Title: Ossining B&B: Find the Best Bed and Breakfast from CA $368 | Expedia.ca [Hotels in Ossining](https://expedia.ca/Ossining-Hotels.d6190653.Travel-Guide-Hotels)[Vacation Rentals in Ossining](https://expedia.ca/Ossining-Vacation-Rentals.d6190653.Travel-Guide-VacationRentals)[Flights to Ossining](https://expedia.ca/Cheap-Flights-To-Ossining.d6190653.Travel-Guide-Flights)[Ossining Car Rentals](https://expedia.ca/Car-Rentals-In-Ossining.d6190653.Car-Rental-Guide)[Ossining Vacation Packages](https://expedia.ca/Ossining.d6190653.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/71c4a83d479d9d5736259a6b7bd056c1.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Linda Zanetti # Find a Bed and Breakfast in Ossining from CA $368 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6190653&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6190653&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6190653&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6190653&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Ossining B&B ![Exterior](https://images.trvl-media.com/lodging/84000000/83830000/83825100/83825039/fda4e0e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83830000/83825100/83825039/94f72b71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/84000000/83830000/83825100/83825039/a124fb3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Canterbury, Luxury Queen, Fireplace](https://images.trvl-media.com/lodging/84000000/83830000/83825100/83825039/aeff4e74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cromwell Manor Inn Cornwall 9.6/10 Exceptional (84) "Very clean facility, very friendly innkeepers with excellent recommendations, excellent breakfast(made to order)" CA $311 CA $368 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Cornwall-Hotels-Cromwell-Manor-Inn.h83825039.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/25000000/24300000/24290800/24290702/cd131fa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Single Room | Living area](https://images.trvl-media.com/lodging/25000000/24300000/24290800/24290702/f1ac6fa7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/25000000/24300000/24290800/24290702/a52a667e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Suite, 2 Bedrooms, Non Smoking (Family Suite with Kitchenette)](https://images.trvl-media.com/lodging/25000000/24300000/24290800/24290702/01d1eb94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### West Lane Inn Ridgefield 9.8/10 Exceptional (53) "Wonderful inn with great breakfast, very safe, wonderful new bathrooms, comfortable clean beds with excellebt dining options nearby." CA $521 CA $600 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Danbury-Hotels-West-Lane-Inn.h24290702.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-23&endDate=2025-10-24®ionId=6190653&adults=2&lodging=BED_AND_BREAKFAST&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FOssining-Bed-And-Breakfast.d6190653-aaBedAndBreakfast.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOssining-Bed-And-Breakfast.d6190653-aaBedAndBreakfast.Travel-Guide-Accommodation) ## Top Ossining Hotel Reviews ![Hampton Inn White Plains/Tarrytown](//images.trvl-media.com/lodging/1000000/30000/23300/23291/d5b0e16e_y.jpg) ### Hampton Inn White Plains/Tarrytown 10/10 Excellent "Normal" [](https://expedia.ca/White-Plains-Hotels-Hampton-Inn-White-Plains.h23291.Hotel-Information) ![Armoni Inn & Suites](//images.trvl-media.com/lodging/1000000/20000/12100/12036/5f0c23aa_y.jpg) ### Armoni Inn & Suites 10/10 Excellent "We had an overnight stay; for this purpose, it was perfect." [](https://expedia.ca/Orangeburg-Hotels-Armoni-Inn-Suites.h12036.Hotel-Information) ![Royal Regency Hotel](//images.trvl-media.com/lodging/1000000/50000/40900/40814/c5903df6_y.jpg) ### Royal Regency Hotel 10/10 Excellent "Affordable and a pleasant stay. Hope you like purple." [](https://expedia.ca/White-Plains-Hotels-Royal-Regency-Hotel.h40814.Hotel-Information) ![Ardsley