Photo by Wanderlustfemale

Search Bed and Breakfasts in New Windsor

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
27 Jun - 29 Jun
In two weeks
4 Jul - 6 Jul
In one month
18 Jul - 20 Jul
In two months
15 Aug - 17 Aug

Browse Select New Windsor B&B

Cromwell Manor Inn
Exterior

Cromwell Manor Inn

3.5 star property
9.4 out of 10, Exceptional, (61)
"It is set in a quiet small community. The grounds are beautiful and restful. There is a lovely patio. It is a haven for escape from the busy world. "
The price is ₹17,472
₹20,638 total
includes taxes & fees
22 Jun - 23 Jun
Cromwell Manor Inn
Borland House Inn
Exterior detail

Borland House Inn

3.0 star property
9.2 out of 10, Wonderful, (119)
"Lovely BnB, helpful and friendly staff, convenient location with many attractions within a short driving distance."
Borland House Inn
Villa Verde BB Greenwood Lake NY
Exterior

Villa Verde BB Greenwood Lake NY

4.0 star property
10.0 out of 10, Exceptional, (5)
"Eva was a gracious host. The breakfast was very good. "
The price is ₹17,581
₹21,621 total
includes taxes & fees
22 Jun - 23 Jun
Villa Verde BB Greenwood Lake NY
Tin Brook Bed & Breakfast
Exterior

Tin Brook Bed & Breakfast

3.0 star property
9.4 out of 10, Exceptional, (113)
"Very nice accommodations & staff."
The price is ₹11,906
₹13,470 total
includes taxes & fees
25 Jun - 26 Jun
Tin Brook 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, (52)
"Fantastic trip to Montgomery made even better by staying here. Joan was so kind and accommodating, and made such a delicious breakfast every morning. We felt very at home, it was like staying with family & we were sad to leave! Our room was very comfortable, the location is beautiful, as is the house, with such an interesting history. Watching the birds, chipmunks and groundhogs was an added bonus! We can't say enough about what a great stay we had, we would come back in a heartbeat."
Buck's Homestead B&B
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, (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 ₹18,617
₹21,061 total
includes taxes & fees
25 Jun - 26 Jun
The Dominion House Bed & Breakfast
Stagecoach Inn
Restaurant

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 ₹21,215
₹26,121 total
includes taxes & fees
1 Jul - 2 Jul
Stagecoach Inn
Caldwell House Bed & Breakfast
Room | 1 bedroom, premium bedding, pillow-top beds, individually decorated

Caldwell House Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (473)
"Great place to stay. Wonderful breakfasts. Gracious and warm hospitality."
Caldwell House Bed & Breakfast
Columbus Hotel
Economy Studio | 1 bedroom, individually decorated, individually furnished, desk

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
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
Le Petit Chateau Inn
Interior

Le Petit Chateau Inn

3.0 star property
Le Petit Chateau 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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Frequently asked questions

Searching for B&Bs in New Windsor?
If you're looking for some accommodation with fewer rooms than the traditional hotel and an intimate environment, a bed and breakfast might be just the right fit for your holiday to New Windsor. For any museum buff, a trip to New Windsor wouldn't be complete without a stop at National Purple Heart Hall of Honor or Knox's Headquarters State Historic Site.
How do you know if a B&B is the right choice for you?
With attentive service, an atmosphere suited to mingling with other guests and top-rated breakfasts, B&Bs provide a unique 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 decor. Borland House Inn: 5 rooms. Situated 11.5 mi (18.6 km) from the heart of New Windsor. Enjoy the free full breakfast and snack bar/deli. Tin Brook Bed & Breakfast: 6 rooms. 9 mi (14.5 km) from the city centre. Buck's Homestead B&B: 3 rooms. Located 10.6 mi (17 km) from the core of New Windsor.
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 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?
Travellers 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 visit. You should 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 map out your trip in and around New Windsor ahead of time with these transportation options. Fly into Newburgh, NY (SWF-Stewart Intl.), which is located 3.6 mi (5.8 km) 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 to rent a car for your trip.