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Find hotels in Ossining, NY from ฿3,549

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Check prices for these dates

Tonight
9 Jan - 10 Jan
Tomorrow
10 Jan - 11 Jan
This weekend
9 Jan - 11 Jan
Next weekend
16 Jan - 18 Jan

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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, (107 reviews)
"Clean room, staff were very welcoming"
United States
Semaj
The price is ฿6,327
฿7,047 total
includes taxes & fees
1 Feb - 2 Feb
Windrose On Hudson
House | 5 bedrooms
NEW 45 Wolden Rd Ossining NY 10562

NEW 45 Wolden Rd Ossining NY 10562

NEW 45 Wolden Rd Ossining NY 10562
2.0 star property
Ossining
The price is ฿10,007
฿26,696 total
includes taxes & fees
12 Jan - 13 Jan
NEW 45 Wolden Rd Ossining NY 10562
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, (1,002 reviews)
"The stone lodges are cute and cozy and the staff were quick and helpful if you needed anything. Great for a short stay at a reasonable price."
United States
Judith
The price is ฿3,733
฿4,223 total
includes taxes & fees
11 Jan - 12 Jan
Overlook Lodge at Bear Mountain
View from property
Inn on the Hudson

Inn on the Hudson

Inn on the Hudson
2.0 star property
Peekskill
7.0 out of 10, Good, (1,000 reviews)
"They were wonderful. As much as the lay out may seem weird and inconveniencing I found it to be quite quaint. "
United States
NATASHA
The price is ฿2,792
฿3,193 total
includes taxes & fees
11 Jan - 12 Jan
Inn on the Hudson
Room, 2 Queen Beds, Accessible (Mobility/Hearing Impaired Accessible) | Premium bedding, desk, blackout curtains, 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, (1,071 reviews)
"Everything was great thanks & God Bless."
United States
Ernie
The price is ฿3,089
฿3,552 total
includes taxes & fees
29 Jan - 30 Jan
La Quinta Inn & Suites by Wyndham Stamford / New York City
Standard Room, 1 King Bed | Premium bedding, desk, iron/ironing board, free WiFi
Ardsley Acres Hotel Westchester

Ardsley Acres Hotel Westchester

Ardsley Acres Hotel Westchester
2.0 star property
Ardsley
8.6 out of 10, Excellent, (1,002 reviews)
"Always a wonderful stay🙏"
United States
Sandra
Ardsley Acres Hotel Westchester
Exterior
The Abbey Inn & Spa

The Abbey Inn & Spa

The Abbey Inn & Spa
4.0 star property
Peekskill
9.2 out of 10, Wonderful, (234 reviews)
"Friendly staff and a great place to get away and recharge!"
United States
Ariana
The price is ฿8,864
฿11,574 total
includes taxes & fees
14 Jan - 15 Jan
The Abbey Inn & Spa
Room, Multiple Beds, Non Smoking | Desk, iron/ironing board, rollaway beds, free WiFi
Super 8 by Wyndham Mahwah

Super 8 by Wyndham Mahwah

Super 8 by Wyndham Mahwah
2.5 star property
Mahwah
7.4 out of 10, Good, (1,005 reviews)
"Easy parking, fast check-in "
United States
charkarmaly
The price is ฿2,373
฿2,720 total
includes taxes & fees
11 Jan - 12 Jan
Super 8 by Wyndham Mahwah
Daily cooked-to-order breakfast for a fee
DoubleTree by Hilton Mahwah

DoubleTree by Hilton Mahwah

DoubleTree by Hilton Mahwah
4.0 star property
Mahwah
7.8 out of 10, Good, (943 reviews)
"Great rate, restful sleep, and courteous staff. "
United States
Martin
The price is ฿3,576
฿4,099 total
includes taxes & fees
19 Jan - 20 Jan
DoubleTree by Hilton Mahwah
Restaurant
The Lloyd Stamford, Tapestry Collection by Hilton

The Lloyd Stamford, Tapestry Collection by Hilton

The Lloyd Stamford, Tapestry Collection by Hilton
3.5 star property
Downtown Stamford
8.8 out of 10, Excellent, (450 reviews)
"Very accommodating staff "
United States
Dutchie
The price is ฿5,067
฿5,827 total
includes taxes & fees
18 Jan - 19 Jan
The Lloyd Stamford, Tapestry Collection by Hilton
Terrace/patio
Courtyard by Marriott Mahwah

Courtyard by Marriott Mahwah

Courtyard by Marriott Mahwah
3.0 star property
Mahwah
8.2 out of 10, Very good, (1,000 reviews)
"Can’t complain about anything! "
United States
Lennard
The price is ฿3,364
฿3,856 total
includes taxes & fees
18 Jan - 19 Jan
Courtyard by Marriott Mahwah
2 restaurants, American cuisine
Courtyard by Marriott Stamford Downtown

