Photo by Linda Zanetti

Search B&B in Ossining

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 6 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, (374)
"Just did an overnight but the room was super comfortable. Staff was friendly"
The price is SAR 852
SAR 944 total
includes taxes & fees
23 Jun - 24 Jun
23 Jum. II - 24 Jum. II
Crabtree's Kittle House Restaurant & Inn
Cromwell Manor Inn
Reception
Cromwell Manor Inn
3.5 star property
9.2 out of 10, Wonderful, (30)
"Service was excellent! Grounds needed attention.very comfortable suite."
The price is SAR 673
SAR 760 total
includes taxes & fees
23 Jun - 24 Jun
23 Jum. II - 24 Jum. II
Cromwell Manor Inn
Stanton House Inn
Lobby sitting area
Stanton House Inn
3.5 star property
9.6 out of 10, Exceptional, (117)
"This is a treasure and a delightful place to stay"
Stanton House Inn
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
West Lane Inn
Exterior
West Lane Inn
3.5 star property
9.8 out of 10, Exceptional, (39)
"Beautiful inn -lovely hospitality "
The price is SAR 1,402
SAR 1,613 total
includes taxes & fees
23 Jun - 24 Jun
23 Jum. II - 24 Jum. II
West Lane 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
Don't see what you're looking for?
See all available properties in Ossining
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.

Other property types in Ossining

Stamford Suites
Property amenity
Stamford Suites
2.5 star property
6.8 out of 10, (726)
"We loved all the dining options that were just a few minutes walk from the hotel. The hotel is outdated but it was very clean and the suites were spacious. The staff was friendly and helpful. "
The price is SAR 686
SAR 768 total
includes taxes & fees
3 Jul - 4 Jul
3 Raj. - 4 Raj.
Stamford Suites
Waterfront Retreat Center for Health & Wellness
Exterior
Waterfront Retreat Center for Health & Wellness
9.6 out of 10, Exceptional, (50)
"We stayed at the New Dawn for a Memorial Service. The setting on the water was so peaceful and private, yet easy access for those of us traveling by public transportation from Manhattan and La Guardia airport. We had chairs lined up facing the water for a Celebration of Life Ceremony. The whole downstairs layout was just wonderful with indoor and outdoor areas for people to gather, sharing memories and grief. Food platters from Costco were easily arranged and the weather was perfect. It was so...
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, (96)
"Comfortable apartment with a phenomenal view! The space could use a deep clean and some decluttering, but that view!!! Did I mention that the view was A-mazing?!?"
The price is SAR 807
SAR 1,129 total
includes taxes & fees
24 Jun - 25 Jun
24 Jum. II - 25 Jum. II
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.

Recent reviews of Ossining hotels
Expedia verified reviews

Hyatt Place New York/Yonkers

Hyatt Place New York/Yonkers

5/5 Excellent
"Great!"
A verified traveler stayed at Hyatt Place New York/Yonkers
Posted 9 hours ago
Hyatt Place New York/Yonkers