagecoach Inn: 5 rooms. Located 16 mi (25.8 km) from the core of New Windsor. Enjoy the soaking bathtubs 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.