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.
Delta Hotels by Marriott Woodbridge

Delta Hotels by Marriott Woodbridge

4 out of 5
Save 100% on your flight
Price was $937, price is now $532 per person
$532
per person
Jun 4 - Jun 7
found 22 hours ago
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
8.4/10 Very Good! (1,002 reviews)
Good location, fair price, clean rooms. Bar staff were accommodating and went above and beyond.

Reviewed on Apr 4, 2026

Topping Rose House

Topping Rose House

4.5 out of 5
Price was $1,730, price is now $947 per person
$947
per person
Jun 9 - Jun 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (145 reviews)
Overall it was a great stay! Best part of the cottage was the bathroom with its deep big tub and walk in shower. But the room itself lacked visual appeal & some conveniences usually associated with booking a cottage which is more private and removed from the house. Could use more and better art in the room. I would also trade all the storage space for a mini fridge, tea kettle or coffee maker. Also the only full-size mirror is hidden far back in the bathroom which isn’t terrible but very inconvenient to check the outfit before heading out the door. It’s little odd things that just made it not feel like a luxury stay. And no one mentioned to us beforehand that the sauna, gym, pool area (even though in off season) was under renovation and not available to use. The restaurant was amazing though, room service was wonderful. And staff were adorable. But I don’t know if we would book again tbh.

Reviewed on Mar 24, 2026

Park Lane New York

Park Lane New York

5 out of 5
Manhattan
Save 100% on your flight
Price was $1,462, price is now $837 per person
$837
per person
May 29 - Jun 2
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
8.4/10 Very Good! (1,764 reviews)
Always a great stay at the Park Lane. Hidden gem on the park, we will return darling.

Reviewed on Mar 31, 2026

Popular places to visit

Van Cortlandt Manor

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
Croton-On-Hudson, New York, USA: Two people on a path, silhouetted under a cloud-filled sky, in Croton Point Park.

Croton Point Park

After visiting Croton Point Park, make a plan to see the other sights and activities in Croton-on-Hudson. Amble around this family-friendly area's riverfront or attend a sporting event.

Croton Point Park
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

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 quaint area, or check out its top-notch restaurants.

Pleasant Square

Best Lodging Options Near Ossining Historical Society

Ly New York Hotel

Ly New York Hotel

2.5 out of 5
15-61 127th St College Point NY
Ly New York Hotel
Night Hotel Broadway

Night Hotel Broadway

3 out of 5
215 W 94th St New York NY
Night Hotel Broadway
Hotel Belleclaire

Hotel Belleclaire

4 out of 5
2175 Broadway New York NY
Hotel Belleclaire
Four Points by Sheraton Flushing

Four Points by Sheraton Flushing

3 out of 5
33-68 Farrington St Flushing NY
Four Points by Sheraton Flushing
Empire Hotel

Empire Hotel

4 out of 5
44 W 63rd St New York NY
Empire Hotel
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
Harmony Suites

Harmony Suites

3 out of 5
455 Plaza Dr Secaucus NJ
Harmony Suites
Park Central Hotel New York

Park Central Hotel New York

4 out of 5
870 7th Ave New York NY
Park Central Hotel New York
Hyatt Regency Times Square

Hyatt Regency Times Square

4 out of 5
1605 Broadway New York NY
Hyatt Regency Times Square
See all 9,114 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.

Explore a world of travel with Expedia