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Find hotels in Ossining, NY from ￥17,757

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Our top choices for Ossining hotels

Restaurant
Windrose On Hudson

Windrose On Hudson

Windrose On Hudson
3.0 star property
Ossining
8.2 out of 10, Very Good, (100)
Experience relaxation at this riverside retreat with a fitness center and vibrant bar/lounge. Near Van Cortlandt Manor and Croton Point Park, enjoy complimentary WiFi and parking while savoring breakfast at the cozy café.
"Clean room, staff were very welcoming"
United States
Semaj
The price is ￥27,582
￥30,719 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Windrose On Hudson
House | 5 bedrooms
Foliage at Westchester Manor - Near Sleepy Hollow

Foliage at Westchester Manor - Near Sleepy Hollow

Foliage at Westchester Manor - Near Sleepy Hollow
2.0 star property
Ossining
The price is ￥64,305
￥145,156 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Foliage at Westchester Manor - Near Sleepy Hollow
Indoor pool, open 8:30 AM to 9:30 PM, sun loungers
DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet
4.0 star property
Nanuet
8.8 out of 10, Excellent, (1002)
Adjacent to a golf course, this serene Nanuet hotel boasts an indoor pool and Windsor Grille for evening dining. The peaceful atmosphere, 24-hour fitness center, and bar create the perfect setting for unwinding near Rockland Bakery and The Shops at Nanuet.
"Great staff, clean and the pool was awesome! "
Canada
Aleah
The price is ￥15,204
￥17,693 total
includes taxes & fees
Jan 4 - Jan 5, 2026
DoubleTree by Hilton Hotel Nanuet
Lobby
Hampton Inn Paramus

Hampton Inn Paramus

Hampton Inn Paramus
2.5 star property
Paramus
9.2 out of 10, Wonderful, (972)
Modern rooms with refrigerators and microwaves await at this Paramus hotel. Take a swim in the indoor pool, enjoy a drink at the bar, or work out in the fitness center. Free parking and WiFi plus helpful staff make exploring nearby attractions easy.
"Rooms were clean, great breakfast and super friendly staff! "
United States
Phaelyn
The price is ￥17,759
￥20,357 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hampton Inn Paramus
Bar (on property)
Hyatt Regency Greenwich

Hyatt Regency Greenwich

Hyatt Regency Greenwich
4.0 star property
Old Greenwich
8.4 out of 10, Very Good, (1008)
"Excellent Hotel, the room, the staff, the common areas, the bar, the coffee shop, everything about this hotel is great "
United States
Nabil
The price is ￥27,734
￥31,894 total
includes taxes & fees
Dec 28 - Dec 29
Hyatt Regency Greenwich
Studio Suite, 1 King Bed, Non Smoking | Jetted tub
Ramada by Wyndham Bronx

Ramada by Wyndham Bronx

Ramada by Wyndham Bronx
3.0 star property
Bronx
8.4 out of 10, Very Good, (1003)
"Great place "
United States
Anthony
The price is ￥20,354
￥23,900 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Ramada by Wyndham Bronx
Restaurant
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1001)
Historic lodge near Bear Mountain State Park offers deep-tissue massages and body wraps at the onsite spa. Enjoy drinks at the bar, meals at the café, and rooms with refrigerators and microwaves. Free WiFi and parking add convenience for exploring nearby attractions.
"Staff was incredibly kind and the room was super cozy. The inn is beautiful and there is enough to do around. "
United States
Ryan
The price is ￥15,760
￥17,828 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Overlook Lodge at Bear Mountain
Exterior
The Abbey Inn & Spa

The Abbey Inn & Spa

The Abbey Inn & Spa
4.0 star property
Peekskill
9.2 out of 10, Wonderful, (227)
Situated in Peekskill, this hotel offers a full-service spa where you can unwind with massages and facials. Dine at Apropos Restaurant, enjoy the seasonal outdoor pool, or exercise in the fitness center. Bear Mountain State Park and Dramatic Hall are just minutes away.
"We had a very short stay but what i can say is that rooms were extremely clean, the staff was beyond courteous extremely helpful restaurants was not only beautiful but food services once again amazing.. We look foward to coming back for a longer stay and try the spa out as well.."
United States
Paul
The price is ￥43,055
￥56,357 total
includes taxes & fees
Jan 11 - Jan 12, 2026
The Abbey Inn & Spa
Reception
DoubleTree by Hilton Stamford

DoubleTree by Hilton Stamford

DoubleTree by Hilton Stamford
3.5 star property
Waterside
7.4 out of 10, Good, (1005)
Just steps from Stamford Transportation Center, this contemporary hotel offers a relaxing indoor pool and dining at Tavola Restaurant. A 24-hour health club and bar enhance your stay near Stamford Center for the Arts.
"We’ve stayed here a few times Overall it’s good!"
United States
Lisa
The price is ￥19,934
￥22,924 total
includes taxes & fees
Jan 4 - Jan 5, 2026
DoubleTree by Hilton Stamford
Free daily buffet breakfast
Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown
3.0 star property
Elmsford
8.0 out of 10, Very Good, (1298)
"Clean rooms, good parking & nice staff."
United States
Shakeia
The price is ￥18,783
￥21,481 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Hampton Inn White Plains/Tarrytown
Lobby
Amsterdam Hotel

