Boardwalk over marshland on the trail at Teatown Lake Reservation in Ossining, New York.

Find the Best Ossining Bed and Breakfast

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Save instantly and earn perks with One Key
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Our top choices for Ossining bed & breakfast

Cromwell Manor Inn

Cromwell Manor Inn
4.0 star property
Cornwall
9.4 out of 10, Exceptional, (102 reviews)
"Clean room, delicious breakfast, beautiful property, and excellent property managers."
United States
Wendy
The price is £390
includes taxes & fees
3 Jul - 4 Jul
Cromwell Manor Inn

West Lane Inn

West Lane Inn
3.5 star property
Ridgefield
9.8 out of 10, Exceptional, (54 reviews)
"Great place to stay!"
United States
Susan
The price is £320
includes taxes & fees
21 Jun - 22 Jun
West Lane Inn

Stanton House Inn

Stanton House Inn
3.5 star property
Greenwich
9.6 out of 10, Exceptional, (171 reviews)
"Excellent"
United States
Paul
The price is £256
includes taxes & fees
28 Jun - 29 Jun
Stanton House 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.
Save an average of 15% on thousands of hotels when you're signed in

Top Ossining Hotel Reviews

Find out more about Ossining

Ossining B&B information

Number of reviews
327
Accommodation
7 B&B
Lowest Price
£256
Highest Price
£390

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 might be the perfect option for your holiday. While you're here, you can get to know Ossining by exploring its natural beauty—consider stopping at 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 meet guests from other places and hearty 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 city centre. Enjoy the snack bar/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 decor.
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 temperature of 22°C, while the coldest months are January and February, with an average of 1°C. Average annual precipitation for Ossining is 1302 mm.
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 should put Sing Sing Correctional Facility and Thomas J. Watson Research Center on your list if you want to see more of the area.
How can I get to and around Ossining?
Mapping out your trip in and around Ossining is easy with these transportation options. Fly into White Plains, NY (HPN-Westchester County), which is located 10.5 mi (16.8 km) away from the city centre. You can also search 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