Find hotels in Ossining, NY from ￥12,740

  • 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

Tonight
Jan 28 - Jan 29
Tomorrow
Jan 29 - Jan 30
This weekend
Jan 30 - Feb 1
Next weekend
Feb 6 - Feb 8

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
8.2 out of 10, Very Good, (109 reviews)
"Great staff"
United States
Timothy
The price is ￥27,059
￥30,136 total
includes taxes & fees
Feb 13 - Feb 14
Windrose On Hudson
House | 5 bedrooms

NEW 45 Wolden Rd Ossining NY 10562

NEW 45 Wolden Rd Ossining NY 10562
2.0 star property
Ossining
The price is ￥78,128
￥164,473 total
includes taxes & fees
Feb 23 - Feb 24
NEW 45 Wolden Rd Ossining NY 10562
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)
"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 ￥15,432
￥17,457 total
includes taxes & fees
Feb 4 - Feb 5
Overlook Lodge at Bear Mountain
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
8.6 out of 10, Excellent, (1,002 reviews)
"The rooms are renovated and modern, very comfortable beds. "
United States
Ravel
Ardsley Acres Hotel Westchester
Room, 2 Queen Beds, Accessible (Mobility/Hearing Impaired Accessible) | Premium bedding, desk, blackout drapes, iron/ironing board

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
6.8 out of 10, (1,100 reviews)
"Average Stay.. Was ok.. Lots of restaurants nearby.. Close to highway Staff was ok "
United States
Jaime
The price is ￥13,430
￥15,445 total
includes taxes & fees
Feb 22 - Feb 23
La Quinta Inn & Suites by Wyndham Stamford / New York City
Restaurant

Red Carpet Inn

Red Carpet Inn
2.0 star property
Cove - East Side - Shippan
6.4 out of 10, (1,007 reviews)
"It was decent for a nights rest an hour away from the city. Not bad "
United States
Roxxanna
The price is ￥11,078
￥12,740 total
includes taxes & fees
Feb 2 - Feb 3
Red Carpet Inn
Terrace/patio

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 ￥15,429
￥17,686 total
includes taxes & fees
Feb 8 - Feb 9
Courtyard by Marriott Mahwah
Lobby

Amsterdam Hotel

Amsterdam Hotel
2.0 star property
Downtown Stamford
8.4 out of 10, Very Good, (1,735 reviews)
"Great Hotel"
United States
Debra
Amsterdam Hotel
Room, Multiple Beds, Non Smoking | Desk, iron/ironing board, rollaway beds, free WiFi

Super 8 by Wyndham Mahwah

Super 8 by Wyndham Mahwah
2.5 star property
Mahwah
7.4 out of 10, Good, (1,000 reviews)
"Room was very spacious and the staff was extremely helpful!!!!"
United States
Lydia
The price is ￥11,540
￥13,227 total
includes taxes & fees
Feb 1 - Feb 2
Super 8 by Wyndham Mahwah
View from property

Inn on the Hudson

Inn on the Hudson
2.0 star property
Peekskill
7.0 out of 10, Good, (1,000 reviews)
"The staff was really welcoming!"
United States
Devis
The price is ￥13,576
￥15,527 total
includes taxes & fees
Feb 1 - Feb 2
Inn on the Hudson
Daily cooked-to-order breakfast for a fee

DoubleTree by Hilton Mahwah

DoubleTree by Hilton Mahwah
4.0 star property
Mahwah
7.8 out of 10, Good, (944 reviews)
"Great rate, restful sleep, and courteous staff. "
United States
Martin
The price is ￥17,387
￥19,930 total
includes taxes & fees
Feb 4 - Feb 5
DoubleTree by Hilton Mahwah
Pool views, open daily

HYATT house White Plains

HYATT house White Plains
3.0 star property
West Harrison
8.6 out of 10, Excellent, (1,014 reviews)
"This is an amazing hotel with friendly staff."
United States
Cesar A.
The price is ￥24,854
￥28,429 total
includes taxes & fees
Feb 7 - Feb 8
HYATT house White Plains
Indoor pool, seasonal outdoor pool

Marriott Park Ridge

Marriott Park Ridge
3.5 star property
Park Ridge
8.8 out of 10, Excellent, (893 reviews)
"All good, the breakfasts was amazing "
United States
Jadiet
The price is ￥21,912
￥25,116 total
includes taxes & fees
Feb 1 - Feb 2
Marriott Park Ridge
Restaurant

