"Very unique property. It's a big onsite property like a campus - and they have carved out a hotel area. Very new, well kept buildings and grounds. The location is actually on a long hiking trail with beautiful views. The room wasn't huge but very clean and beautiful floor to ceiling windows. Staff was very helpful. It's a great alternative to the chain hotels in Elmsford - a whole different vibe. Has the Hudson Valley character. "
"This is a fun property for a friends or couples getaway in the summer because the pool and bar service were on point…walkable to a cute little town with bars and restaurants. Rooms are comfortable and spacious. Staff is super friendly! "
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.
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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"Our 1st family vacation following divorce. Son's 1st time in NY. We were thrilled with the hotel, its history, the location, and, mostly, with the people. It set the tone for the entire trip. The existence of the pool in this area is grossly under utilized. We would've reserved time in advance. Reservations and time "guidance" would be great."
"There’s a vending machine for basics such as locks, soda, water, or even some light snacks. There’s plenty of stores and dining options within less than a minute.
Beds are really comfortable and even though they’re bunk beds you can hear movement. Electrical outlets in each bunk allow you to charge electronics over night. "
Pleasant Square is located in a family-friendly area of Ossining known for its array of dining options and hiking. You'll find 34 hotels and other accommodations within a few miles for a convenient home base.
Where is the best place to stay close to Pleasant Square?
How many hotels can I expect to find near Pleasant Square?
Expedia has 34 hotels and other accommodations a few miles from Pleasant Square.
If I need to cancel the hotel reservation for my stay near Pleasant Square, will I receive a refund?
Yes, you'll find most room reservations are fully refundable if you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of your arrival date. If your reservation is non-refundable, you might be able to cancel it and receive a refund within a 24-hour period of booking. Add your dates and click on "Search", then you can filter by "fully refundable" to review top deals close to Pleasant Square.
Where can I learn more about changing or cancelling my trip in the area near Pleasant Square?
You'll want to browse the exhibits at Sing Sing Prison Museum and Ossining Historical Society. Sing Sing Correctional Facility, Van Cortlandt Manor, and Sleepy Hollow Cemetery are some of the local landmarks to explore. Consider spending a leisurely afternoon outside at Croton Point Park, Rockefeller State Park Preserve, or Rockland Lake State Park.
