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

Book New Windsor Bed & Breakfast

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

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, (109 reviews)
"The stay was wonderful. The personnel were very accommodating."
United States
Steven
$326 nightly
The price is $385
Sep 21 - Sep 22
Total with taxes and fees
Cromwell Manor Inn

2. Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.4 out of 10, Exceptional, (183 reviews)
"This place has such a beautiful and homey feel to it. Plus, the breakfast is delicious!"
United States
Annaliese
$117 nightly
The price is $139
Sep 17 - Sep 18
Total with taxes and fees
Borland House Inn

3. Tin Brook Bed & Breakfast

Tin Brook Bed & Breakfast
3.0 star property
Walden
9.4 out of 10, Exceptional, (132 reviews)
"Really lovely stay, clean, comfortable room, (good bathroom, comfy bed and pillows) friendly, helpful staff. Nice breakfast. "
United States
anne
$138 nightly
The price is $156
Sep 17 - Sep 18
Total with taxes and fees
Tin Brook Bed & Breakfast

4. Loft Suite with Private Bath at Storm King Lodge

Loft Suite with Private Bath at Storm King Lodge
New Windsor
$366 nightly
The price is $409
Sep 17 - Sep 18
Total with taxes and fees
Loft Suite with Private Bath at Storm King Lodge

5. 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, (29 reviews)
"One of the best places we’ve stayed at, highly recommended!"
United States
Aakif
$141 nightly
The price is $173
Sep 17 - Sep 18
Total with taxes and fees
Parkway House Goshen Family-Friendly Bed & Breakfast

6. Pine Suite with Private Bath at Storm King Lodge

Pine Suite with Private Bath at Storm King Lodge
New Windsor
$366 nightly
The price is $409
Sep 17 - Sep 18
Total with taxes and fees
Pine Suite with Private Bath at Storm King Lodge

7. Twin Bedroom with Private Bath at Storm King Lodge

Twin Bedroom with Private Bath at Storm King Lodge
New Windsor
$366 nightly
The price is $409
Sep 17 - Sep 18
Total with taxes and fees
Twin Bedroom with Private Bath at Storm King Lodge

8. Loft Room with Private Bath at Storm King Lodge

Loft Room with Private Bath at Storm King Lodge
New Windsor
$366 nightly
The price is $409
Sep 17 - Sep 18
Total with taxes and fees
Loft Room with Private Bath at Storm King Lodge

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
$162 nightly
The price is $183
Sep 21 - Sep 22
Total with taxes and fees
Columbus Hotel

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
$397 nightly
The price is $489
Sep 30 - Oct 1
Total with taxes and fees
Stagecoach Inn

11. Villa Verde BB Greenwood Lake NY

Villa Verde BB Greenwood Lake NY
4.0 star property
Monroe
10.0 out of 10, Exceptional, (26 reviews)
"Very nice B&B, with a very gracious host who served us a wonderful breakfast."
United States
Peter
$243 nightly
The price is $275
Sep 17 - Sep 18
Total with taxes and fees
Villa Verde BB Greenwood Lake NY

12. 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
$141 nightly
The price is $160
Sep 23 - Sep 24
Total with taxes and fees
Hudson Pond · Garden Queen Suite · GF Breakfast

13. 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
$215 nightly
The price is $243
Sep 23 - Sep 24
Total with taxes and fees
The Dominion House Bed & Breakfast

14. 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.
$140 nightly
The price is $158
Sep 17 - Sep 18
Total with taxes and fees
Hudson Pond · Hideaway King Suite · GF Breakfast

15. Parkway House Goshen Bed & Breakfast Suite #2

Parkway House Goshen Bed & Breakfast Suite #2
Goshen
$266 nightly
The price is $325
Sep 17 - Sep 18
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.
Save an average of 15% on thousands of hotels when you're signed in

Top New Windsor Hotel Reviews

Find out more about New Windsor

New Windsor B&B information

Number of reviews
600
Accommodation
19 B&B
Lowest Price
$139
Highest Price
$489

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 $139 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.

Explore a world of travel with Expedia