Ossining Hotels

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
28 Feb - 1 Mar
Tomorrow
1 Mar - 2 Mar
Next weekend
6 Mar - 8 Mar
In two weeks
13 Mar - 15 Mar

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Ossining hotels

Restaurant

Windrose On Hudson

Windrose On Hudson
3.0 star property
Ossining
8.4 out of 10, Very good, (116 reviews)
"Great staff"
United States
Timothy
The price is €162
includes taxes & fees
1 Mar - 2 Mar
Windrose On Hudson
Villa

NEW 45 Wolden Rd Ossining NY 10562

NEW 45 Wolden Rd Ossining NY 10562
2.0 star property
Ossining
The price is €950
includes taxes & fees
15 Mar - 16 Mar
NEW 45 Wolden Rd Ossining NY 10562
Lobby

Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury
2.5 star property
Central Valley
7.6 out of 10, Good, (12 reviews)
"The cleaning could have been better"
United States
Yuna
The price is €102
includes taxes & fees
8 Mar - 9 Mar
Comfort Suites Central Valley - Woodbury
Free buffet breakfast

Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG
2.5 star property
Danbury
9.2 out of 10, Wonderful, (329 reviews)
"We enjoyed our stay. "
United States
Anne
The price is €124
includes taxes & fees
29 Mar - 30 Mar
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG
Reception

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very good, (1,002 reviews)
"The stone lodges are cute and cozy and the staff were quick and helpful if you needed anything. Great for a short stay at a reasonable price."
United States
Judith
The price is €114
includes taxes & fees
1 Mar - 2 Mar
Overlook Lodge at Bear Mountain
Lobby sitting area

Heidi's Inn

Heidi's Inn
2.5 star property
Brewster
8.8 out of 10, Excellent, (822 reviews)
"Clean room with very friendly and helpfull staff with a light breakfast "
United States
Christopher
The price is €119
includes taxes & fees
2 Mar - 3 Mar
Heidi's Inn
Lobby

Comfort Inn Brewster

Comfort Inn Brewster
2.5 star property
Brewster
9.0 out of 10, Wonderful, (547 reviews)
"Always great service and clean, comfy rooms. Breakfast is also decent every time, which isn’t always the case at hotels "
United States
Jared
The price is €116
includes taxes & fees
29 Mar - 30 Mar
Comfort Inn Brewster
Lobby

LIV Hotel Bronx - Newly Built

LIV Hotel Bronx - Newly Built
3.0 star property
Bronx
8.2 out of 10, Very good, (364 reviews)
"Our stay was awesome, clean, cozy and we slept well."
United States
Hidelisa
The price is €116
includes taxes & fees
2 Mar - 3 Mar
LIV Hotel Bronx - Newly Built
Terrace/patio

Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury
4.0 star property
Danbury
9.2 out of 10, Wonderful, (1,001 reviews)
"The staff was so friendly and accommodating and the hotel is well kept and very clean. "
United States
Victoria
The price is €157
includes taxes & fees
5 Mar - 6 Mar
Hotel Zero Degrees Danbury
Dinner served

Ethan Allen Hotel

Ethan Allen Hotel
3.5 star property
Danbury
7.8 out of 10, Good, (1,149 reviews)
"Clean room | Staff | Breakfast | Business-friendly"
United States
Eimy
The price is €98
includes taxes & fees
2 Mar - 3 Mar
Ethan Allen Hotel
Free daily continental breakfast

Springhill Suites By Marriott - Danbury

Springhill Suites By Marriott - Danbury
3.0 star property
Danbury
8.8 out of 10, Excellent, (864 reviews)
"great staff, clean room, excellent coffee"
United States
Carol
The price is €108
includes taxes & fees
19 Mar - 20 Mar
Springhill Suites By Marriott - Danbury
Free daily full breakfast

Hampton Inn & Suites Mahwah

Hampton Inn & Suites Mahwah
2.5 star property
Mahwah
8.8 out of 10, Excellent, (1,464 reviews)
"Great place to stay. "
United States
Omar
The price is €93
includes taxes & fees
15 Mar - 16 Mar
Hampton Inn & Suites Mahwah
Aerial view

West Point Motel

West Point Motel
2.5 star property
Highland Falls
8.6 out of 10, Excellent, (675 reviews)
"Always a great stay. Easy access to West Point. Clean. It’s a great simple stay for your cadet to get off base for a day or two. "
United States
Stephanie
The price is €96
includes taxes & fees
23 Mar - 24 Mar
West Point Motel
Free toiletries, hair dryer, towels

Holiday Inn Express Ramsey-Mahwah by IHG

Holiday Inn Express Ramsey-Mahwah by IHG
2.5 star property
Ramsey
9.2 out of 10, Wonderful, (1,001 reviews)
"Very nice and friendly staff"
Canada
Sergii
The price is €107
includes taxes & fees
8 Mar - 9 Mar
Holiday Inn Express Ramsey-Mahwah by IHG
Interior entrance

Hotel MTK Mount Kisco

Hotel MTK Mount Kisco
3.0 star property
Mount Kisco
8.6 out of 10, Excellent, (1,001 reviews)
"Great hotel. The town is nice. "
United States
Eric
The price is €134
includes taxes & fees
8 Mar - 9 Mar
Hotel MTK Mount Kisco
Lobby

