A wooden boardwalk winding through a forest with autumn foliage.

Book Ossining Bed & Breakfast

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  • Upfront pricing

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

Check prices for these dates

Next weekend
Sep 11 - Sep 13
In two weeks
Sep 18 - Sep 20
In one month
Oct 2 - Oct 4
In two months
Oct 30 - Nov 1

Our top choices for Ossining 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
$326 nightly
The price is $385
Sep 20 - Sep 21
Total with taxes and fees
Cromwell Manor Inn
A large, white, two-story building with a curved front porch and a sign that reads "The West Lane Inn Boutique Hotel."

2. West Lane Inn

West Lane Inn
3.5 star property
Ridgefield
9.8 out of 10, Exceptional, (56 reviews)
"Great place to stay!"
United States
Susan
$374 nightly
The price is $430
Sep 7 - Sep 8
Total with taxes and fees
West Lane Inn
A bedroom with a bed, a chair, a nightstand, a lamp, and a door.

3. Loft Suite with Private Bath at Storm King Lodge

Loft Suite with Private Bath at Storm King Lodge
New Windsor
$386 nightly
The price is $432
Sep 11 - Sep 12
Total with taxes and fees
Loft Suite with Private Bath at Storm King Lodge
A bedroom with a bed, a window with curtains, a nightstand, and a chair.

4. Loft Room with Private Bath at Storm King Lodge

Loft Room with Private Bath at Storm King Lodge
New Windsor
$386 nightly
The price is $432
Sep 11 - Sep 12
Total with taxes and fees
Loft Room with Private Bath at Storm King Lodge
A wooden-paneled room with a bed, a chair, a dresser, and a window with curtains.

5. Pine Suite with Private Bath at Storm King Lodge

Pine Suite with Private Bath at Storm King Lodge
New Windsor
$377 nightly
The price is $422
Sep 11 - Sep 12
Total with taxes and fees
Pine Suite with Private Bath at Storm King Lodge
A room with two beds, a window with a view, a small table, and a rug.

6. Twin Bedroom with Private Bath at Storm King Lodge

Twin Bedroom with Private Bath at Storm King Lodge
New Windsor
$386 nightly
The price is $432
Sep 11 - Sep 12
Total with taxes and fees
Twin Bedroom with Private Bath at Storm King Lodge
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 Ossining Hotel Reviews

Westchester Marriott

Westchester Marriott

8/10 Good
"overall good experience"
Mark 1-night trip
Posted 6 hours ago
Westchester Marriott

Find out more about Ossining

Ossining B&B information

Number of reviews
109
Accommodation
8 B&B
Lowest Price
$385
Highest Price
$432

Frequently asked questions

What is the nightly rate for a Bed and Breakfast in Ossining?
Prices for B&Bs in Ossining often vary, but you can find a great deal from $385 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Ossining 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.
What is the difference between a Ossining Bed & Breakfast and a hotel?
Every Ossining 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 Ossining B&Bs.

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