A wooden boardwalk winding through a forest with autumn foliage.

Find Ossining Bed And Breakfast

Check prices for these dates

Next weekend
Sep 25 - Sep 27
In two weeks
Oct 2 - Oct 4
In one month
Oct 16 - Oct 18
In two months
Nov 13 - Nov 15

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, 109, (109 reviews)
"The stay was wonderful. The personnel were very accommodating."
United States
Steven
The price is ￥50,115
￥59,196 total
includes taxes & fees
Sep 21 - Sep 22
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, 56, (56 reviews)
"Great place to stay!"
United States
Susan
The price is ￥57,412
￥66,023 total
includes taxes & fees
Sep 17 - Sep 18
West Lane Inn
A room with a wooden floor, a dresser, two leather armchairs, a small table with a clock, a lamp, and a framed picture on the wall.

3. Loft Suite with Private Bath at Storm King Lodge

Loft Suite with Private Bath at Storm King Lodge
New Windsor
The price is ￥44,163
￥63,321 total
includes taxes & fees
Sep 16 - Sep 17
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
The price is ￥44,163
￥63,321 total
includes taxes & fees
Sep 16 - Sep 17
Loft Room with Private Bath at Storm King Lodge
A wooden-paneled room with a fireplace, a world map, a fire extinguisher, and a vintage suitcase.

5. Pine Suite with Private Bath at Storm King Lodge

Pine Suite with Private Bath at Storm King Lodge
New Windsor
The price is ￥44,163
￥63,321 total
includes taxes & fees
Sep 16 - Sep 17
Pine Suite with Private Bath at Storm King Lodge
A two-story house with a front porch, a stone chimney, and a well-maintained lawn.

6. Twin Bedroom with Private Bath at Storm King Lodge

Twin Bedroom with Private Bath at Storm King Lodge
New Windsor
The price is ￥44,163
￥63,321 total
includes taxes & fees
Sep 16 - Sep 17
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Ossining Hotel Reviews

Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

8/10 Good
"Sitting in the eating area the many seats were ripped or not supportive. The room was good but the bathroom needed some TLC."
Joseph 1-night trip
Posted 7 hours ago
Hampton Inn White Plains/Tarrytown

Find out more about Ossining

Ossining B&B information

Number of reviews
109
Accommodation
8 B&B
Lowest Price
￥59,196
Highest Price
￥66,023

Frequently asked questions

Searching for B&Bs in Ossining?
If you're looking for something a little more offbeat than your standard hotel, a bed and breakfast could be a great option for your trip. While you're here, you can get to know Ossining by exploring its natural beauty. Consider a stop by Merchants Square and Teatown Lake Reservation.
How do you know if a B&B is the best choice for your stay?
With attentive service, opportunities to mingle with other guests, and top-rated breakfasts, B&Bs offer a unique setting.
What are the best B&Bs in Ossining?
Here are some B&Bs in the area: Adorable 2-bedroom bed & breakfast in fantastic Ossining location: 0.2 mi (0.3 km) from the heart of Ossining.Stanton House Inn: 20 rooms. 15.1 mi (24.3 km) from the downtown core. Enjoy the deli and outdoor pool. Honey Maple Grove BnB: 3 rooms. Located 13 mi (21 km) from the core of Ossining. Enjoy the free full breakfast and unique décor.
When should I book my B&B in Ossining?
When you're planning your escape to Ossining, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 71°F, while the coldest months are January and February with an average of 34°F. Average annual precipitation for Ossining is 51 inches.
What is there to do in Ossining?
Spend some time exploring Merchants Square and Teatown Lake Reservation if you're hoping to see some of the area's natural features. You might put Sing Sing Prison Museum and Ossining Public Library on your list if you want to see more of the area.
How can I get to and around Ossining?
Planning your excursions in and around Ossining is easier with these transportation options. Fly into Westchester County Airport (HPN), which is located 10.5 mi (16.8 km) from the city center. Otherwise, look for flights into Teterboro, NJ (TEB), which is 23.9 mi (38.5 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.

Explore a world of travel with Expedia