A calm lake at sunset with trees and grass along the shore.

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Our top choices for New Windsor bed & breakfast

1. Cromwell Manor Inn

Cromwell Manor Inn
4.0 star property
Cornwall
9.4 out of 10, Exceptional, (110 reviews)
"The stay was wonderful. The personnel were very accommodating."
United States
Steven
$339 nightly
The price is $400
Nov 24 - Nov 25
Total with taxes and fees
Cromwell Manor Inn

2. Tin Brook Bed & Breakfast

Tin Brook Bed & Breakfast
3.0 star property
Walden
9.4 out of 10, Exceptional, (140 reviews)
"I stayed over the gift shop in the Strawberry Room and it was perfect!"
United States
Michael
$138 nightly
The price is $156
Oct 25 - Oct 26
Total with taxes and fees
Tin Brook Bed & Breakfast

3. Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (197 reviews)
"Great location and nice sized room. Missed the en suite bathroom but was no problem. Breakfast was nice. Lovely town."
United States
William
$148 nightly
The price is $175
Oct 26 - Oct 27
Total with taxes and fees
Borland House Inn

4. 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, (40 reviews)
"One of the best places we’ve stayed at, highly recommended!"
United States
Aakif
$174 nightly
The price is $214
Oct 25 - Oct 26
Total with taxes and fees
Parkway House Goshen Family-Friendly Bed & Breakfast

5. Loft Room with Private Bathroom at Storm King Lodge

Loft Room with Private Bathroom at Storm King Lodge
New Windsor
$325 nightly
The price is $369
Oct 25 - Oct 26
Total with taxes and fees
Loft Room with Private Bathroom at Storm King Lodge

6. Hudson Pond · Hideaway King Suite · GF Breakfast

Hudson Pond · Hideaway King Suite · GF Breakfast
Poughkeepsie
10.0 out of 10, Exceptional, (5 reviews)
"Nicole's renovation of this charming old farmhouse, both inside and outside, is a work of art and no doubt a labor of love.Clean rooms.Modern bathrooms.Beautiful property.Great breakfast.One caution: the staircase leading to the upstairs bedroom is probably unsuitable for older people. ."
United States
David Z.
$145 nightly
The price is $164
Nov 10 - Nov 11
Total with taxes and fees
Hudson Pond · Hideaway King Suite · GF Breakfast

7. Twin Bedroom with Private Bathroom at Storm King Lodge

Twin Bedroom with Private Bathroom at Storm King Lodge
New Windsor
$325 nightly
The price is $369
Oct 25 - Oct 26
Total with taxes and fees
Twin Bedroom with Private Bathroom at Storm King Lodge

8. Loft Suite with Private Bathroom at Storm King Lodge

Loft Suite with Private Bathroom at Storm King Lodge
New Windsor
$389 nightly
The price is $443
Oct 25 - Oct 26
Total with taxes and fees
Loft Suite with Private Bathroom at Storm King Lodge

9. Columbus Hotel

Columbus Hotel
3.0 star property
Middletown
5.0 out of 10, (12 reviews)
"Looks nothing like the pictures shown, a completely different room than what they advertise"
United States
Donald
$178 nightly
The price is $201
Oct 27 - Oct 28
Total with taxes and fees
Columbus Hotel

10. 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
$209 nightly
The price is $236
Nov 3 - Nov 4
Total with taxes and fees
Villa Verde BB Greenwood Lake NY

11. 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
$305 nightly
The price is $375
Nov 5 - Nov 6
Total with taxes and fees
Stagecoach Inn

12. The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast
2.0 star property
Chester
9.2 out of 10, Wonderful, (238 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
$108 nightly
The price is $122
Nov 9 - Nov 10
Total with taxes and fees
The Dominion House Bed & Breakfast

13. Pine Suite with Private Bathroom at Storm King Lodge

Pine Suite with Private Bathroom at Storm King Lodge
New Windsor
$381 nightly
The price is $433
Oct 25 - Oct 26
Total with taxes and fees
Pine Suite with Private Bathroom at Storm King Lodge

14. 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.
$233 nightly
The price is $285
Oct 26 - Oct 27
Total with taxes and fees
Parkway House Goshen Bed & Breakfast Suite #4

15. Hudson Pond · Garden Queen Suite · GF Breakfast

Hudson Pond · Garden Queen Suite · GF Breakfast
Poughkeepsie
10.0 out of 10, Exceptional, (6 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
$135 nightly
The price is $153
Nov 9 - Nov 10
Total with taxes and fees
Hudson Pond · Garden Queen Suite · GF Breakfast

16. 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.
$220 nightly
The price is $269
Oct 27 - Oct 28
Total with taxes and fees
Parkway House Goshen Bed & Breakfast Suite #3

17. Parkway House Goshen Bed & Breakfast Suite #1

Parkway House Goshen Bed & Breakfast Suite #1
Goshen
10.0 out of 10, Exceptional, (1 review)
"Had a great stay with my family while visiting Legoland. Emily and her family were very accommodating. Her guest first approach was felt. Room was great, perfect for my large family. Excellent location as well, walking distance to downtown Goshen. 5 minute drive to Legoland. Definitely going to stay there again!"
United States
Kam K.
$233 nightly
The price is $285
Oct 27 - Oct 28
Total with taxes and fees
Parkway House Goshen Bed & Breakfast Suite #1

18. Parkway House Goshen Bed & Breakfast Suite #2

Parkway House Goshen Bed & Breakfast Suite #2
Goshen
$220 nightly
The price is $269
Oct 25 - Oct 26
Total with taxes and fees
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

Find out more about New Windsor

New Windsor B&B information

Number of reviews
600
Accommodation
27 B&B
Lowest Price
$122
Highest Price
$443

Frequently asked questions

What is the nightly rate for a Bed & Breakfast in New Windsor?
Prices for B&Bs in New Windsor often vary, but you can find a great deal from $122 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at New Windsor B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a Bed & Breakfast in New Windsor?
The best time to book a B&B in New Windsor is during the vibrant spring months of April and May. This period showcases the area's natural beauty as flowers bloom and the landscape comes alive, creating an inclusive setting for travelers seeking a peaceful retreat. With comfortable temperatures ranging from the low 40s to the high 60s Fahrenheit, outdoor exploration becomes a joy, whether you're strolling through historical sites or enjoying nearby hiking trails.

As the spring sun brightens the days, visitors can take advantage of ample opportunities for sightseeing, including the rich history of the Hudson Valley and the scenic views offered by the nearby mountains. This is also an excellent time for picnics in local parks or enjoying wine tastings at nearby vineyards, ensuring a well-rounded escape that caters to your adventurous spirit.

For those looking for a more budget-friendly option, consider visiting in November. This month, while quieter, still offers beautiful autumn colors and a unique opportunity to enjoy the local culture without the crowds. You can stroll through charming towns, visit local shops, and experience the warmth of the community during the fall season.
What is the difference between a New Windsor B&B and a hotel?
Every New Windsor B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at New Windsor B&Bs.

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