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1,064 reviews)
"Easy check in, clean room, very good breakfast."
United States
Robert
The price is €110
includes taxes & fees
12 Mar - 13 Mar
Hampton Inn Harriman Woodbury
Reception

Dream Hotel Bronx

Dream Hotel Bronx
2.0 star property
South Side
7.0 out of 10, Good, (84 reviews)
"excellent"
United States
Barbara
The price is €126
includes taxes & fees
1 Mar - 2 Mar
Dream Hotel Bronx
Exterior

Residence Inn Marriott Danbury

Residence Inn Marriott Danbury
3.0 star property
Danbury
8.2 out of 10, Very good, (362 reviews)
"Clean room, good breakfast."
United States
Mariela
The price is €110
includes taxes & fees
19 Mar - 20 Mar
Residence Inn Marriott Danbury
Business centre

Americas Best Value Inn at Central Valley-Woodbury

Americas Best Value Inn at Central Valley-Woodbury
2.0 star property
Central Valley
7.2 out of 10, Good, (1,000 reviews)
"Room was perfect, motel in good location, excellent value"
United States
Paul
The price is €100
includes taxes & fees
4 Mar - 5 Mar
Americas Best Value Inn at Central Valley-Woodbury
Exterior

Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG
3.5 star property
Suffern
8.8 out of 10, Excellent, (1,003 reviews)
"Great place to stay. Great Custumer service and very comfortable rooms."
United States
Samir
The price is €112
includes taxes & fees
1 Mar - 2 Mar
Crowne Plaza Suffern - Mahwah by IHG
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Stay near popular Ossining attractions

Lovely spot in Westchester, NY
Photo by louann ohora
Open Photo by louann ohora

Teatown Lake Reservation

This 1,000-acre nature preserve features diverse ecosystems along scenic trails. Explore the floating boardwalk across the lake for wildlife viewing and see the island's native wildflower collection.
See properties
Rest stop area beside interstate highway where travelers rest and sight see Tioga Reservoir and Dam in Pennsylvania New York state border

Travelers Rest

This historic former stagecoach stop serves exceptional American and German cuisine in elegant, fireplace-lit dining rooms. Stroll through the landscaped gardens with waterfalls before your memorable meal.
See properties

Learn more about Ossining

Sing Sing Prison Museum offers a fascinating glimpse into America's most notorious correctional facility, with guided tours by former officers. Hike the scenic Old Croton Aqueduct Trail and then grab lunch at one of the diverse restaurants along the Hudson River waterfront.

See all hotels in Ossining
Main building at Maryknoll
Photo by louann ohora
Open Photo by louann ohora

Top Ossining Hotel Reviews

Windrose On Hudson

Windrose On Hudson

10/10 Excellent
"Amazing staff, from front desk Nelson to the cleaning crew, everyone was amazing! Nice facilities, awesome gym, loved our stay"
Sonia 1-night trip
Posted 1 day ago
Windrose On Hudson

More cheap stays in Ossining

Sonesta Simply Suites Nanuet

Sonesta Simply Suites Nanuet

20 Overlook Blvd Nanuet NY
The price is €91 per night from 1 Mar to 2 Mar
€91
1 Mar - 2 Mar
includes taxes & fees
8.4/10 Very Good! (1,105 reviews)

Frequently asked questions

Where is the best place to stay in Ossining?
Windrose On Hudson is one of the top choices for your stay based on our traveller data. This hotel offers free parking and a fitness centre. Other good options for your visit to the area are Baymont by Wyndham White Plains - Elmsford and Sonesta White Plains Downtown. See all available top hotels, or vacation rentals in Ossining.
What are some of the best holiday rentals that Ossining has to offer?
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!: This highly rated holiday home rental in Ossining is located near skiing, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games. See all vacation rentals in Ossining.
If I need to cancel my hotel reservation in Ossining, will I receive a refund?
Yes, most hotel bookings are fully refundable if you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If your reservation is non-refundable, you may still be able to cancel and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Ossining.
What are some accommodation options with pools in Ossining?
Baymont by Wyndham White Plains - Elmsford: Offers daily, an indoor pool and complimentary high-speed (wired) Internet access. Sonesta White Plains Downtown and DoubleTree by Hilton Hotel Nanuet are a couple of other choices with an on-site pool. View all hotels with pools in Ossining.
What's it like to stay in Ossining?
Visitors can enjoy all that Ossining has to offer, including the restaurants, parks and golf courses. Tourists can also enjoy the city's university setting, monuments and museums. In Ossining, there are 33 hotels and other accommodation options to choose from. Find out more about Ossining.
What should I do while I'm visiting Ossining?
Cultural venues include Sing Sing Prison Museum and Ossining Historical Society. Landmarks like Sing Sing Correctional Facility, Thomas J. Watson Research Center and Ossining Public Library might be worth a visit. Natural beauty is on display at Teatown Lake Reservation, Merchants Square and Pleasant Square. Take a look at what more there is to see and do in Expedia's Ossining guide.
What's the best way to get around Ossining?
To venture out into the surrounding area, take a train from Ossining Station. If you want to venture out around the area, you may want a rental car in Ossining for your journey.
What's the weather like in Ossining?
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.

Explore a world of travel with Expedia