Boardwalk over marshland on the trail at Teatown Lake Reservation in Ossining, New York.

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Check prices for these dates

This weekend
Jun 19 - Jun 21
Next weekend
Jun 26 - Jun 28

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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, (167 reviews)
"Ev chargers on site. Lovely grounds and facilities. Will definitely stay here next time i am in the area."
United States
Andrew
The price is ₩312,699
₩348,247 total
includes taxes & fees
Jun 21 - Jun 22
Windrose On Hudson
House | 5 bedrooms

Summer Pool Oasis Custom Bar Arcade Pool Table

Summer Pool Oasis Custom Bar Arcade Pool Table
2.0 star property
Ossining
The price is ₩1,576,151
₩2,493,882 total
includes taxes & fees
Jun 23 - Jun 24
Summer Pool Oasis Custom Bar Arcade Pool Table
Lobby

Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury
2.5 star property
Central Valley
8.4 out of 10, Very Good, (55 reviews)
"Clean nice new hotel"
United States
Amjad
The price is ₩164,770
₩202,867 total
includes taxes & fees
Jun 21 - Jun 22
Comfort Suites Central Valley - Woodbury
Restaurant

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1,027 reviews)
"Gorgeous setting, beautiful and comfortable room and easy access."
United States
Gwen
The price is ₩256,410
₩315,703 total
includes taxes & fees
Jun 16 - Jun 17
Overlook Lodge at Bear Mountain
Reception

Dream Hotel Bronx

Dream Hotel Bronx
2.0 star property
South Side
7.2 out of 10, Good, (97 reviews)
"No phone, no iron, bed was tiny even though it was listed as a King"
United States
Jenna
The price is ₩203,459
₩226,603 total
includes taxes & fees
Jun 17 - Jun 18
Dream Hotel Bronx
Front of property

LIV Hotel Bronx - Newly Built

LIV Hotel Bronx - Newly Built
3.0 star property
Bronx
8.0 out of 10, Very Good, (622 reviews)
"Very accommodating staff and great location in a time of emergency stay"
United States
Guap
The price is ₩212,654
₩249,331 total
includes taxes & fees
Jun 23 - Jun 24
LIV Hotel Bronx - Newly Built
Restaurant

Red Carpet Inn

Red Carpet Inn
2.0 star property
Cove - East Side - Shippan
6.8 out of 10, (1,028 reviews)
"I enjoyed my stay amazing food places around and comfortable"
United States
Alonzo
The price is ₩141,997
₩163,299 total
includes taxes & fees
Jun 16 - Jun 17
Red Carpet Inn
Aerial view

West Point Motel

West Point Motel
2.5 star property
Highland Falls
8.6 out of 10, Excellent, (706 reviews)
"Stayed here numerous times friendly staff and very nice place close to post."
United States
Michael
The price is ₩182,066
₩224,169 total
includes taxes & fees
Jun 30 - Jul 1
West Point Motel
Free toiletries, hair dryer, towels

Royal Hotel Bronx

Royal Hotel Bronx
2.0 star property
Bronx
7.0 out of 10, Good, (673 reviews)
"Great place always have rooms"
United States
Ralph
The price is ₩253,846
₩296,599 total
includes taxes & fees
Jun 21 - Jun 22
Royal Hotel Bronx
Lobby sitting area

Heidi's Inn

Heidi's Inn
2.5 star property
Brewster
8.8 out of 10, Excellent, (849 reviews)
"I had a lovely stay - highly recommend!"
United States
Catherine
The price is ₩224,002
₩242,770 total
includes taxes & fees
Jun 16 - Jun 17
Heidi's Inn
Dinner served

Ethan Allen Hotel

Ethan Allen Hotel
3.5 star property
Danbury
8.0 out of 10, Very Good, (1,253 reviews)
"Hotel and visit were great, definitely recommend."
United States
Kathryn
The price is ₩176,149
₩202,571 total
includes taxes & fees
Jun 21 - Jun 22
Ethan Allen Hotel
Lobby sitting area

The Thayer Hotel at West Point

The Thayer Hotel at West Point
3.5 star property
West Point
9.0 out of 10, Wonderful, (737 reviews)
"Great stay, beautiful hotel and staff was great"
United States
Amanda
The price is ₩294,948
₩387,848 total
includes taxes & fees
Jun 21 - Jun 22
The Thayer Hotel at West Point
Exterior

