Search for Cheap Deals on
Hotels in Ossining

Photo by Linda Zanetti

Check Last Minute Ossining Hotel Deals

Tonight Dec 26 - Dec 27This weekend Dec 26 - Dec 28

Choose from 1312 Ossining Hotel Deals

Windrose On Hudson

Windrose On Hudson

3 out of 5
1 Shady Lane Farm Road Ossining NY
  • 6 min drive from Sing Sing Correctional Facility
Book a stay at this business-friendly hotel in Ossining. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Van Cortlandt Manor and ...
8/10 Very Good! (102 reviews)
Great

Reviewed on Dec 20, 2025

Windrose On Hudson
Royal Regency Hotel

Royal Regency Hotel

3.5 out of 5
165 Tuckahoe Rd Yonkers NY
  • 33 min drive from Sing Sing Correctional Facility
Book a stay at this business-friendly hotel in Yonkers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant ...
8.2/10 Very Good! (2,426 reviews)
Comfortable stay… nothing fancy but ok

Reviewed on Dec 20, 2025

Royal Regency Hotel
Ramada by Wyndham Bronx

Ramada by Wyndham Bronx

3 out of 5
1000 Baychester Ave Bronx NY
  • 46 min drive from Sing Sing Correctional Facility
Book a stay at this business-friendly hotel in Bronx. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
8.4/10 Very Good! (1,007 reviews)
Good

Reviewed on Dec 20, 2025

Ramada by Wyndham Bronx
DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

4 out of 5
425 E Route 59 Nanuet NY
  • 23 min drive from Sing Sing Correctional Facility
Book a stay at this golf hotel in Nanuet. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. ...
8.8/10 Excellent! (1,010 reviews)
Beautiful hotel. Had s

Reviewed on Dec 23, 2025

DoubleTree by Hilton Hotel Nanuet
Hotel NoMa, Trademark Collection by Wyndham

Hotel NoMa, Trademark Collection by Wyndham

3 out of 5
1 Radisson Plz New Rochelle NY
  • 42 min drive from Sing Sing Correctional Facility
Book a stay at this business-friendly hotel in New Rochelle. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the ...
8/10 Very Good! (1,010 reviews)
Clean room, friendly staff

Reviewed on Dec 17, 2025

Hotel NoMa, Trademark Collection by Wyndham
Sonesta White Plains Downtown

Sonesta White Plains Downtown

4 out of 5
66 Hale Ave White Plains NY
  • 27 min drive from Sing Sing Correctional Facility
Book a stay at this business-friendly hotel in White Plains. Enjoy free WiFi, breakfast (surcharge), and free airport pick-up. Our guests praise the bar and ...
8.6/10 Excellent! (1,153 reviews)
I loved my stay at Sonesta! There were some stains in the bathroom and shelving but otherwise my room was wonderful! Front desk was kind and helpful.

Reviewed on Dec 21, 2025

Sonesta White Plains Downtown
Hampton Inn & Suites Yonkers

Hampton Inn & Suites Yonkers

2.5 out of 5
160 Corporate Blvd Yonkers NY
  • 31 min drive from Sing Sing Correctional Facility
Book a stay at this business-friendly hotel in Yonkers. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (1,685 reviews)
It was fine minus the roach I came across in the closet

Reviewed on Dec 20, 2025

Hampton Inn & Suites Yonkers
West Gate Inn Nyack

West Gate Inn Nyack

3 out of 5
26 Route 59 Nyack NY
  • 14 min drive from Sing Sing Correctional Facility
Book a stay at this business-friendly hotel in Nyack. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
7.2/10 Good! (1,190 reviews)
Yes. the staff was very courteous from arrival to check out. Our room was clean and comfortable.

Reviewed on Dec 14, 2025

West Gate Inn Nyack
Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
49 E Sunnyside Lane Tarrytown NY
  • 17 min drive from Sing Sing Correctional Facility
Book a stay at this business-friendly hotel in Tarrytown. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the restaurant and the helpful ...
8/10 Very Good! (1,005 reviews)
Great

Reviewed on Dec 15, 2025

Tarrytown House Estate
Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

2.5 out of 5
540 Saw Mill River Rd Elmsford NY
  • 16 min drive from Sing Sing Correctional Facility
Book a stay at this business-friendly hotel in Elmsford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.2/10 Very Good! (1,460 reviews)
😁

Reviewed on Dec 23, 2025

Baymont by Wyndham White Plains - Elmsford
Hilton Garden Inn Westchester Dobbs Ferry, NY

Hilton Garden Inn Westchester Dobbs Ferry, NY

3 out of 5
201 Ogden Avenue Dobbs Ferry NY
  • 25 min drive from Sing Sing Correctional Facility
Book a stay at this business-friendly hotel in Dobbs Ferry. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the clean rooms in our ...
8.2/10 Very Good! (1,003 reviews)
The room was clean and the staff at the reception was friendly and made the stay as seamless as possible.

Reviewed on Dec 24, 2025

Hilton Garden Inn Westchester Dobbs Ferry, NY
DoubleTree by Hilton Stamford

DoubleTree by Hilton Stamford

3.5 out of 5
1 First Stamford Pl Stamford CT
  • 54 min drive from Sing Sing Correctional Facility
Book a stay at this business-friendly hotel in Stamford. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
7.4/10 Good! (1,002 reviews)
Overall it was a good place to stay

Reviewed on Dec 17, 2025

DoubleTree by Hilton Stamford
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.

Find cheap hotels in Ossining

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Ossining hotel with Hotwire to complete your one-of-a-kind travel checklist.

For you, intrepid voyager, Hotwire has a large selection of the best hotels in Ossining.

Choosing the right hotel in New York has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Ossining’s 1,312 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $114. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Ossining hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Ossining. No matter your reason for visiting Ossining, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Ossining hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can unlock great deals on your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Ossining for as low as $114.

How many hotels are there in Ossining?

With over 1,312 hotels in Ossining, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $114.

How to find cheap car rentals in Ossining?

Finding a cheap car rental deal in Ossining is as easy as scoring cheap hotels in Ossining. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.