Amsterdam Hotel

Amsterdam Hotel
2.0 star property
Downtown Stamford
8.4 out of 10, Very Good, (1725)
In this serene Stamford retreat near the train station, enjoy complimentary continental breakfast, WiFi, and parking. The fitness center energizes while the garden and terrace provide peaceful relaxation. Steps from shopping and restaurants with helpful staff to enhance your stay.
"Front desk staff very friendly and helpful."
United States
Vivian
Amsterdam Hotel
Aerial view
Sleepy Hollow Hotel

Sleepy Hollow Hotel

Sleepy Hollow Hotel
3.5 star property
Tarrytown
6.8 out of 10, (1002)
Just minutes from Lyndhurst Mansion, this quiet retreat offers a peaceful courtyard garden and indoor pool. Enjoy American cuisine at Hudson Bistro after a workout in the 24-hour fitness center or relaxing in the sauna. Free WiFi and parking enhance your stay.
"excellent place "
United States
Boruch
The price is ￥18,876
￥21,589 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Sleepy Hollow Hotel
Lobby
The Stamford Hotel

The Stamford Hotel

The Stamford Hotel
3.5 star property
Downtown Stamford
7.8 out of 10, Good, (1111)
Located by the Stamford Transportation Center, this hotel offers American cuisine at 700 Main restaurant, a fitness center, and bar. Walking distance to downtown dining and Stamford Town Center, with clean rooms that travelers consistently praise.
"Older rooms and hotel Great bartender and it was close to our event so it worked "
United States
James
The price is ￥16,687
￥19,191 total
includes taxes & fees
Jan 1 - Jan 2, 2026
The Stamford Hotel
Free daily self-serve breakfast
Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford
2.5 star property
Elmsford
8.2 out of 10, Very Good, (1458)
Located just a 10-minute drive from Westchester County Center, this hotel offers an indoor pool, 24-hour fitness center, and complimentary breakfast. Travelers praise the quiet atmosphere, comfortable beds, and helpful staff. Free WiFi and parking enhance your stay.
"Great experience can’t wait to come back "
United States
Marvin
The price is ￥19,204
￥21,964 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Baymont by Wyndham White Plains - Elmsford
View from property
Inn on the Hudson

Inn on the Hudson

Inn on the Hudson
2.0 star property
Peekskill
6.8 out of 10, (1001)
This charming riverside hotel offers complimentary Wi-Fi, parking, and on-the-go breakfast. Located near the train station and just a 15-minute walk to Peekskill, with kayaking and mountain biking nearby. Rooms include refrigerators and microwaves.
"Always a pleasant place "
United States
Abner
The price is ￥13,839
￥15,828 total
includes taxes & fees
Dec 28 - Dec 29
Inn on the Hudson
Exterior
Sonesta Simply Suites Nanuet

Sonesta Simply Suites Nanuet

Sonesta Simply Suites Nanuet
2.5 star property
Nanuet
8.2 out of 10, Very Good, (1003)
Located near a train station, this hotel offers free WiFi and parking plus a fitness center. Clean rooms provide a comfortable stay while helpful staff enhance the experience. St. Paul's Episcopal Church and shopping destinations are just minutes away.
"Great hotel"
United States
Adesegun
The price is ￥16,952
￥19,728 total
includes taxes & fees
Dec 14 - Dec 15
Sonesta Simply Suites Nanuet
Room, 2 Queen Beds, Accessible (Mobility/Hearing Impaired Accessible) | Premium bedding, desk, blackout drapes, iron/ironing board
La Quinta Inn & Suites by Wyndham Stamford / New York City

La Quinta Inn & Suites by Wyndham Stamford / New York City

La Quinta Inn & Suites by Wyndham Stamford / New York City
3.0 star property
Waterside
6.6 out of 10, (1015)
Just off the interstate in Stamford, this hotel makes travel easy with free parking and breakfast. Swim year-round in the indoor pool, enjoy meals at City Limits restaurant, and appreciate the clean rooms and attentive service that guests consistently praise.
"The location is great and convenient! The staff is very kind and attentive!"
United States
Cruz
The price is ￥14,480
￥16,653 total
includes taxes & fees
Jan 4 - Jan 5, 2026
La Quinta Inn & Suites by Wyndham Stamford / New York City
Indoor pool, seasonal outdoor pool
Marriott Park Ridge

Marriott Park Ridge

Marriott Park Ridge
3.5 star property
Park Ridge
8.8 out of 10, Excellent, (862)
Discover comfort at this Park Ridge hotel with 2 restaurants, including Brae's for American breakfast cuisine. Enjoy 2 bars, indoor and seasonal outdoor pools, plus a 24-hour fitness center. Nearby attractions include Tice's Corner and Blue Hill Golf Course.
"Great hotel"
United States
Christopher
The price is ￥19,819
￥22,717 total
includes taxes & fees
Dec 21 - Dec 22
Marriott Park Ridge
Lobby lounge
Sheraton Tarrytown Hotel