Courtyard by Marriott Stamford Downtown

Courtyard by Marriott Stamford Downtown
3.0 star property
Downtown Stamford
9.0 out of 10, Wonderful, (842 reviews)
"Super attentive staff and very welcoming! Clean and moderately quiet for its central location!"
United States
TIFFANI
The price is ฿7,310
฿8,406 total
includes taxes & fees
18 Jan - 19 Jan
Courtyard by Marriott Stamford Downtown
Pool views, open daily
HYATT house White Plains

HYATT house White Plains

HYATT house White Plains
3.0 star property
West Harrison
8.6 out of 10, Excellent, (1,004 reviews)
"This is an amazing hotel with friendly staff."
United States
Cesar A.
The price is ฿5,490
฿6,279 total
includes taxes & fees
7 Feb - 8 Feb
HYATT house White Plains
Interior
Royal Regency Hotel

Royal Regency Hotel

Royal Regency Hotel
3.5 star property
Northwest Yonkers
8.4 out of 10, Very good, (2,444 reviews)
"Room was clean, breakfast was great and the staff was friendly. "
United States
Alshane
The price is ฿3,106
฿3,814 total
includes taxes & fees
25 Jan - 26 Jan
Royal Regency Hotel
Bar (on property)
Hampton Inn & Suites Stamford

Hampton Inn & Suites Stamford

Hampton Inn & Suites Stamford
2.5 star property
West Side
8.6 out of 10, Excellent, (1,001 reviews)
"Good one night stay "
United States
Aaron
The price is ฿5,317
฿6,115 total
includes taxes & fees
18 Jan - 19 Jan
Hampton Inn & Suites Stamford
Free daily self-service breakfast
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG

Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG

Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG
2.5 star property
Peekskill
9.2 out of 10, Wonderful, (1,001 reviews)
"Very comfortable beds,clean and breakfast was great."
United States
Dawn
The price is ฿3,827
฿4,378 total
includes taxes & fees
25 Jan - 26 Jan
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG
Lobby
Amsterdam Hotel

Amsterdam Hotel

Amsterdam Hotel
2.0 star property
Downtown Stamford
8.4 out of 10, Very good, (1,731 reviews)
"Excellent stay! Nice and comfortable…quiet…it had everything that we needed! "
Canada
MARTHA PATRICIA
Amsterdam Hotel
Exterior
Super 8 by Wyndham Stamford/New York City Area

Super 8 by Wyndham Stamford/New York City Area

Super 8 by Wyndham Stamford/New York City Area
2.5 star property
West Side
6.4 out of 10, (1,001 reviews)
"The hotel was affordable and suited our needs for our quick one night stopover. Staff was helpful, breakfast was good - we were happy with the experience."
United States
Peter
The price is ฿3,084
฿3,547 total
includes taxes & fees
15 Jan - 16 Jan
Super 8 by Wyndham Stamford/New York City Area
Reception
DoubleTree by Hilton Stamford

DoubleTree by Hilton Stamford

DoubleTree by Hilton Stamford
3.5 star property
Waterside
7.4 out of 10, Good, (1,001 reviews)
"Overall it was a good place to stay"
United States
Jacqueline
The price is ฿4,267
฿4,907 total
includes taxes & fees
18 Jan - 19 Jan
DoubleTree by Hilton Stamford
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, (884 reviews)
"This hotel had everything we wanted. Pool/ hot tub, bar, restaurant and a room with a balcony. Wonderful staff and beautiful area."
United States
Jennifer
The price is ฿4,773
฿5,471 total
includes taxes & fees
6 Feb - 7 Feb
Marriott Park Ridge
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.
See properties
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 quaint 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

Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

10/10 Excellent
"Very clean and spotless"
robert 1-night trip
Posted 4 days ago
Baymont by Wyndham White Plains - Elmsford

More cheap stays in Ossining

Comfort Inn Paramus - Hackensack

Comfort Inn Paramus - Hackensack

50 N Rte 17 Paramus NJ
The price is ฿3,216 per night from 25 Jan to 26 Jan
฿3,216
฿3,687 total
25 Jan - 26 Jan
includes taxes & fees
8.8/10 Excellent! (1,015 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 Royal Regency Hotel and Ramada by Wyndham Bronx. 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?
DoubleTree by Hilton Hotel Nanuet: Features a snack bar/deli, a pool and free self parking. Sonesta White Plains Downtown and Hotel NoMa, Trademark Collection by Wyndham 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 32 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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