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Check prices for these dates

Next weekend
21 Nov - 23 Nov
In two weeks
28 Nov - 30 Nov
In one month
12 Dec - 14 Dec
In two months
9 Jan - 11 Jan

B&B in Ossining

Exterior
Cromwell Manor Inn

Cromwell Manor Inn

4.0 star property
Cornwall
9.6 out of 10, Exceptional, (87)
"This is a beautiful property. The family that runs it is lovely. And the breakfast is amazing. This is the place to stay!"
United States
Laura
The price is AED 820
AED 968 total
includes taxes & fees
30 Nov - 1 Dec
Cromwell Manor Inn
Terrace/patio
West Lane Inn

West Lane Inn

3.5 star property
Ridgefield
9.8 out of 10, Exceptional, (54)
"Lovely home, very friendly staff"
United States
Alicia
The price is AED 1,373
AED 1,579 total
includes taxes & fees
20 Nov - 21 Nov
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.
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Top Ossining Hotel Reviews

Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

10/10 Excellent
"Baymount Is a one of my go to when i travel"
Kesa 2-night trip
Posted 17 hours ago
Baymont by Wyndham White Plains - Elmsford

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 Kitchawan Preserve.
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?
Below is a B&B in the area: Stanton House Inn: 20 rooms. 15.1 mi (24.3 km) from the downtown core. Enjoy the deli and outdoor pool.
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 Kitchawan Preserve if you're hoping to see some of the area's natural features. You might 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?
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.