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Hotels in Ossining

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Choose from 1264 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
Stay at this 3-star business-friendly hotel in Ossining. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Van Cortlandt Manor and ...
7.6/10 Good! (66 reviews)
Beautiful hotel and grounds! Looking forward to them continuing to add features as we were told it recently became a hotel.

Reviewed on Nov 1, 2025

Windrose On Hudson
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
Stay at this 3.5-star business-friendly hotel in Stamford. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and ...
7.4/10 Good! (1,022 reviews)
Nice people

Reviewed on Nov 2, 2025

DoubleTree by Hilton Stamford
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! (2,354 reviews)
The room was a lil cramped with the king size bed and where the desk was, you couldn't move the desk chair for a easier passing to the other side of the bed. The room was very clean and the staff was very accommodating, the hotel itself was very nice.

Reviewed on Nov 3, 2025

Royal Regency Hotel
Armoni Inn & Suites

Armoni Inn & Suites

3.5 out of 5
329 Route 303, Orangeburg, NY
  • 22 min drive from Sing Sing Correctional Facility
Stay at this 3.5-star business-friendly hotel in Orangeburg. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the clean rooms and the overall ...
6/10 (2,152 reviews)
It was a quiet place with comfortable beds

Reviewed on Nov 3, 2025

Armoni Inn & Suites
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! (1,016 reviews)
The view from the balcony was amazing

Reviewed on Nov 3, 2025

Tarrytown House Estate
Clinton Inn Hotel & Event Center

Clinton Inn Hotel & Event Center

3 out of 5
145 Dean Drive, Tenafly, NJ
  • 42 min drive from Sing Sing Correctional Facility
Stay at this 3-star business-friendly hotel in Tenafly. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and ...
7.4/10 Good! (1,010 reviews)
Very friendly staff. Hotel is nice but in need of a refresh. Carpets are stained, paint is peeling.

Reviewed on Nov 3, 2025

Clinton Inn Hotel & Event Center
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
Stay at this 3-star business-friendly hotel in Bronx. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
8.2/10 Very Good! (1,013 reviews)
Yes everything was great and the staff was very helpful and friendly.

Reviewed on Oct 29, 2025

Ramada by Wyndham Bronx
La Quinta Inn & Suites by Wyndham Stamford / New York City

La Quinta Inn & Suites by Wyndham Stamford / New York City

3 out of 5
135 Harvard Avenue, Stamford, CT
  • 52 min drive from Sing Sing Correctional Facility
Stay at this 3-star business-friendly hotel in Stamford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
6.6/10 (924 reviews)
Room was clean, just needs a little updating. Great service, friendly and helpful.

Reviewed on Nov 2, 2025

La Quinta Inn & Suites by Wyndham Stamford / New York City
Amsterdam Hotel

Amsterdam Hotel

2 out of 5
19 Clarks Hill Ave, Stamford, CT
  • 57 min drive from Sing Sing Correctional Facility
Book a stay at this business-friendly hotel in Stamford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.4/10 Very Good! (1,703 reviews)
The room was quite large with a lot of windows. It was a very comfortable place to stay and if we are ever in that area again, we would not hesitate to stay there again. The price was very reasonable and the breakfast was good.

Reviewed on Nov 2, 2025

Amsterdam Hotel
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
Stay at this 3-star 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! (1,142 reviews)
Amazing hotel, clean and comfortable. Only down fall was hot water in room was lukewarm at best. The beds are So comfortable, large rooms.

Reviewed on Oct 30, 2025

West Gate Inn Nyack
Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
1800 E Putnam Avenue, Old Greenwich, CT
  • 51 min drive from Sing Sing Correctional Facility
Book a stay at this business-friendly hotel in Old Greenwich. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the ...
8.2/10 Very Good! (1,014 reviews)
Hotel is very pretty

Reviewed on Nov 2, 2025

Hyatt Regency Greenwich
Sleepy Hollow Hotel

Sleepy Hollow Hotel

3.5 out of 5
455 S Broadway, Tarrytown, NY
  • 15 min drive from Sing Sing Correctional Facility
Book a stay at this business-friendly hotel in Tarrytown. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
6.6/10 (1,014 reviews)
Was very nice!! Would definitely visit again

Reviewed on Nov 2, 2025

Sleepy Hollow Hotel
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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