Find hotels near Pleasant Square, Ossining from AED 353

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Compare 8,505 hotels close to Pleasant Square with room rates, reviews, and availability. Most hotels are fully refundable.

The Opus Westchester, Autograph Collection

5.0 star property
9.2 out of 10, Wonderful, (498)
"Great experience, will highly recommend."
The price is AED 1,172
AED 1,340 total
includes taxes & fees
27 Apr - 28 Apr
The Opus Westchester, Autograph Collection

Residence Inn by Marriott White Plains Westchester County

3.0 star property
8.8 out of 10, Excellent, (595)
"very large open rooms and plenty of space to both work and relax. would stay again."
The price is AED 683
AED 781 total
includes taxes & fees
11 May - 12 May
Residence Inn by Marriott White Plains Westchester County

HYATT house White Plains

3.0 star property
8.4 out of 10, Very Good, (1000)
"Great facility. Clean and good breakfast. Would definitely stay there again. "
The price is AED 683
AED 781 total
includes taxes & fees
11 May - 12 May
HYATT house White Plains

Hotel MTK Mount Kisco

3.0 star property
8.4 out of 10, Very Good, (990)
"Very comfortable stay. Well kept & clean."
The price is AED 585
AED 669 total
includes taxes & fees
29 Apr - 30 Apr
Hotel MTK Mount Kisco

Courtyard by Marriott Tarrytown Westchester County

3.0 star property
9.0 out of 10, Wonderful, (1000)
"Friendly front desk staff! Room was clean and updated and the pillows and bedding were super comfortable!!! The French fries at the bistro were really good! "
The price is AED 610
AED 697 total
includes taxes & fees
27 Apr - 28 Apr
Courtyard by Marriott Tarrytown Westchester County

Baymont by Wyndham White Plains - Elmsford

2.5 star property
8.2 out of 10, Very Good, (1292)
"It is a nice property my 2nd stay there"
The price is AED 475
AED 543 total
includes taxes & fees
11 May - 12 May
Baymont by Wyndham White Plains - Elmsford

Hilton Garden Inn Westchester Dobbs Ferry, NY

3.0 star property
8.6 out of 10, Excellent, (1000)
"Amazing staff and amenities "
The price is AED 539
AED 617 total
includes taxes & fees
27 Apr - 28 Apr
Hilton Garden Inn Westchester Dobbs Ferry, NY

SpringHill Suites by Marriott Tarrytown Westchester County

3.0 star property
8.4 out of 10, Very Good, (1000)
"Very clean and nice for the price point."
The price is AED 559
AED 639 total
includes taxes & fees
1 May - 2 May
SpringHill Suites by Marriott Tarrytown Westchester County

Sheraton Tarrytown Hotel

3.5 star property
8.2 out of 10, Very Good, (1003)
"Very "
The price is AED 496
AED 568 total
includes taxes & fees
4 May - 5 May
Sheraton Tarrytown Hotel

Ardsley Acres Hotel Westchester

2.0 star property
8.0 out of 10, Very Good, (1005)
"Room was clean, bed and sheets comfortable. Definitely not luxury, but neither was the price. Breakfast was not great. Fine for a few days at a more than reasonable price."
The price is AED 354
AED 405 total
includes taxes & fees
24 Apr - 25 Apr
Ardsley Acres Hotel Westchester

The Abbey Inn & Spa

4.0 star property
9.2 out of 10, Wonderful, (169)
"Great location. Great Staff. Great rooms."
The price is AED 1,319
AED 1,677 total
includes taxes & fees
24 Apr - 25 Apr
The Abbey Inn & Spa

Hampton Inn White Plains/Tarrytown

3.0 star property
8.0 out of 10, Very Good, (1000)
"It was very conviently located at the entrance to the Cuomo Bridge and all of the staff were very friendly and helpful."
The price is AED 496
AED 583 total
includes taxes & fees
1 May - 2 May
Hampton Inn White Plains/Tarrytown

Tarrytown House Estate on the Hudson

3.5 star property
8.0 out of 10, Very Good, (1002)
"Definitely come back again!!!"
The price is AED 594
AED 753 total
includes taxes & fees
4 May - 5 May
Tarrytown House Estate on the Hudson

Hotel Nyack, a JdV by Hyatt Hotel

4.0 star property
8.4 out of 10, Very Good, (1002)
"Wonderful one night stay while on the road. Great rat. "
The price is AED 415
AED 574 total
includes taxes & fees
11 May - 12 May
Hotel Nyack, a JdV by Hyatt Hotel

Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG

2.5 star property
9.2 out of 10, Wonderful, (1000)
"Excellent "
The price is AED 477
AED 546 total
includes taxes & fees
28 Apr - 29 Apr
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG

Days Inn by Wyndham Elmsford / White Plains

2.0 star property
6.6 out of 10, (999)
"I live in the area and first time staying there. They were having guests at the house for Easter. Super clean and comfortable. Definitely will suggest and utilize in the future! Bathroom, bedding cleanliness 9/10 because nowhere is 10/10!"
The price is AED 353
AED 416 total
includes taxes & fees
4 May - 5 May
Days Inn by Wyndham Elmsford / White Plains

Extended Stay America Suites White Plains Elmsford

2.5 star property
6.8 out of 10, (1000)
"Staff was great and very. Respectful and courteous."
The price is AED 420
AED 480 total
includes taxes & fees
27 Apr - 28 Apr
Extended Stay America Suites White Plains Elmsford

Motel 6 Elmsford, NY - White Plains

2.0 star property
6.4 out of 10, (771)
"Was a nice stay."
The price is AED 404
AED 462 total
includes taxes & fees
4 May - 5 May
Motel 6 Elmsford, NY - White Plains

Residence Inn Orangeburg

3.0 star property
9.0 out of 10, Wonderful, (1001)
"Convenient location."
The price is AED 575
AED 641 total
includes taxes & fees
4 May - 5 May
Residence Inn Orangeburg

Element Spring Valley

3.0 star property
8.8 out of 10, Excellent, (354)
"Property was very clean"
The price is AED 573
AED 667 total
includes taxes & fees
27 Apr - 28 Apr
Element Spring Valley
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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Frequently asked questions

What's the area like around Pleasant Square?

Pleasant Square is located in a family-friendly area of Ossining known for its array of dining options and hiking. You'll find 29 hotels and other accommodations within a few miles for a convenient home base.

Where is the best place to stay close to Pleasant Square?

Hyatt Place Fort Lee / George Washington Bridge is one of the top choices for your stay based on our traveler data, and this hotel offers a restaurant and a fitness center. You'll find it 21.6 mi (34.7 km) from Pleasant Square. Other good options around the area include Radio Hotel and Night Hotel Broadway.

How many hotels can I expect to find near Pleasant Square?

Expedia has 29 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?

For additional details about updating your stay near Pleasant Square or cancelling it, go to https://www.expedia.com/service/.

What can I see and do 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.