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Check prices for these dates

Next weekend
Jun 5 - Jun 7
In two weeks
Jun 12 - Jun 14

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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, (157 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 ₩248,057
₩276,296 total
includes taxes & fees
Jun 29 - Jun 30
Windrose On Hudson
House (5 Bedrooms) | Interior

Ossining Vacation Rental Near River, Trails & Mta!

Ossining Vacation Rental Near River, Trails & Mta!
3.0 star property
Ossining
The price is ₩457,005
₩1,317,817 total
includes taxes & fees
May 31 - Jun 1
Ossining Vacation Rental Near River, Trails & Mta!
House, Smoking | 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 ₩1,618,952
₩2,498,393 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
8.2 out of 10, Very Good, (49 reviews)
"Clean nice new hotel"
United States
Amjad
The price is ₩160,893
₩198,099 total
includes taxes & fees
Jun 16 - Jun 17
Comfort Suites Central Valley - 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, (373 reviews)
"Great place to stay."
United States
Sai
The price is ₩209,121
₩240,489 total
includes taxes & fees
Jun 7 - Jun 8
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG
Lobby sitting area

Heidi's Inn

Heidi's Inn
2.5 star property
Brewster
8.8 out of 10, Excellent, (841 reviews)
"I had a lovely stay - highly recommend!"
United States
Catherine
The price is ₩220,497
₩238,971 total
includes taxes & fees
Jun 1 - Jun 2
Heidi's Inn
Lobby

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1,113 reviews)
"Breakfast was ok parking and staff where excellent "
United States
Victor
The price is ₩190,541
₩234,603 total
includes taxes & fees
Jun 14 - Jun 15
Hampton Inn Harriman 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, (1,003 reviews)
"It was a beautiful stay."
United States
Shayla
The price is ₩254,255
₩313,050 total
includes taxes & fees
Jun 1 - Jun 2
Overlook Lodge at Bear Mountain
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, (728 reviews)
"Historic property, well maintained, with wonderful location."
United States
Richard
The price is ₩292,469
₩384,588 total
includes taxes & fees
Jun 30 - Jul 1
The Thayer Hotel at West Point
Exterior

Garner Hotel Mahwah by IHG

Garner Hotel Mahwah by IHG
2.5 star property
Mahwah
9.0 out of 10, Wonderful, (459 reviews)
"Great accommodations and friendly staff. A good deal compared with other hotels in the area."
United States
Ruby
The price is ₩173,014
₩198,317 total
includes taxes & fees
Jun 7 - Jun 8
Garner Hotel Mahwah by IHG
Lobby

Hampton Inn Paramus

Hampton Inn Paramus
2.5 star property
Paramus
9.2 out of 10, Wonderful, (1,001 reviews)
"Excellent stay, rooms were clean, staff was helpful and friendly & breakfast was great."
United States
Carlos
The price is ₩222,529
₩255,072 total
includes taxes & fees
May 31 - Jun 1
Hampton Inn Paramus
Interior entrance

Hotel MTK Mount Kisco

Hotel MTK Mount Kisco
3.0 star property
Mount Kisco
8.6 out of 10, Excellent, (1,002 reviews)
"Excellent stay, I always book the MTK when I’m in the area. "
United States
Heidi
The price is ₩233,298
₩266,834 total
includes taxes & fees
Jun 30 - Jul 1
Hotel MTK Mount Kisco
Aerial view

West Point Motel

West Point Motel
2.5 star property
Highland Falls
8.6 out of 10, Excellent, (701 reviews)
"Stayed here numerous times friendly staff and very nice place close to post."
United States
Michael
The price is ₩165,492
₩203,766 total
includes taxes & fees
Jun 1 - Jun 2
West Point Motel
Lobby

Comfort Inn Brewster

Comfort Inn Brewster
2.5 star property
Brewster
8.8 out of 10, Excellent, (569 reviews)
"It was home away from home, very quiet and relaxing. Staff was phenomenal "
United States
Lorether
The price is ₩217,200
₩235,390 total
includes taxes & fees
Jun 21 - Jun 22
Comfort Inn Brewster
Exterior

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, (1,000 reviews)
"Great stay! Amazing staff and clean room!"
United States
Daniel
The price is ₩207,617
₩237,981 total
includes taxes & fees
Jun 8 - Jun 9
Holiday Inn Express Ramsey-Mahwah by IHG
Terrace/patio

Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury
4.0 star property
Danbury
9.2 out of 10, Wonderful, (1,002 reviews)
"Super nice hotel, we thoroughly enjoyed our stay here. Highly recommend staying here."
United States
Joseph
The price is ₩256,858
₩295,387 total
includes taxes & fees
Jun 30 - Jul 1
Hotel Zero Degrees Danbury
Exterior

Hilton Garden Inn Danbury

Hilton Garden Inn Danbury
3.0 star property
Danbury
8.4 out of 10, Very Good, (1,000 reviews)
"Great atmosphere and the food and drinks were great. Quiet and restful."
United States
Rose
The price is ₩216,117
₩248,538 total
includes taxes & fees
Jun 28 - Jun 29
Hilton Garden Inn Danbury
Free daily full breakfast

Hampton Inn & Suites Mahwah

Hampton Inn & Suites Mahwah
2.5 star property
Mahwah
8.8 out of 10, Excellent, (1,481 reviews)
"Great place!!!"
United States
R
The price is ₩197,086
₩225,909 total
includes taxes & fees
May 31 - Jun 1
Hampton Inn & Suites Mahwah
Reception

Dream Hotel Bronx

Dream Hotel Bronx
2.0 star property
South Side
7.2 out of 10, Good, (94 reviews)
"Second visit was better then the first one."
United States
Natasha
The price is ₩200,276
₩223,057 total
includes taxes & fees
May 31 - Jun 1
Dream Hotel Bronx
Standard Room, 1 King Bed | Premium bedding, desk, iron/ironing board, free WiFi

Ardsley Acres Hotel Westchester

Ardsley Acres Hotel Westchester
2.0 star property
Ardsley
8.8 out of 10, Excellent, (1,036 reviews)
"Enjoyed our stay at the motel."
United States
Elsa
The price is ₩194,077
₩221,970 total
includes taxes & fees
Jun 9 - Jun 10
Ardsley Acres Hotel Westchester
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

Royal Regency Hotel

Royal Regency Hotel

10/10 Excellent
"great !"
sasha 1-night trip
Posted 6 hours ago
Royal Regency Hotel

More cheap stays in Ossining

Red Carpet Inn

Red Carpet Inn

1209 E Main St Stamford CT
The price is ₩129,971 per night from May 31 to Jun 1
₩129,971
₩149,469 total
May 31 - Jun 1
includes taxes & fees
6.8/10 (1,004 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 Armoni Inn & Suites and Baymont by Wyndham White Plains - Elmsford. 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?
Armoni Inn & Suites: Offers complimentary wired internet access, a seasonal outdoor pool, and free self parking. Baymont by Wyndham White Plains - Elmsford and Sonesta White Plains Downtown 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 35 hotels and other accommodations to choose from. Find out more about Ossining.
What is there to see in Ossining?
Cultural venues include Ossining Historical Society and Sing Sing Prison Museum. Landmarks like Sing Sing Correctional Facility, Ossining Public Library, and Thomas J. Watson Research Center 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.