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, (462 reviews)
"Very accommodating staff "
United States
Dutchie
The price is ￥28,644
￥32,940 total
includes taxes & fees
Feb 22 - Feb 23
The Lloyd Stamford, Tapestry Collection by Hilton
Interior

Royal Regency Hotel

Royal Regency Hotel
3.5 star property
Northwest Yonkers
8.4 out of 10, Very Good, (2,480 reviews)
"Everything was great breakfast, room was very clean found parking easy and great staff"
United States
Taileene
The price is ￥15,274
￥18,748 total
includes taxes & fees
Feb 9 - Feb 10
Royal Regency Hotel
Exterior

Garner Hotel Mahwah by IHG

Garner Hotel Mahwah by IHG
2.5 star property
Mahwah
9.0 out of 10, Wonderful, (417 reviews)
"Clean room ,and very friendly staff."
United States
Aira
The price is ￥17,084
￥19,583 total
includes taxes & fees
Jan 31 - Feb 1
Garner Hotel Mahwah by IHG
Lobby sitting area

Heidi's Inn

Heidi's Inn
2.5 star property
Brewster
8.8 out of 10, Excellent, (818 reviews)
"A fine motel, great staff & very flexible"
United States
Andy
The price is ￥19,350
￥20,969 total
includes taxes & fees
Jan 29 - Jan 30
Heidi's Inn
Free daily full breakfast

Hampton Inn & Suites Mahwah

Hampton Inn & Suites Mahwah
2.5 star property
Mahwah
8.8 out of 10, Excellent, (1,452 reviews)
"Great place to stay. "
United States
Omar
The price is ￥17,387
￥19,930 total
includes taxes & fees
Feb 8 - Feb 9
Hampton Inn & Suites Mahwah
Lobby

Fairfield Inn & Suites Mahwah

Fairfield Inn & Suites Mahwah
2.5 star property
Mahwah
8.2 out of 10, Very Good, (1,005 reviews)
"The night staff was amazing "
United States
michael
The price is ￥16,322
￥18,709 total
includes taxes & fees
Feb 1 - Feb 2
Fairfield Inn & Suites Mahwah
Exterior

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
2.5 star property
Hawthorne
9.0 out of 10, Wonderful, (988 reviews)
"great stay"
United States
Janet
The price is ￥23,796
￥27,217 total
includes taxes & fees
Feb 4 - Feb 5
Holiday Inn Express & Suites Hawthorne Elmsford North 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.
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
Lovely spot in Westchester, NY
Photo by louann ohora
Open Photo by louann ohora

Teatown Lake Reservation

This 1,000-acre nature preserve features diverse ecosystems along scenic trails. Explore the floating boardwalk across the lake for wildlife viewing and see the island's native wildflower collection.
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
Main building at Maryknoll
Photo by louann ohora
Open Photo by louann ohora

Top Ossining Hotel Reviews

Sonesta White Plains Downtown

Sonesta White Plains Downtown

10/10 Excellent
"Clean room ready check in"
Anthony 1-night trip
Posted 3 days ago
Sonesta White Plains Downtown

More cheap stays in Ossining

Sonesta Simply Suites Nanuet

Sonesta Simply Suites Nanuet

20 Overlook Blvd Nanuet NY
The price is ￥11,922 per night from Feb 2 to Feb 3
￥11,922
￥13,874 total
Feb 2 - Feb 3
includes taxes & fees
8.2/10 Very Good! (1,054 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 DoubleTree by Hilton Hotel Nanuet and Sonesta White Plains Downtown. See all available top hotels, or vacation rentals in Ossining.
What are some of the best vacation rentals that Ossining has to offer?
Waterfront Retreat Center for Health & Wellness: You might want to consider this vacation home rental near Ossining, which is located by the ocean and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 8 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a terrace, a garden, and a selection of games so you can immerse yourself in your vacation. See all 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?
DoubleTree by Hilton Hotel Nanuet: Offers a snack bar/deli, a pool, and free self parking. Sonesta White Plains Downtown and Baymont by Wyndham White Plains - Elmsford 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 33 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.

Explore a world of travel with Expedia