Photo by Linda Zanetti

Search B&B in Ossining

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Compare 9 B&B in Ossining with updated reviews, rates, and availability.

Crabtree's Kittle House Restaurant & Inn
Property entrance
Crabtree's Kittle House Restaurant & Inn
3.5 star property
8.2 out of 10, Very Good, (390)
"Beautiful place to stay with a great staff "
The price is AED 834
AED 924 total
includes taxes & fees
23 Sep - 24 Sep
Crabtree's Kittle House Restaurant & Inn
Stanton House Inn
Lobby sitting area
Stanton House Inn
3.5 star property
9.6 out of 10, Exceptional, (127)
"Charming property in the heart of Greenwich! Staff very responsive. Very tasty breakfast."
Stanton House Inn
Cromwell Manor Inn
Reception
Cromwell Manor Inn
3.5 star property
9.4 out of 10, Exceptional, (39)
"Beautiful place. The manager on property was really nice and made the check in very pleasant. There’s a beautiful very large backyard that we sat at night in the grass field in lounge chairs and looked at the stars. The room was very beautiful, the bed comfortable. The very long history of the building in interesting to learn too"
The price is AED 793
AED 894 total
includes taxes & fees
26 Sep - 27 Sep
Cromwell Manor Inn
Honey Maple Grove BnB
Terrace/patio
Honey Maple Grove BnB
4.0 star property
9.6 out of 10, Exceptional, (4)
"Abbott the owner and host was very accomodating. Everything was clean and well maintained. Location is perfect. Will stay there whenever we are in the area"
Honey Maple Grove BnB
West Lane Inn
Exterior
West Lane Inn
3.5 star property
9.8 out of 10, Exceptional, (41)
"Beautiful inn -lovely hospitality "
The price is AED 1,373
AED 1,579 total
includes taxes & fees
23 Sep - 24 Sep
West Lane Inn
Cosy get away stay at Joanas
Room
Cosy get away stay at Joanas
Cosy get away stay at Joanas
Cozy Homeva Chatterton WP
Front of property
Cozy Homeva Chatterton WP
3.0 star property
Cozy Homeva Chatterton WP
Cozy Homeva Kensico WP
Front of property
Cozy Homeva Kensico WP
3.0 star property
Cozy Homeva Kensico WP
Cozy Homeva Battle Hill WP
Front of property
Cozy Homeva Battle Hill WP
3.0 star property
Cozy Homeva Battle Hill WP
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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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Other property types in Ossining

Stamford Suites
Property amenity
Stamford Suites
2.5 star property
6.8 out of 10, (746)
"It was more than i expected. "
The price is AED 559
AED 626 total
includes taxes & fees
6 Oct - 7 Oct
Stamford Suites
Waterfront Retreat Center for Health & Wellness
Exterior
Waterfront Retreat Center for Health & Wellness
9.6 out of 10, Exceptional, (52)
"I recently spent a couple of days celebrating my birthday with friends in this place, and it was an unforgettable experience. The house was beautifully furnished with a rich, wooden interior and stunning Tiffany stained glass windows. The expansive lawn offered breathtaking views of the bay, and the cozy pergola provided the perfect spot for relaxation. The elegant tableware added a touch of sophistication to our meals. Overall, it was a charming and memorable stay in a truly special...
Waterfront Retreat Center for Health & Wellness
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Autumn Foliage - Private Patio View
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
9.8 out of 10, Exceptional, (99)
"Wonderful hilltop location. Beautiful view. Nice apartment. Great hosts. Wish we could have stayed longer! "
The price is AED 639
AED 937 total
includes taxes & fees
7 Oct - 8 Oct
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
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.

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 Louis Engel Waterfront Park and Teatown Lake Reservation.
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.
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 Louis Engel Waterfront Park and Teatown Lake Reservation 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.