Tarrytown House Estate

Tarrytown House Estate
3.5 star property
Tarrytown
8.2 out of 10, Very Good, (1,123 reviews)
"Great place to stay"
United States
Deanna
The price is ₩198,297
₩282,086 total
includes taxes & fees
Jun 30 - Jul 1
Tarrytown House Estate
View from property

Inn on the Hudson

Inn on the Hudson
2.0 star property
Peekskill
7.0 out of 10, Good, (1,004 reviews)
"Loved this quaint but clean Inn!"
United States
Sontrice
The price is ₩165,377
₩189,152 total
includes taxes & fees
Jul 5 - Jul 6
Inn on the Hudson
Lobby

Hilltop Inn & Suites

Hilltop Inn & Suites
2.5 star property
Northwest Yonkers
7.4 out of 10, Good, (843 reviews)
"Hotel very clean and staff very friendly!!!"
United States
Margarita
The price is ₩205,835
₩242,372 total
includes taxes & fees
Jun 16 - Jun 17
Hilltop Inn & Suites
Shower, free toiletries, hair dryer, towels

Ardsley Acres Hotel Westchester

Ardsley Acres Hotel Westchester
2.0 star property
Ardsley
8.8 out of 10, Excellent, (1,053 reviews)
"Awesome place"
United States
Mark
The price is ₩186,042
₩212,806 total
includes taxes & fees
Jun 16 - Jun 17
Ardsley Acres Hotel Westchester
Restaurant

Armoni Inn & Suites

Armoni Inn & Suites
3.5 star property
Orangeburg
6.0 out of 10, (2,257 reviews)
"Good value, clean room, plenty of parking"
United States
Mohamed
The price is ₩106,676
₩118,810 total
includes taxes & fees
Jun 16 - Jun 17
Armoni Inn & Suites
Business center

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, (1,010 reviews)
"Safe area not too far from restaurants and stores."
United States
Richard
The price is ₩151,707
₩186,785 total
includes taxes & fees
Jun 16 - Jun 17
Americas Best Value Inn at Central Valley-Woodbury
Lobby

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1,124 reviews)
"I enjoyed my stay. The place was absolutely clean. Free breakfast was amazing and I will be going again"
United States
Khaleem
The price is ₩207,981
₩256,078 total
includes taxes & fees
Jun 21 - Jun 22
Hampton Inn Harriman Woodbury
Exterior

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, (382 reviews)
"Great place to stay."
United States
Sai
The price is ₩198,756
₩228,569 total
includes taxes & fees
Jul 5 - Jul 6
Holiday Inn Express Hotel & Suites Danbury - I-84 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.
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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

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
Photo by louann ohora
Open Photo by louann ohora

Top Ossining Hotel Reviews

LIV Hotel Bronx - Newly Built

LIV Hotel Bronx - Newly Built

10/10 Excellent
"My husband and I stay here overnight. I have to say the customer service was excellent. The cleanliness of the room was perfect. The set up of the room was perfect. The ambience when you walk into the hotel is a good vibe the bed was so comfortable and the shower was awesome we had a great day the only thing missing was that there was no iron to iron your clothes and Parking was extremely hard other than that. I think we had an excellent day."
Sandy 1-night trip
Posted 4 hours ago
LIV Hotel Bronx - Newly Built

More cheap stays in Ossining

Red Carpet Inn

Red Carpet Inn

1209 E Main St Stamford CT
The price is ₩141,997 per night from Jun 16 to Jun 17
₩141,997
₩163,299 total
Jun 16 - Jun 17
includes taxes & fees
6.8/10 (1,028 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 Baymont by Wyndham White Plains - Elmsford and Tarrytown House Estate. See all available top hotels, or 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?
Baymont by Wyndham White Plains - Elmsford: Hotel located near Westchester County Center. Offers daily, an indoor pool, and complimentary wired internet access. Tarrytown House Estate and Hyatt Regency Greenwich 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. A top sight in the area is Woodbury Common Premium Outlets. In Ossining, there are 35 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, Merchants Square, and Pleasant 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.