Photo by Wanderlustfemale

Search B&B in New Windsor

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
23 May - 25 May
In two weeks
30 May - 1 Jun
In one month
13 Jun - 15 Jun
In two months
11 Jul - 13 Jul

Compare 12 B&B in New Windsor with updated reviews, rates, and availability.

Cromwell Manor Inn
Exterior

Cromwell Manor Inn

3.5 star property
9.4 out of 10, Exceptional, (60)
"Staff was extremely helpful and friendly. Pleasant stay and located next to Jones Farm for lunch and snacks. Very scenic location. "
The price is AED 781
AED 923 total
includes taxes & fees
14 May - 15 May
Cromwell Manor Inn
Borland House Inn
Exterior detail

Borland House Inn

3.0 star property
9.2 out of 10, Wonderful, (112)
"Perfect stay "
The price is AED 756
AED 855 total
includes taxes & fees
14 May - 15 May
Borland House Inn
Tin Brook Bed & Breakfast
Exterior

Tin Brook Bed & Breakfast

3.0 star property
9.4 out of 10, Exceptional, (112)
"Very lovely hosts and great overall service!"
The price is AED 505
AED 571 total
includes taxes & fees
15 May - 16 May
Tin Brook Bed & Breakfast
Villa Verde BB Greenwood Lake NY
Skiing

Villa Verde BB Greenwood Lake NY

4.0 star property
10.0 out of 10, Exceptional, (2)
"Truly wonderful host and property. Incredible location and impeccable residence- our experience was amazing in every way. We felt incredibly accommodated while also enjoying all the privacy needed within our beautiful suite. My partner was celebrating her 30th birthday- our host went above and beyond to make the trip truly special. She even accommodated her vegan dietary requests for breakfast! Speaking of- the breakfast was incredible- one of the best breakfast experiences I've ever enjoyed....
The price is AED 746
AED 917 total
includes taxes & fees
27 May - 28 May
Villa Verde BB Greenwood Lake NY
Stagecoach Inn
Roosevelt #3, 1 King Bed | Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe

Stagecoach Inn

3.5 star property
9.6 out of 10, Exceptional, (76)
"Unique and quaint inn with lots to offer or do nothing at all except relax!"
The price is AED 1,010
AED 1,244 total
includes taxes & fees
14 May - 15 May
Stagecoach Inn
Caldwell House Bed & Breakfast
Room | 14 bedrooms, premium bedding, pillowtop beds, individually decorated

Caldwell House Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (472)
"Great place to stay. Wonderful breakfasts. Gracious and warm hospitality."
Caldwell House Bed & Breakfast
The Dominion House Bed & Breakfast
Exterior

The Dominion House Bed & Breakfast

2.0 star property
9.2 out of 10, Wonderful, (224)
"The house and accommodations are beautifully appointed, the hosts were helpful and engaging and the breakfasts were outstanding - make sure you request Susie’s fabulous scones! "
The price is AED 790
AED 893 total
includes taxes & fees
15 May - 16 May
The Dominion House Bed & Breakfast
Buck's Homestead B&B
Front of property

Buck's Homestead B&B

2.5 star property
9.6 out of 10, Exceptional, (47)
"Cute farmhouse with great service. Breakfast was delicious and we enjoyed visiting with the owner. I would gladly stay again. "
Buck's Homestead B&B
Columbus Hotel
Economy Studio | Individually decorated, individually furnished, desk, iron/ironing board

Columbus Hotel

3.0 star property
6.0 out of 10, (6)
"21 minutes ago on Google It's a family owned and operated hotel. Norman was kind, communicative and thorough. Keyless entry made checking in super easy. We had a business suite, which is basically a studio apartment. Kitchen , bathroom, bed/living space was clean and neat having a really nice modern clean aesthetic. There was even a candle left for us to enjoy. Overall was a very pleasant stay! Very grateful. "
Columbus Hotel
Saint Huberts Lodge
Billiards

Saint Huberts Lodge

3.5 star property
9.0 out of 10, Wonderful, (44)
"Our stay was rather disappointing. The property seems neglected. Some lightbulbs in the bathroom were not working . The coffee maker was really filthy inside. Instead of breakfast we were offered some packaged pastry from a gas station. Plus, there were a bunch of insects in the room. There was no drinking water in the property we ended up driving to get water. I don’t understand they can charge so much money "
Saint Huberts Lodge
Le Petit Chateau Inn
Interior

Le Petit Chateau Inn

3.0 star property
Le Petit Chateau Inn
The Bykenhulle House
Property amenity

The Bykenhulle House

3.5 star property
8.4 out of 10, Very Good, (168)
"Great BnB. Lovely staff. Breakfast was delicious. We will be back."
The Bykenhulle House
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.
Don't see what you're looking for?
See all available properties in New Windsor
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in New Windsor

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Outdoor dining

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

9.8 out of 10, Exceptional, (8)
"Communication was easy, location and parking was great! Very clean and cozy!"
The price is AED 951
AED 1,213 total
includes taxes & fees
14 May - 15 May
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Cozy Cabin with Sauna & Firepit!
Outdoor dining

Cozy Cabin with Sauna & Firepit!

9.6 out of 10, Exceptional, (25)
"Excellent "
Cozy Cabin with Sauna & Firepit!
Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views
Outdoor dining

Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views

10.0 out of 10, Exceptional, (289)
"Beautiful, quiet property that was a great getaway from the city. A pair of bald eagles were circling the lake which was a really amazing surprise! "
The price is AED 1,429
AED 1,870 total
includes taxes & fees
14 May - 15 May
Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views
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.

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. Tin Brook Bed & Breakfast: 6 rooms. 9 mi (14.5 km) from the heart of downtown.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.