Ossining Historical Society Tours

Whether you're a traveling scholar or a lover of culture, a trip to Ossining Historical Society is sure to keep you entertained. Learn more about our unique past with the fascinating displays and collections on offer here.

You'll have no end of sightseeing choices when spending time in Ossining. Ossining Historical Society is a great place to kick off here, but there are many other interesting spots to experience. Sleepy Hollow Cemetery, Van Cortlandt Manor, and New York Medical College are near the collection of historical artifacts and will top off your day nicely.

Plan a trip to see Ossining Historical Society

Price found within the past 48 hours. Click for updated prices.
The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
Save 100% on your flight
per person
Oct 10 - Oct 13
found 11 hours ago
Roundtrip flight included
Miami (MIA) to New York (JFK)
8.8/10 Excellent! (480 reviews)
My only issue was the bed pillows need updating. They weren’t very comfortable, felt old and were faded.

Reviewed on Jul 22, 2025

Sound View Greenport

Sound View Greenport

4 out of 5
per person
Oct 9 - Oct 12
found 19 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.4/10 Very Good! (532 reviews)
We stayed here for an overnight for a girls trip with my 8yr old daughter, we had the best time. We will be back!

Reviewed on Jul 30, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (1,006 reviews)
Nice views.. but food at restaurant left a lot to be desired. Also staff presentation was terrible. They need uniforms and a dress code. Booty shorts, wrinkled clothing... its all a part of the experience and everyone looked like they got up out of bed and came to work. Take pride. Its managements fault ..

Reviewed on Jul 30, 2025

Popular places to visit

the Great Jack O'Lantern Blaze Sleepy Hollow NY

Van Cortlandt Manor

You can learn about the history of Croton-on-Hudson with a stop at Van Cortlandt Manor. Amble around this family-friendly area's riverfront or attend a sporting event.

Van Cortlandt Manor
Lovely spot in Westchester, NY

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

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

Merchants Square

Explore the great outdoors at Merchants Square, a lovely green space in Ossining. Stroll along the riverfront or attend a sporting event in this quaint area.

Merchants Square

Pleasant Square

Explore the great outdoors at Pleasant Square, a lovely green space in Ossining. Stroll along the riverfront in this family-friendly area, or check out its top-notch restaurants.

Pleasant Square

Sing Sing Prison Museum

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

Sing Sing Prison Museum

Best Lodging Options Near Ossining Historical Society

Radio Hotel

Radio Hotel

4 out of 5
2420 Amsterdam Ave, New York, NY
Radio Hotel
Night Hotel Broadway

Night Hotel Broadway

2.5 out of 5
215 W 94th St, New York, NY
Night Hotel Broadway
Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

4 out of 5
811 7th Ave, New York, NY
Sheraton New York Times Square Hotel
Empire Hotel

Empire Hotel

4 out of 5
44 W 63rd St, New York, NY
Empire Hotel
Meadowlands Plaza Hotel

Meadowlands Plaza Hotel

2.5 out of 5
40 Wood Avenue, Secaucus, NJ
Meadowlands Plaza Hotel
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
455 Madison Ave, New York, NY
Lotte New York Palace
Warwick New York

Warwick New York

4 out of 5
65 W 54th St, New York, NY
Warwick New York
Hotel Edison Times Square

Hotel Edison Times Square

4 out of 5
228 W 47th St, New York, NY
Hotel Edison Times Square
Hotel St. James

Hotel St. James

2.5 out of 5
109 W. 45TH ST., New York, NY
Hotel St. James
See all 7,905 properties in Ossining Historical Society
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.