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 P10,602 per night from May 24 to May 25
P10,602
P11,808 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! (140 reviews)
"Beautiful location and clean hotel! Shower pressure would be my only complaint but again it is a older property and we really enjoyed staying there!"

Reviewed on May 19, 2026

Windrose On Hudson
Armoni Inn & Suites

Armoni Inn & Suites

3.5 out of 5
329 Route 303 Orangeburg NY
Fully refundableReserve now, pay when you stay
The price is P4,388 per night from May 28 to May 29
P4,388
P4,887 total
May 28 - May 29
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 (2,199 reviews)
"Good value, clean room, plenty of parking"

Reviewed on May 18, 2026

Armoni Inn & Suites
Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

2.5 out of 5
540 Saw Mill River Rd Elmsford NY
The price is P8,346 per night from May 26 to May 27
P8,346
P9,546 total
May 26 - May 27
includes taxes & fees
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 ...
8.4/10 Very Good! (1,694 reviews)
"Breakfast was very limited"

Reviewed on May 19, 2026

Baymont by Wyndham White Plains - Elmsford
See all 1,362 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. ...
6.4/10 (117 reviews)
"It was way tooo old and it wasn’t clean"

Reviewed on May 18, 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 Stamford Public Library - Ferguson ...
9.8/10 Exceptional! (25 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 May 3, 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 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 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 quaint area, or check out its top-notch restaurants.

Thomas J. Watson Research Center

Ossining Historical Society

You can spend an afternoon studying the exhibits at Ossining Historical Society during your trip to Ossining. Stroll along the riverfront in this quaint area, or check out its top-notch restaurants.

Ossining Historical Society

Ossining Public Library

Learn about the local history of Ossining when you spend time at Ossining Public Library. Amble around the area's parks or visit its monuments.

Ossining Public Library
Mount Kisco Train Station, Westchester, New York, snow,

Mount Kisco

Maryknoll

Maryknoll