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

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Check prices for these dates

Next weekend
3 Jul - 5 Jul
In two weeks
10 Jul - 12 Jul
In one month
24 Jul - 26 Jul
In two months
21 Aug - 23 Aug

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, (102 reviews)
"Clean room, delicious breakfast, beautiful property, and excellent property managers."
United States
Wendy
The price is AED 1,587
AED 1,874 total
includes taxes & fees
27 Jun - 28 Jun
Cromwell Manor Inn
Exterior

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 AED 1,373
AED 1,579 total
includes taxes & fees
30 Jun - 1 Jul
West Lane Inn
Reception

Stanton House Inn

Stanton House Inn
3.5 star property
Greenwich
9.6 out of 10, Exceptional, (171 reviews)
"Excellent"
United States
Paul
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.
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Top Ossining Hotel Reviews

Hampton Inn & Suites Yonkers

Hampton Inn & Suites Yonkers

10/10 Excellent
"Great morning breakfast with our stay and they actually rotate the food items from day to day! Very quiet hotel and walking distance from Untermeyer Gardens and a few restaurants. The staff was super nice and very helpful. Great place!!!"
John 3-night trip
Posted 4 hours ago
Hampton Inn & Suites Yonkers

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 Pleasant 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: 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 Pleasant Square if you're hoping to see some of the area's natural features. You might put Sing Sing Correctional Facility and Travelers Rest 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.