Find a Bed and Breakfast in Ossining from CA $384

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Mar 27 - Mar 29
In two weeks
Apr 3 - Apr 5
In one month
Apr 17 - Apr 19
In two months
May 15 - May 17

Our top choices for Ossining bed & breakfast

Terrace/patio

Cromwell Manor Inn

Cromwell Manor Inn
4.0 star property
Cornwall
9.4 out of 10, Exceptional, (95 reviews)
"Great stay!"
United States
Amrita
The price is CA $325
CA $384 total
includes taxes & fees
Mar 18 - Mar 19
Cromwell Manor Inn
Exterior

West Lane Inn

West Lane Inn
3.5 star property
Ridgefield
9.8 out of 10, Exceptional, (54 reviews)
"Lovely home, very friendly staff"
United States
Alicia
The price is CA $471
CA $541 total
includes taxes & fees
Mar 18 - Mar 19
West Lane Inn
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

Ramada by Wyndham Bronx

Ramada by Wyndham Bronx

10/10 Excellent
"Only thing sucks is parking. "
Dascia 1-night trip
Posted 2 hours ago
Ramada by Wyndham Bronx

Find out more about Ossining

Ossining B&B information

Number of reviews
149
Accommodation
10 B&B
Lowest Price
CA $384
Highest Price
CA $541

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 Teatown Lake Reservation and Merchants Square.
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: Stanton House Inn: 20 rooms. 15.1 mi (24.3 km) from the heart of Ossining. Enjoy the deli and outdoor pool. Honey Maple Grove BnB: 3 rooms. 13 mi (21 km) from the heart of downtown. Enjoy the free full breakfast and unique décor. The Kittle House Inn: 14 rooms. Located 6.3 mi (10.1 km) from the core of Ossining. Enjoy the onsite dining and bar/lounge.
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 Teatown Lake Reservation and Merchants Square if you're hoping to see some of the area's natural features. You might put Sing Sing Prison Museum and Sing Sing Correctional Facility 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