Ossining Hotels from S$113

  • 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

This weekend
29 May - 31 May
Next weekend
5 Jun - 7 Jun

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, (152 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 S$235
includes taxes & fees
21 Jun - 22 Jun
Windrose On Hudson
Interior

Ossining Vacation Rental Near River, Trails & Mta!

Ossining Vacation Rental Near River, Trails & Mta!
3.0 star property
Ossining
The price is S$1,129
includes taxes & fees
31 May - 1 Jun
Ossining Vacation Rental Near River, Trails & Mta!
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 S$1,836
includes taxes & fees
28 May - 29 May
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, (48 reviews)
"Clean nice new hotel"
United States
Amjad
The price is S$162
includes taxes & fees
10 Jun - 11 Jun
Comfort Suites Central Valley - Woodbury
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 S$204
includes taxes & fees
27 May - 28 May
Heidi's Inn
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, (372 reviews)
"Great place to stay."
United States
Sai
The price is S$204
includes taxes & fees
7 Jun - 8 Jun
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG
Lobby

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1,115 reviews)
"Breakfast was ok parking and staff where excellent "
United States
Victor
The price is S$205
includes taxes & fees
9 Jun - 10 Jun
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, (1,004 reviews)
"It was a beautiful stay."
United States
Shayla
The price is S$231
includes taxes & fees
1 Jun - 2 Jun
Overlook Lodge at Bear Mountain
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)
"I enjoyed the clean room, friendly and helpful staff, and breakfast"
United States
Gail
The price is S$171
includes taxes & fees
27 May - 28 May
Ardsley Acres Hotel Westchester
Exterior

Garner Hotel Mahwah by IHG

Garner Hotel Mahwah by IHG
2.5 star property
Mahwah
9.0 out of 10, Wonderful, (458 reviews)
"Great accommodations and friendly staff. A good deal compared with other hotels in the area."
United States
Ruby
The price is S$168
includes taxes & fees
31 May - 1 Jun
Garner Hotel Mahwah by IHG
Dinner served

Ethan Allen Hotel

Ethan Allen Hotel
3.5 star property
Danbury
8.0 out of 10, Very good, (1,217 reviews)
"Clean room, restaurant was nice and had many options, staff were pleasant and accommodating. Would definitely book this hotel again when I am in the area. "
United States
Lanie
The price is S$165
includes taxes & fees
21 Jun - 22 Jun
Ethan Allen Hotel
Exterior

Tarrytown House Estate

Tarrytown House Estate
3.5 star property
Tarrytown
8.2 out of 10, Very good, (1,096 reviews)
"Great place to stay"
United States
Deanna
The price is S$229
includes taxes & fees
31 May - 1 Jun
Tarrytown House Estate
Interior entrance

West Gate Inn Nyack

West Gate Inn Nyack
3.0 star property
Nyack
7.2 out of 10, Good, (1,302 reviews)
"Breakfast was ok. Rooms were very neat and the staff were awesome."
United States
Edmund
The price is S$139
includes taxes & fees
27 May - 28 May
West Gate Inn Nyack
Lobby

Best Western Paramus Hotel & Suites

Best Western Paramus Hotel & Suites
2.5 star property
Paramus
8.6 out of 10, Excellent, (1,002 reviews)
"Amazing stay :)"
United States
Rosaida
The price is S$170
includes taxes & fees
31 May - 1 Jun
Best Western Paramus Hotel & Suites
Lobby

LIV Hotel Bronx - Newly Built

LIV Hotel Bronx - Newly Built
3.0 star property
Bronx
8.2 out of 10, Very good, (580 reviews)
"Clean room, quiet hotel, and convenient parking. They even let me park before check-in, which made everything much easier. Had a great stay!"
United States
priyank
The price is S$214
includes taxes & fees
9 Jun - 10 Jun
LIV Hotel Bronx - Newly Built
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, (1,010 reviews)
"Great stay! Amazing staff and clean room!"
United States
Daniel
The price is S$205
includes taxes & fees
31 May - 1 Jun
Holiday Inn Express Ramsey-Mahwah by IHG
Exterior

Hilton Garden Inn Danbury

Hilton Garden Inn Danbury
3.0 star property
Danbury
8.4 out of 10, Very good, (1,002 reviews)
"Great atmosphere and the food and drinks were great. Quiet and restful."
United States
Rose
The price is S$216
includes taxes & fees
7 Jun - 8 Jun
Hilton Garden Inn Danbury
Aerial view

West Point Motel

West Point Motel
2.5 star property
Highland Falls
8.6 out of 10, Excellent, (700 reviews)
"Stayed here numerous times friendly staff and very nice place close to post."
United States
Michael
The price is S$173
includes taxes & fees
1 Jun - 2 Jun
West Point Motel
Lobby

Hampton Inn Paramus

Hampton Inn Paramus
2.5 star property
Paramus
9.2 out of 10, Wonderful, (1,004 reviews)
"Excellent stay, rooms were clean, staff was helpful and friendly & breakfast was great."
United States
Carlos
The price is S$201
includes taxes & fees
31 May - 1 Jun
Hampton Inn Paramus
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 S$199
includes taxes & fees
21 Jun - 22 Jun
Comfort Inn Brewster
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

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 Hotel Bronx

Royal Hotel Bronx

2/10 Terrible
"blankets smelled like feet, shower floors already wet upon arrival and mice in the room."
Gisela 2-night trip
Posted less than an hour ago
Royal Hotel Bronx

More cheap stays in Ossining

Red Carpet Inn

Red Carpet Inn

1209 E Main St Stamford CT
The price is S$113 per night from 27 May to 28 May
S$113
27 May - 28 May
includes taxes & fees
6.8/10 (1,011 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 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, 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?
Armoni Inn & Suites: Offers complimentary high-speed (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 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 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 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. 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