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.
Windrose On Hudson

Windrose On Hudson

3 out of 5
Price was $732, price is now $351 per person
$351
per person
Oct 28 - Nov 1
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (NYC)
8.4/10 Very Good! (9 reviews)
Only one night so did not use the amenities. The refrigerator in the room died in the night so lost my leftovers. The room was clean and the staff was helpful. The shower function was strange. I would stay there again.

Reviewed on Aug 12, 2025

Hotel Seville Nomad, in the Unbound Collection by Hyatt

Hotel Seville Nomad, in the Unbound Collection by Hyatt

4.5 out of 5
Manhattan
Price was $1,973, price is now $940 per person
$940
per person
Oct 30 - Nov 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.6/10 Excellent! (1,083 reviews)
Nice NYC hotel and generally in very good shape except hall carpets. They are very stained & unraveling

Reviewed on Aug 24, 2025

The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Price was $704, price is now $357 per person
$357
per person
Nov 4 - Nov 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (1,003 reviews)
This place is the bomb. Loved our suite, loved the pool and the breakfast was wonderful

Reviewed on Aug 12, 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 family-friendly 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 family-friendly 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
The Macaw Guesthouse

The Macaw Guesthouse

2 out of 5
106 E. 101st Street, New York, NY
The Macaw Guesthouse
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
The Lucerne Hotel

The Lucerne Hotel

4 out of 5
201 W 79th St, New York, NY
The Lucerne Hotel
Empire Hotel

Empire Hotel

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

Hotel Beacon

4 out of 5
2130 Broadway at 75th Street, New York, NY
Hotel Beacon
The Manhattan at Times Square

The Manhattan at Times Square

4 out of 5
790 7th Ave, New York, NY
The Manhattan at Times Square
Hotel Edison Times Square

Hotel Edison Times Square

4 out of 5
228 W 47th St, New York, NY
Hotel Edison Times Square
See all 7,926 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.