Sheraton Tarrytown Hotel

Sheraton Tarrytown Hotel
3.5 star property
Tarrytown
8.4 out of 10, Very Good, (1002)
Experience comfort at this Tarrytown hotel with an indoor pool, hot tub, and restaurant. The 24-hour fitness center keeps your routine intact while the terrace offers relaxation. Captain Lawrence Brewing Company and Westchester Broadway Theatre are nearby.
"great comfortable stay !"
United States
Niesha
The price is ￥22,336
￥25,547 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Sheraton Tarrytown Hotel
Dinner served
Ethan Allen Hotel

Ethan Allen Hotel

Ethan Allen Hotel
3.5 star property
Danbury
7.8 out of 10, Good, (1080)
Set near a train station, this hotel offers a refreshing outdoor pool, onsite dining, and comfortable beds that past travelers love. Minutes from Danbury Fair Mall and Xtreme Play Adventure Park, with free WiFi and parking for added convenience.
"Great Hotel!"
United States
Steven
Ethan Allen Hotel
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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Stay near popular Ossining attractions

Rest stop area beside interstate highway where travelers rest and sight see Tioga Reservoir and Dam in Pennsylvania New York state border

Travelers Rest

After visiting Travelers Rest, make a plan to see the other sights and activities in Ossining. Amble around the area's parks or visit its monuments.
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Lovely spot in Westchester, NY
Photo by louann ohora
Open Photo by louann ohora

Teatown Lake Reservation

Explore the great outdoors at Teatown Lake Reservation, a lovely green space in Ossining. Amble around this family-friendly area's riverfront and enjoy its top-notch restaurants.
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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

Best Western Paramus Hotel & Suites

Best Western Paramus Hotel & Suites

10/10 Excellent
"Tue hotel and room was clean. Pleasant staff. The breakfast buffet was delicious. "
Christine 1-night trip
Posted 2 days ago
Best Western Paramus Hotel & Suites

More cheap stays in Ossining

Hampton Inn & Suites Yonkers

Hampton Inn & Suites Yonkers

160 Corporate Blvd Yonkers NY
The price is ￥15,082 per night from Jan 4 to Jan 5
￥15,082
￥17,757 total
Jan 4 - Jan 5, 2026
includes taxes & fees
8.2/10 Very Good! (1,660 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 traveler data. This hotel offers free parking and a fitness center. Other good choices for your visit to the area are Sonesta White Plains Downtown and Royal Regency Hotel. See all available top hotels, or vacation rentals in Ossining.
What are some of the best vacation rentals that Ossining has to offer?
3BR Prime Luxury near NYC w Arcade Room: You might want to consider this vacation home rental near Ossining, which is near the airport and offers free WiFi to help you feel perfectly comfortable in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind. See all vacation rentals in Ossining.
If I need to cancel my hotel reservation in Ossining, will I receive a refund?
Yes! You'll find that most hotel room reservations are fully refundable provided that you cancel before the hotel's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If your reservation is non-refundable, it might still be possible to cancel it and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Ossining.
Where can I learn more about changing or cancelling my trip to Ossining?
For more information about rescheduling or cancelling your trip to Ossining, head over to our customer service page.
Where is the best place to stay with easy access to Ossining Historical Society?
La Quinta Inn & Suites by Wyndham White Plains - Elmsford is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and an indoor pool. You'll find it 6.8 mi (11 km) from Ossining Historical Society. Other good choices in the area include Comfort Inn & Suites and Crabtree's Kittle House Restaurant & Inn.
What about the best place to stay near Hudson Hills Golf Course?
One of the top choices for your stay is Crabtree's Kittle House Restaurant & Inn, located 4.1 mi (6.6 km) from Hudson Hills Golf Course, and this 3.5-star B&B offers free breakfast and a restaurant. Holiday Inn Mt. Kisco, an IHG Hotel, located 5.1 mi (8.2 km) away, is another good choice for your stay.
What are some accommodations with pools in Ossining?
Sonesta White Plains Downtown: Offers complimentary wireless internet access, an indoor pool, and a 24-hour fitness center. Tarrytown House Estate and DoubleTree by Hilton Hotel Nanuet are a couple of other choices that feature an onsite pool. View all hotels with pools in Ossining.
What's the best place to stay near Westchester County Airport (HPN)?
Doral Arrowwood is one of the top choices for your stay and is a popular 4-star hotel featuring a golf course and 2 restaurants. It's located 2 mi (3.3 km) from Westchester County Airport. Other good choices near the airport include Crowne Plaza White Plains - Downtown and La Quinta Inn & Suites by Wyndham Armonk Westchester.
How is it 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 13 hotels and other accommodations to choose from. Find out more about Ossining.
What is there to see in 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, Kitchawan Preserve, and Merchants Square. Check out what more to see and do in Expedia's Ossining guide.
How can I get around Ossining?
To venture out into the surrounding area, hop on a train at 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 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.

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