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

Ossining hotels from RM443

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Our top choices for Ossining hotels

Windrose On Hudson

Windrose On Hudson
3.0 star property
Ossining
8.4 out of 10, Very good, (164 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 RM836
RM931 total
includes taxes & fees
21 Jun - 22 Jun
Windrose On Hudson

Ossining Vacation Rental Near River, Trails & Mta!

Ossining Vacation Rental Near River, Trails & Mta!
3.0 star property
Ossining
The price is RM1,245
RM3,589 total
includes taxes & fees
14 Jun - 15 Jun
Ossining Vacation Rental Near River, Trails & Mta!

Summer Pool Oasis Custom Bar Arcade Pool Table

Summer Pool Oasis Custom Bar Arcade Pool Table
2.0 star property
Ossining
The price is RM4,343
RM6,812 total
includes taxes & fees
23 Jun - 24 Jun
Summer Pool Oasis Custom Bar Arcade Pool Table

Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury
2.5 star property
Central Valley
8.4 out of 10, Very good, (54 reviews)
"Clean nice new hotel"
United States
Amjad
The price is RM448
RM551 total
includes taxes & fees
14 Jun - 15 Jun
Comfort Suites Central Valley - Woodbury

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 RM599
RM649 total
includes taxes & fees
14 Jun - 15 Jun
Heidi's Inn

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very good, (1,025 reviews)
"Gorgeous setting, beautiful and comfortable room and easy access."
United States
Gwen
The price is RM686
RM844 total
includes taxes & fees
16 Jun - 17 Jun
Overlook Lodge at Bear Mountain

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 RM544
RM625 total
includes taxes & fees
5 Jul - 6 Jul
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1,120 reviews)
"Breakfast was ok parking and staff where excellent "
United States
Victor
The price is RM556
RM685 total
includes taxes & fees
21 Jun - 22 Jun
Hampton Inn Harriman Woodbury

The Thayer Hotel at West Point

The Thayer Hotel at West Point
3.5 star property
West Point
9.0 out of 10, Wonderful, (735 reviews)
"It is an old hotel but well maintained, helpful staff and gorgeous views."
United States
Andrey
The price is RM789
RM1,037 total
includes taxes & fees
1 Jul - 2 Jul
The Thayer Hotel at West Point

Cambria Hotel & Suites - White Plains Downtown

Cambria Hotel & Suites - White Plains Downtown
3.5 star property
White Plains
9.4 out of 10, Exceptional, (1,011 reviews)
"A great place to stay if you're in the area."
United States
Sean
The price is RM820
RM937 total
includes taxes & fees
28 Jun - 29 Jun
Cambria Hotel & Suites - White Plains Downtown

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 RM487
RM600 total
includes taxes & fees
30 Jun - 1 Jul
West Point Motel

Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury
4.0 star property
Danbury
9.2 out of 10, Wonderful, (1,010 reviews)
"Great place to step in the area the restaurant in the lobby is awesome great food and ambiance"
United States
Laura
The price is RM662
RM761 total
includes taxes & fees
6 Jul - 7 Jul
Hotel Zero Degrees Danbury

Hampton Inn Paramus

Hampton Inn Paramus
2.5 star property
Paramus
9.2 out of 10, Wonderful, (1,010 reviews)
"Excellent stay, rooms were clean, staff was helpful and friendly & breakfast was great."
United States
Carlos
The price is RM592
RM678 total
includes taxes & fees
21 Jun - 22 Jun
Hampton Inn Paramus

Ethan Allen Hotel

Ethan Allen Hotel
3.5 star property
Danbury
8.0 out of 10, Very good, (1,251 reviews)
"Hotel and visit were great, definitely recommend."
United States
Kathryn
The price is RM471
RM542 total
includes taxes & fees
21 Jun - 22 Jun
Ethan Allen Hotel

Dream Hotel Bronx

Dream Hotel Bronx
2.0 star property
South Side
7.2 out of 10, Good, (96 reviews)
"No phone, no iron, bed was tiny even though it was listed as a King"
United States
Jenna
The price is RM544
RM606 total
includes taxes & fees
17 Jun - 18 Jun
Dream Hotel Bronx

Tappan Zee Hotel

Tappan Zee Hotel
2.0 star property
West Nyack
6.4 out of 10, (669 reviews)
"Great stay…."
United States
Mariya
The price is RM345
RM402 total
includes taxes & fees
21 Jun - 22 Jun
Tappan Zee Hotel

Holiday Inn Express West Point by IHG

Holiday Inn Express West Point by IHG
2.5 star property
Fort Montgomery
9.0 out of 10, Wonderful, (255 reviews)
"very nice place"
United States
Howard
The price is RM617
RM729 total
includes taxes & fees
7 Jul - 8 Jul
Holiday Inn Express West Point by IHG

Red Carpet Inn

Red Carpet Inn
2.0 star property
Cove - East Side - Shippan
6.8 out of 10, (1,023 reviews)
"I enjoyed my stay amazing food places around and comfortable"
United States
Alonzo
The price is RM390
RM448 total
includes taxes & fees
15 Jun - 16 Jun
Red Carpet Inn

Tarrytown House Estate

Tarrytown House Estate
3.5 star property
Tarrytown
8.2 out of 10, Very good, (1,114 reviews)
"Great place to stay"
United States
Deanna
The price is RM530
RM754 total
includes taxes & fees
30 Jun - 1 Jul
Tarrytown House Estate

Comfort Inn Brewster

Comfort Inn Brewster
2.5 star property
Brewster
8.8 out of 10, Excellent, (570 reviews)
"It was home away from home, very quiet and relaxing. Staff was phenomenal "
United States
Lorether
The price is RM598
RM648 total
includes taxes & fees
5 Jul - 6 Jul
Comfort Inn Brewster
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Stay near popular Ossining attractions

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.

Photo by louann ohora
Open Photo by louann ohora

Top Ossining Hotel Reviews

More cheap stays in Ossining

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 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, 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: Hotel located near Westchester County Center. Offers daily, an indoor pool and complimentary high-speed (wired) Internet access. Tarrytown House Estate and Hyatt Regency Greenwich 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. A top sight in the area is Woodbury Common Premium Outlets. In Ossining, there are 35 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.

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