Ossining

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
The price is RM645 per night from 10 May to 11 May
RM645
RM718 total
10 May - 11 May
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 ...
8.4/10 Very Good! (133 reviews)
Phone in room did not work. One extra pillow granted would have liked still another. Beautiful facility and grounds very very tasteful throughout.

Reviewed on 1 May 2026

Windrose On Hudson
Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
49 E Sunnyside Lane Tarrytown NY
The price is RM531 per night from 17 May to 18 May
RM531
RM705 total
17 May - 18 May
includes taxes & fees
Stay at this business-friendly hotel in Tarrytown. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the restaurant and the helpful staff ...
8.2/10 Very Good! (1,062 reviews)
Beautiful property. Everything was fine. Really just stayed one night. Only thing that bothered me was that I booked a room with a King Size bed and ended up with two standard beds. Will probably book again to explore amenities.

Reviewed on 6 May 2026

Tarrytown House Estate
Royal Regency Hotel

Royal Regency Hotel

3.5 out of 5
165 Tuckahoe Rd Yonkers NY
The price is RM477 per night from 25 May to 26 May
RM477
RM581 total
25 May - 26 May
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 ...
8.4/10 Very Good! (2,622 reviews)
Not my first stay there and as usual everything was great

Reviewed on 6 May 2026

Royal Regency Hotel
See all 1,350 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
Stay at this business-friendly aparthotel in Stamford. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. ...
6.6/10 (113 reviews)
Overall average facility

Reviewed on 3 May 2026

Stamford Suites
Global Luxury Suites White Plains

Global Luxury Suites White Plains

3.5 out of 5
57 Bank St White Plains NY
Stay at this business-friendly apartment in White Plains. Enjoy free Wi-Fi, an outdoor pool and valet parking (surcharge). Popular attractions Westchester County ...
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 19 Apr 2026

Global Luxury Suites White Plains
Hyatus Luxury Residences Stamford

Hyatus Luxury Residences Stamford

4.5 out of 5
150 Broad St Stamford CT
Stay at this luxury aparthotel in Stamford. Enjoy free Wi-Fi, free parking and an outdoor pool. Popular attractions Stamford Public Library - Ferguson Library ...
9.8/10 Exceptional! (24 reviews)
great location, with garage spaced ( thought that is a bit confusing to figure out where the space was located); apartment was super comfy, nice size and layout, with living room/open kitchen concept (complete with all cooking and utensils ). Large bathroom w/a nice shower. Towels were wet but we ...

Reviewed on 3 May 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

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
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

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 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

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

Ossining Public Library

Learn about the local history of Ossining when you take a trip to Ossining Public Library. Amble around the area's parks or visit its monuments.

Ossining Public Library
Maryknoll

Maryknoll