Ossining, NY

Travel Guide

Boardwalk over marshland on the trail at Teatown Lake Reservation in Ossining, New York.
Westchester, NY, USA: A rail bridge spans an inlet on the Hudson River, with St. Augustine’s Roman Catholic Church, Ossining, NY, in the background.
The start of the Bergmann boardwalk at Teatown Reservation in Westchester County, New York
rows of Victorian building sit t side by side in downtown Ossining, New York
Ossining
Windrose On Hudson

Windrose On Hudson

3 out of 5
1 Shady Lane Farm Road Ossining NY
Fully refundableReserve now, pay when you stay
The price is ₩242,795 per night from May 24 to May 25
₩242,795
₩270,412 total
May 24 - May 25
includes taxes & fees
Book a stay at this business-friendly hotel in Ossining. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Van Cortlandt Manor and ...
8.4/10 Very Good! (131 reviews)
Resort was very quiet while we were there. That was great. I thought there was an on site restaurant, my mistake. Parking was a little away from entrance. That's ok in his weather

Reviewed on Apr 27, 2026

Windrose On Hudson
Armoni Inn & Suites

Armoni Inn & Suites

3.5 out of 5
329 Route 303 Orangeburg NY
The price is ₩117,952 per night from Apr 30 to May 1
₩117,952
₩131,352 total
Apr 30 - May 1
includes taxes & fees
Book a stay at this business-friendly hotel in Orangeburg. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the clean rooms in our reviews. ...
6/10 (2,184 reviews)
Nice and clean place

Reviewed on Apr 28, 2026

Armoni Inn & Suites
Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
49 E Sunnyside Lane Tarrytown NY
The price is ₩224,050 per night from Apr 30 to May 1
₩224,050
₩293,069 total
Apr 30 - May 1
includes taxes & fees
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 ...
8.2/10 Very Good! (1,049 reviews)
Parking was very difficult. Some dogs were a problem with guests not keeping them on leash.

Reviewed on Apr 28, 2026

Tarrytown House Estate
See all 1,342 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.
Stamford Suites

Stamford Suites

4 out of 5
720 Bedford St Stamford CT
Book a stay at this business-friendly aparthotel in Stamford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
6.6/10 (110 reviews)
kitchen were fully equipped.

Reviewed on Apr 24, 2026

Stamford Suites
Global Luxury Suites White Plains

Global Luxury Suites White Plains

3.5 out of 5
57 Bank St White Plains NY
Book a stay at this business-friendly apartment in White Plains. Enjoy free WiFi, an outdoor pool, and valet parking (surcharge). Popular attractions Westchester ...
6.8/10 (43 reviews)
First day i got there the only one lady at the “front desk”completely ignore me by pretending she didn’t work there, unfortunately for her I stayed at the lobby longer that she had anticipated and had no option but to move behind the desk and ask me “if I needed help” I found that very disrespectful, ...

Reviewed on Apr 19, 2026

Global Luxury Suites White Plains
Hyatus Luxury Residences Stamford

Hyatus Luxury Residences Stamford

4.5 out of 5
150 Broad St Stamford CT
Book a stay at this luxury aparthotel in Stamford. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Fernando Luis Alvarez Gallery and ...
9.8/10 Exceptional! (22 reviews)
Clean apartment. Friendly Staff.

Reviewed on Apr 28, 2026

Hyatus Luxury Residences Stamford
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 quaint area's riverfront and enjoy its top-notch restaurants.

Teatown Lake Reservation
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.

Travelers Rest

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 family-friendly 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 with a stop at Thomas J. Watson Research Center. Stroll along the riverfront in this family-friendly area, or check out its top-notch restaurants.

Thomas J. Watson Research Center

Sing Sing Prison Museum

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

Sing Sing Prison Museum

Kitchawan Preserve

Explore the great outdoors at Kitchawan Preserve, a lovely green space in Ossining. Amble around this quaint area's riverfront and enjoy its top-notch restaurants.

Kitchawan Preserve