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Check prices for these dates

Next weekend
10 Oct - 12 Oct
In two weeks
17 Oct - 19 Oct
In one month
31 Oct - 2 Nov
In two months
28 Nov - 30 Nov

Featured B&B in Ossining

Cromwell Manor Inn
Exterior

Cromwell Manor Inn

3.5 star property
9.6 out of 10, Exceptional, (82)
"Very clean facility, very friendly innkeepers with excellent recommendations, excellent breakfast(made to order)"
The price is AU$424
includes taxes & fees
2 Nov - 3 Nov
Cromwell Manor Inn
Stanton House Inn
Reception

Stanton House Inn

3.5 star property
9.6 out of 10, Exceptional, (156)
"Excellent staff and the pool is awesome. "
Stanton House 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$650
includes taxes & fees
7 Oct - 8 Oct
West Lane Inn
Charming Grand View/Lake Loft in Brewster with WiFi, AC
Interior

Charming Grand View/Lake Loft in Brewster with WiFi, AC

10.0 out of 10, Exceptional, (12)
"Absolutely beautiful property with water views and very accommodating host!! We had a great experience overall and would definitely book again if and when we come back to the area.."
Charming Grand View/Lake Loft in Brewster with WiFi, AC
Honey Maple Grove BnB
42-inch TV with digital channels, heated floors

Honey Maple Grove BnB

4.0 star property
9.2 out of 10, Wonderful, (5)
"Charming and quiet…. perfect bed and breakfast!"
Honey Maple Grove BnB
The Kittle House Inn
Free daily continental breakfast

The Kittle House Inn

3.5 star property
8.2 out of 10, Very good, (412)
"Beautiful place to stay with a great staff "
The Kittle House Inn
Cozy Homeva Kensico WP
Front of property

Cozy Homeva Kensico WP

3.0 star property
10.0 out of 10, Exceptional, (1)
"Eva & her son Matthew were very friendly & accommodating."
Cozy Homeva Kensico WP
Cozy Homeva Chatterton WP
Porch

Cozy Homeva Chatterton WP

3.0 star property
Cozy Homeva Chatterton WP
Cozy Homeva Battle Hill WP
Exterior

Cozy Homeva Battle Hill WP

3.0 star property
Cozy Homeva Battle Hill WP
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

Ardsley Acres Hotel Westchester

Ardsley Acres Hotel Westchester

10/10 Excellent
"They did a great job of renovating the property. By keep the night stay a little higher keeps the riff-raff out. Great place!! "
JAMES 1-night trip
Posted 20 hours ago
Ardsley Acres Hotel Westchester

Find out more about Ossining

Find out more about Ossining

Ossining B&B information

Number of reviews
708
Accommodation
9 B&B
Lowest Price
AU$424
Highest Price
AU$650

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 Depot Square and Ossining Dog Park.
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. 15.1 mi (24.3 km) from the city centre. 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.
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 Depot Square and Ossining Dog Park 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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