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Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

Our top choices for Ossining guest houses

A covered area with exercise equipment, chairs, and a view through large windows.

1. Near NYC! | Stylish Guestroom

Near NYC! | Stylish Guestroom
Ossining
The price is AU$477
includes taxes & fees
15 Nov - 16 Nov
Near NYC! | Stylish Guestroom
A large, two-story house with a covered porch and multiple windows.

2. Bedford Post Inn

Bedford Post Inn
3.5 star property
Bedford
9.4 out of 10, Exceptional, (59 reviews)
"My favorite Inn"
United States
Vickie
The price is AU$1,094
includes taxes & fees
18 Nov - 19 Nov
Bedford Post Inn
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.
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Learn more about Ossining

Sing Sing Prison Museum offers a fascinating glimpse into America's most notorious correctional facility, with guided tours by former officers. Hike the scenic Old Croton Aqueduct Trail and then grab lunch at one of the diverse restaurants along the Hudson River waterfront.

See all hotels in Ossining
A wooden bridge over a lake with a sign reading "BERGMANN BOARDWALK".