Ossining

Travel Guide

Photo by Linda Zanetti
Photo by Linda Zanetti
Photo by louann ohora
Photo by louann ohora
Photo by regina palmieri
Photo by regina palmieri
Photo by louann ohora
Photo by louann ohora
Photo by Linda Zanetti
Photo by Linda Zanetti
Windrose On Hudson

Windrose On Hudson

3 out of 5
1 Shady Lane Farm Road Ossining NY
The price is HK$1,442 per night from 8 Jan to 9 Jan
HK$1,442
HK$1,606 total
8 Jan - 9 Jan 2026
includes taxes & fees
Stay at this business-friendly hotel in Ossining. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Popular attractions Van Cortlandt Manor and Croton ...
8/10 Very Good! (102 reviews)
Great

Reviewed on 20 Dec 2025

Windrose On Hudson
Ramada by Wyndham Bronx

Ramada by Wyndham Bronx

3 out of 5
1000 Baychester Ave Bronx NY
The price is HK$1,018 per night from 11 Jan to 12 Jan
HK$1,018
HK$1,195 total
11 Jan - 12 Jan 2026
includes taxes & fees
Stay at this business-friendly hotel in Bronx. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms in ...
8.4/10 Very Good! (1,004 reviews)
Good

Reviewed on 20 Dec 2025

Ramada by Wyndham Bronx
Royal Regency Hotel

Royal Regency Hotel

3.5 out of 5
165 Tuckahoe Rd Yonkers NY
The price is HK$685 per night from 22 Jan to 23 Jan
HK$685
HK$846 total
22 Jan - 23 Jan 2026
includes taxes & fees
Stay at this business-friendly hotel in Yonkers. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the restaurant in their ...
8.2/10 Very Good! (2,426 reviews)
Comfortable stay… nothing fancy but ok

Reviewed on 20 Dec 2025

Royal Regency Hotel
See all 1,291 properties in Ossining
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.
1BR Queen near NYC | Trails, Biking & Sauna Bliss

1BR Queen near NYC | Trails, Biking & Sauna Bliss

2 out of 5
Ossining NY
Stay at this aparthotel in Ossining. Enjoy free Wi-Fi, a sauna and tennis courts. Popular attractions Van Cortlandt Manor and Croton Point Park are located ...
1BR Queen near NYC | Trails, Biking & Sauna Bliss
Near NYC! | Stylish Guestroom

Near NYC! | Stylish Guestroom

2 out of 5
Ossining NY
Stay at this aparthotel in Ossining. Enjoy free Wi-Fi, a sauna and tennis courts. Popular attractions Van Cortlandt Manor and Croton Point Park are located ...
Near NYC! | Stylish Guestroom
Stamford Suites

Stamford Suites

4 out of 5
720 Bedford St Stamford CT
Stay at this 4-star business-friendly aparthotel in Stamford. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their ...
6.2/10 (82 reviews)
Staff good customer service Bathroom just needs to be upgraded a little bit more but everything else is fine. I would stay there again.

Reviewed on 21 Dec 2025

Stamford Suites
See all properties in Ossining
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.

Popular places to visit

Teatown Lake Reservation

Teatown Lake Reservation

Explore the great outdoors at Teatown Lake Reservation, a lovely green space in Ossining. Amble around this family-friendly area's riverfront and enjoy its top-notch restaurants.

Teatown Lake Reservation

Sing Sing Correctional Facility

After visiting Sing Sing Correctional Facility, make a plan to see the other sights and activities in Ossining. Amble around this quaint area's riverfront and enjoy its top-notch restaurants.

Sing Sing Correctional Facility

Thomas J. Watson Research Center

Learn about the local history of Ossining when you take a trip to Thomas J. Watson Research Center. Stroll along the riverfront in this quaint area or visit its top-notch restaurants.

Thomas J. Watson Research Center

Sing Sing Prison Museum

You can spend time studying the exhibits at Sing Sing Prison Museum in Ossining. Amble around this family-friendly area's riverfront and enjoy its top-notch restaurants.

Sing Sing Prison Museum

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.

Travelers Rest

Ossining Historical Society

You can spend an afternoon exploring the galleries in Ossining Historical Society during your trip to Ossining. Stroll along the riverfront in this quaint area or visit its top-notch restaurants.

Ossining Historical Society