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
3.5 star property
8.2 out of 10, Very Good, (397)
"Perfect! Charming place, excellent food"
The price is AED 834
AED 924 total
includes taxes & fees
1 Dec - 2 Dec
Crabtree's Kittle House Restaurant & Inn
Cromwell Manor Inn
3.5 star property
9.2 out of 10, Wonderful, (40)
"We were very warmly received by the staff at the inn…forgot his name. He was available 24x7 We stayed in the Canterbury room for 2 nights and would definitely recommend it to others"
The price is AED 673
AED 759 total
includes taxes & fees
13 Nov - 14 Nov
Cromwell Manor Inn
Stanton House Inn
3.5 star property
9.6 out of 10, Exceptional, (130)
"Very charming Inn with friendly staff"
Stanton House Inn
West Lane Inn
3.5 star property
9.8 out of 10, Exceptional, (43)
"Great place to stay!"
The price is AED 1,373
AED 1,579 total
includes taxes & fees
6 Nov - 7 Nov
West Lane Inn
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
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
Cosy get away stay at Joanas
Cosy get away stay at Joanas
Cozy Homeva Chatterton WP
3.0 star property
Cozy Homeva Chatterton WP
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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Other property types in Ossining

Stamford Suites
2.5 star property
6.8 out of 10, (758)
"Had a good time pricing is on the money for that location. They had problems with their card system at first but the front desk worker was trying his best and he make it relaxing "
The price is AED 528
AED 591 total
includes taxes & fees
11 Nov - 12 Nov
Stamford Suites
Waterfront Retreat Center for Health & Wellness
9.6 out of 10, Exceptional, (53)
"Old house, beautiful location on the Sound in New Rochelle, NY. The owners are a not-for-profit who are kind and helpful throughout. House is old and has lovely period touches. House well stocked with linen and towels; kitchen had all items needed. Suggestions: 1. Some of the bathrooms do not have latches or locks. Needs to be fixed. 2. Some sinks slow to drain. 3. A dishwasher would be a great addition. 4. Uber found it difficult to find the house. They either overshot it or fell short of...
Waterfront Retreat Center for Health & Wellness
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
9.8 out of 10, Exceptional, (105)
"Super cozy apartment with a beautiful view. Very welcoming host and a great place for a short stay near Bear Mountain. "
The price is AED 617
AED 911 total
includes taxes & fees
11 Nov - 12 Nov
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.