A large suspension bridge at night with illuminated cables and a central tower.

Find a Bed and Breakfast in New Windsor from CA $176

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Check prices for these dates

Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18
In one month
Oct 30 - Nov 1
In two months
Nov 27 - Nov 29

Our top choices for New Windsor bed & breakfast

A brick building with a covered patio area featuring outdoor seating and string lights.

1. Cromwell Manor Inn

Cromwell Manor Inn
4.0 star property
Cornwall
9.4 out of 10, Exceptional, (109 reviews)
"The stay was wonderful. The personnel were very accommodating."
United States
Steven
The price is CA $531
CA $627 total
includes taxes & fees
Sep 29 - Sep 30
Cromwell Manor Inn

2. Tin Brook Bed & Breakfast

Tin Brook Bed & Breakfast
3.0 star property
Walden
9.4 out of 10, Exceptional, (134 reviews)
"I stayed over the gift shop in the Strawberry Room and it was perfect!"
United States
Michael
The price is CA $194
CA $220 total
includes taxes & fees
Oct 1 - Oct 2
Tin Brook Bed & Breakfast
A two-story house with a porch, a front door, and a small garden area with potted plants.

3. Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.4 out of 10, Exceptional, (187 reviews)
"What a quaint and charming bed and breakfast . The staff were readily available and so accommodating. I have already boomed another stay."
United States
Ruth
The price is CA $145
CA $176 total
includes taxes & fees
Sep 29 - Sep 30
Borland House Inn
A bedroom with a wooden dresser, a mirror, a bed with a blue quilt, a window with blinds, and a wall-mounted light switch.

4. Twin Bedroom with Private Bath at Storm King Lodge

Twin Bedroom with Private Bath at Storm King Lodge
New Windsor
The price is CA $325
CA $420 total
includes taxes & fees
Oct 2 - Oct 3
Twin Bedroom with Private Bath at Storm King Lodge
A bedroom with a bed, a window with curtains, a nightstand, and a chair.

5. Loft Room with Private Bath at Storm King Lodge

Loft Room with Private Bath at Storm King Lodge
New Windsor
The price is CA $407
CA $527 total
includes taxes & fees
Oct 2 - Oct 3
Loft Room with Private Bath at Storm King Lodge
A large, two-story house with a wrap-around porch and multiple chimneys.

6. Parkway House Goshen Family-Friendly Bed & Breakfast

Parkway House Goshen Family-Friendly Bed & Breakfast
3.0 star property
Goshen
10.0 out of 10, Exceptional, (34 reviews)
"One of the best places we’ve stayed at, highly recommended!"
United States
Aakif
The price is CA $187
CA $231 total
includes taxes & fees
Sep 29 - Sep 30
Parkway House Goshen Family-Friendly Bed & Breakfast
A two-story house with a front porch, a stone chimney, and a well-maintained lawn.

7. Loft Suite with Private Bath at Storm King Lodge

Loft Suite with Private Bath at Storm King Lodge
New Windsor
The price is CA $488
CA $633 total
includes taxes & fees
Oct 2 - Oct 3
Loft Suite with Private Bath at Storm King Lodge
A sign for StormKing Lodge with a decorative flower and fox atop it, surrounded by greenery and a paved path.

8. Pine Suite with Private Bath at Storm King Lodge

Pine Suite with Private Bath at Storm King Lodge
New Windsor
The price is CA $488
CA $616 total
includes taxes & fees
Oct 2 - Oct 3
Pine Suite with Private Bath at Storm King Lodge
A modern bedroom with a four-poster bed, a desk, and a chair.

9. Columbus Hotel

Columbus Hotel
3.0 star property
Middletown
5.2 out of 10, (9 reviews)
"There is no front desk. All things considered this is not a $200+ hotel"
United States
Joseph
The price is CA $137
CA $259 total
includes taxes & fees
Oct 1 - Oct 2
Columbus Hotel
A dining area with brick flooring, large arched windows, and outdoor seating visible through the windows.

10. 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 CA $529
CA $651 total
includes taxes & fees
Oct 4 - Oct 5
Stagecoach Inn
A two-story house with a red front door, a chimney, and a well-maintained lawn.

11. Villa Verde BB Greenwood Lake NY

Villa Verde BB Greenwood Lake NY
4.0 star property
Monroe
9.8 out of 10, Exceptional, (27 reviews)
"Very nice B&B, with a very gracious host who served us a wonderful breakfast."
United States
Peter
The price is CA $313
CA $354 total
includes taxes & fees
Oct 4 - Oct 5
Villa Verde BB Greenwood Lake NY
A large, two-story white house with a wrap-around porch and a small front garden.

