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Check prices for these dates

Next weekend
24 Oct - 26 Oct
In two weeks
31 Oct - 2 Nov
In one month
14 Nov - 16 Nov
In two months
12 Dec - 14 Dec

Featured B&B in Ossining

Cromwell Manor Inn
Exterior
Cromwell Manor Inn
3.5 star property
9.6 out of 10, Exceptional, (84)
"Very clean facility, very friendly innkeepers with excellent recommendations, excellent breakfast(made to order)"
The price is AU$420
includes taxes & fees
4 Nov - 5 Nov
Cromwell Manor Inn
West Lane Inn
Terrace/patio
West Lane Inn
3.5 star property
9.8 out of 10, Exceptional, (53)
"Wonderful inn with great breakfast, very safe, wonderful new bathrooms, comfortable clean beds with excellebt dining options nearby."
The price is AU$664
includes taxes & fees
16 Oct - 17 Oct
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

DoubleTree by Hilton Stamford

DoubleTree by Hilton Stamford

10/10 Excellent
"Clean room, attetive staff, clise to Metro North, business friendly, quiet, great experience"
Dennis 1-night trip
Posted 4 days ago
DoubleTree by Hilton Stamford

Find out more about Ossining

Ossining B&B information

Number of reviews
137
Accommodation
9 B&B
Lowest Price
AU$420
Highest Price
AU$664

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 Depot 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: Stanton House Inn: 20 rooms. Situated 15.1 mi (24.3 km) from the heart of Ossining. Enjoy the snack bar/deli and outdoor pool. Honey Maple Grove BnB: 3 rooms. 13 mi (21 km) from the city centre. Enjoy the free full breakfast and unique decor. The Kittle House Inn: 14 rooms. Located 6.3 mi (10.1 km) from the core of Ossining. Enjoy the bar/lounge and on-site dining.
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 Depot 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.

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