Acres Hotel Westchester](//images.trvl-media.com/lodging/2000000/1170000/1166900/1166864/4b305bf7_y.jpg) ### Ardsley Acres Hotel Westchester 10/10 Excellent "Room provided a proper workspace, mini refrigerator, and very clean room. Plenty of parking on premises and helpful staff. " [](https://expedia.ca/White-Plains-Hotels-Ardsley-Acres-Hotel-Westchester.h1166864.Hotel-Information) ![Tarrytown House Estate](//images.trvl-media.com/lodging/1000000/50000/49700/49674/a89a02a1_y.jpg) ### Tarrytown House Estate 10/10 Excellent "I attended a banker's conference at this resort in early October, The place was exceptionally clean and comfortable. The service was excellent and the food options, although limited on-site, were very good." [](https://expedia.ca/White-Plains-Hotels-Tarrytown-House-Estate-On-The-Hudson.h49674.Hotel-Information) ![The Stamford Hotel](//images.trvl-media.com/lodging/1000000/50000/42300/42258/d312d428_y.jpg) ### The Stamford Hotel 10/10 Excellent "Great staff, so helpful. Took some nice walks by the water, and hotel is close to parks and basic amenities." [](https://expedia.ca/Stamford-Hotels-The-Stamford-Hotel.h42258.Hotel-Information) ![Amsterdam Hotel](//images.trvl-media.com/lodging/1000000/30000/20800/20793/f5bb9592_y.jpg) ### Amsterdam Hotel 10/10 Excellent "Staff were friendly and competent. Room was clean and comfortable." [](https://expedia.ca/Stamford-Hotels-Amsterdam-Hotel.h20793.Hotel-Information) ![Sonesta Simply Suites Nanuet](//images.trvl-media.com/lodging/1000000/700000/694300/694250/a9ba8283_y.jpg) ### Sonesta Simply Suites Nanuet 10/10 Excellent "The hotel was absolutely amazing. They are waiting for updates. Tbh the bed was very comfy. Clean environment. Everything was an A plus except the room can use a major update. Ex- t.v. was a Panasonic, futniture can be updated. But overall i would def recommended this hotel. Btw representative name Ashley was an absolute sweetheart. She assured i had everything i needed. She and i shared the same Librav season. She was great. U receive everything u need from housekeeping. The best service!!! Btw plz make sure u walk the area first. There a Costco right behind the bdlg. Target and other stores nearby. I loved the convenience of cooking my own food but also the flexibility of eating out" [](https://expedia.ca/Nyack-Hotels-Sonesta-Simply-Suites-Nanuet.h694250.Hotel-Information) ![Clinton Inn Hotel & Event Center](//images.trvl-media.com/lodging/1000000/20000/16200/16115/aa583634_y.jpg) ### Clinton Inn Hotel & Event Center 10/10 Excellent "didnt have the chsnce to enjoy the place " [](https://expedia.ca/Tenafly-Hotels-Clinton-Inn-Hotel-Event-Center.h16115.Hotel-Information) ## Find out more about Ossining ## Ossining B&B information | Number of reviews | 135 | | --- | --- | | Accommodation | 9 B&B | | Lowest Price | CA $368 | | Highest Price | CA $600 | ## 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 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 mingle with other guests, and top-rated 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](https://www.expedia.ca/Stamford-Hotels-Stanton-House-Inn.h33140789.Hotel-Information): 20 rooms. Situated 15.1 mi (24.3 km) from the heart of Ossining. Enjoy the deli and outdoor pool. [Honey Maple Grove BnB](https://www.expedia.ca/Bedford-Hotels-Honey-Maple-Grove-BnB.h92453916.Hotel-Information): 3 rooms. 13 mi (21 km) from the heart of downtown. Enjoy the free full breakfast and unique décor. [The Kittle House Inn](https://www.expedia.ca/White-Plains-Hotels-Crabtrees-Kittle-House-Restaurant-Inn.h1479389.Hotel-Information): 14 rooms. Located 6.3 mi (10.1 km) from the core of Ossining. Enjoy the bar/lounge and onsite 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 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 Teatown Lake Reservation and Depot Square 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. 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