12. The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast
2.0 star property
Chester
9.2 out of 10, Wonderful, (237 reviews)
"The owners were so kind and attentive, and the grounds are absolutely beautiful! Delicious food, gorgeous mountain air, and the horses were adorable. Thank you for having us!"
United States
Sinead
The price is CA $304
CA $344 total
includes taxes & fees
Oct 1 - Oct 2
The Dominion House Bed & Breakfast
A house with a porch, outdoor seating, and string lights.

13. Hudson Pond · Garden Queen Suite · GF Breakfast

Hudson Pond · Garden Queen Suite · GF Breakfast
Poughkeepsie
10.0 out of 10, Exceptional, (4 reviews)
"What a hidden gem! Just minutes away from the hussel and bussle of the city! Beautiful gardens and well stocked kitchen!"
United States
Barbara
The price is CA $163
CA $216 total
includes taxes & fees
Sep 29 - Sep 30
Hudson Pond · Garden Queen Suite · GF Breakfast
A living room with a fireplace, a sectional sofa, and a chandelier.

14. Parkway House Goshen Bed & Breakfast Suite #3

Parkway House Goshen Bed & Breakfast Suite #3
Goshen
10.0 out of 10, Exceptional, (1 review)
"Very comfortable place and Emily is a great host"
United States
James D.
The price is CA $393
CA $550 total
includes taxes & fees
Oct 4 - Oct 5
Parkway House Goshen Bed & Breakfast Suite #3
A house with a porch, outdoor seating, and string lights.

15. Hudson Pond · Hideaway King Suite · GF Breakfast

Hudson Pond · Hideaway King Suite · GF Breakfast
Poughkeepsie
10.0 out of 10, Exceptional, (3 reviews)
"This is a very old property, which adds to its charm. A tiny winding creaky staircase led to our room. The bed was extremely comfortable and the large walk in shower included a comfortable tile bench, which made my husband wish we had one in our own bath at home. The property is very large with several lovely seating areas, a pond and several lovely flower beds. We enjoyed fireflies, which appeared like fairy lights in the evening. The host provides a delicious breakfast. I believe there are...
United States
Shannon S.
The price is CA $177
CA $232 total
includes taxes & fees
Oct 19 - Oct 20
Hudson Pond · Hideaway King Suite · GF Breakfast
A large, white, multi-story house with a symmetrical design, featuring a central entrance and two side wings.

16. Parkway House Goshen Bed & Breakfast Suite #4

Parkway House Goshen Bed & Breakfast Suite #4
Goshen
10.0 out of 10, Exceptional, (2 reviews)
"Great stay. Close to everything downtown. Check in was smooth and easy. Would absolutely stay again. "
United States
Michael F.
The price is CA $260
CA $358 total
includes taxes & fees
Sep 29 - Sep 30
Parkway House Goshen Bed & Breakfast Suite #4
A large, white, two-story house with a wrap-around porch, multiple windows, and two prominent towers.

17. Parkway House Goshen Bed & Breakfast Suite #1

Parkway House Goshen Bed & Breakfast Suite #1
Goshen
The price is CA $260
CA $358 total
includes taxes & fees
Sep 29 - Sep 30
Parkway House Goshen Bed & Breakfast Suite #1
A large, two-story house with a wrap-around porch, a chimney, and a car parked in front.

18. Parkway House Goshen Bed & Breakfast Suite #2

Parkway House Goshen Bed & Breakfast Suite #2
Goshen
The price is CA $370
CA $515 total
includes taxes & fees
Sep 29 - Sep 30
Parkway House Goshen Bed & Breakfast Suite #2
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

SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie

10/10 Excellent
"Our one-night stay was exactly what we needed for our family of 4. Ashley the manager was absolutely amazing and super kind. Would recommend and the continental breakfast was included and delicious."
Jessica 1-night trip
Posted 1 hour ago
SureStay Plus Hotel by Best Western Highland Poughkeepsie

Find out more about New Windsor

New Windsor B&B information

Number of reviews
499
Accommodation
19 B&B
Lowest Price
CA $176
Highest Price
CA $651

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 Knox's Headquarters State Historic Site or National Purple Heart Hall of Honor.
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: Parkway House Goshen Family-Friendly Bed & Breakfast: 5 rooms. 16.1 mi (25.9 km) from the heart of New Windsor. Enjoy the private yard and unique décor. Borland House Inn: 5 rooms. Situated 11.5 mi (18.6 km) from the heart of New Windsor. Enjoy the free full breakfast and deli. Tin Brook Bed & Breakfast: 6 rooms. 9 mi (14.5 km) from the heart of downtown.
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, Knox's Headquarters State Historic Site and National Purple Heart Hall of Honor are spots to check out. You might put New Windsor Little League and New Windsor Cantonment State Historic Site 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.

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