Find hotels near Pleasant Square, Ossining from AED 398

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Our top choices for Pleasant Square hotels

Windrose On Hudson

Windrose On Hudson
3.0 star property
3.1 km from Pleasant Square
8.4 out of 10, Very Good, (133 reviews)
"Room was clean, super quiet, staff was very helpful and nice"
United States
Dawn
The price is AED 603
AED 672 total
includes taxes & fees
10 May - 11 May
Windrose On Hudson

Ossining Vacation Rental Near River, Trails & Mta!

Ossining Vacation Rental Near River, Trails & Mta!
3.0 star property
2.6 km from Pleasant Square
The price is AED 1,054
AED 3,163 total
includes taxes & fees
20 May - 21 May
Ossining Vacation Rental Near River, Trails & Mta!

Westchester Summer Pool Pet Friendly Events Games

Westchester Summer Pool Pet Friendly Events Games
2.0 star property
0.7 km from Pleasant Square
The price is AED 3,915
AED 6,195 total
includes taxes & fees
13 May - 14 May
Westchester Summer Pool Pet Friendly Events Games

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
2.5 star property
8.5 km from Pleasant Square
9.0 out of 10, Wonderful, (1,004 reviews)
"Clean rooms, good breakfast "
United States
Santa
The price is AED 529
AED 605 total
includes taxes & fees
10 May - 11 May
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

Hotel Nyack, a JdV by Hyatt Hotel

Hotel Nyack, a JdV by Hyatt Hotel
4.0 star property
9.5 km from Pleasant Square
8.6 out of 10, Excellent, (1,077 reviews)
"Super friendly staff! Great room service, everything was super clean and comfortable."
United States
Megan
The price is AED 415
AED 574 total
includes taxes & fees
2 Jun - 3 Jun
Hotel Nyack, a JdV by Hyatt Hotel

Westchester Marriott

Westchester Marriott
4.5 star property
11.7 km from Pleasant Square
8.8 out of 10, Excellent, (539 reviews)
"This hotel was great and noticeably a level above other available properties. Had one of the best night's sleep here I'm not sure if their mattresses are different but these are extremely comfortable rooms and the property is very well kept a model example for other hotels and the chain"
United States
william
The price is AED 757
AED 865 total
includes taxes & fees
21 May - 22 May
Westchester Marriott

Cambria Hotel & Suites - White Plains Downtown

Cambria Hotel & Suites - White Plains Downtown
3.5 star property
16.5 km from Pleasant Square
9.4 out of 10, Exceptional, (1,007 reviews)
"Room was clean and the staff was very friendly "
United States
Patricia
The price is AED 708
AED 810 total
includes taxes & fees
25 May - 26 May
Cambria Hotel & Suites - White Plains Downtown

DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet
4.0 star property
13.8 km from Pleasant Square
9.0 out of 10, Wonderful, (1,120 reviews)
"Great stay! Clean, friendly and accommodating! "
United States
Emily
The price is AED 450
AED 523 total
includes taxes & fees
25 May - 26 May
DoubleTree by Hilton Hotel Nanuet

SpringHill Suites by Marriott Tarrytown Westchester County

SpringHill Suites by Marriott Tarrytown Westchester County
3.0 star property
11.2 km from Pleasant Square
8.6 out of 10, Excellent, (1,007 reviews)
"Helpful staff, clean rooms, hot food at breakfast and plenty of tables so it’s not crowded, bar open evenings, quiet and clean. Will definitely stay here again."
United States
Peter
The price is AED 559
AED 639 total
includes taxes & fees
10 May - 11 May
SpringHill Suites by Marriott Tarrytown Westchester County

The Abbey Inn & Spa

The Abbey Inn & Spa
4.0 star property
15.6 km from Pleasant Square
9.2 out of 10, Wonderful, (246 reviews)
"We had a great, relaxing overnight. Loved the trail and eating at apropos "
United States
Christine
The price is AED 1,178
AED 1,516 total
includes taxes & fees
31 May - 1 Jun
The Abbey Inn & Spa

Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford
2.5 star property
10.9 km from Pleasant Square
8.4 out of 10, Very Good, (1,675 reviews)
"Clean, comfortable bed and great breakfast!!"
United States
Jennifer
The price is AED 467
AED 534 total
includes taxes & fees
14 May - 15 May
Baymont by Wyndham White Plains - Elmsford

Sheraton Tarrytown Hotel

Sheraton Tarrytown Hotel
3.5 star property
11.4 km from Pleasant Square
8.4 out of 10, Very Good, (1,002 reviews)
"I enjoyed my stay rooms are very clean comfortable bed pool and hot was good also buffet was breakfast was good staff very nice check in was easy and fast "
United States
Florence
The price is AED 559
AED 639 total
includes taxes & fees
21 May - 22 May
Sheraton Tarrytown Hotel

Hotel MTK Mount Kisco

Hotel MTK Mount Kisco
3.0 star property
13.2 km from Pleasant Square
8.6 out of 10, Excellent, (1,003 reviews)
"Nice stay. Friendly staff"
United States
Jared
The price is AED 524
AED 599 total
includes taxes & fees
25 May - 26 May
Hotel MTK Mount Kisco

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

Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG
2.5 star property
14.4 km from Pleasant Square
9.2 out of 10, Wonderful, (1,002 reviews)
"Good breakfast, good location."
United States
RONALD
The price is AED 558
AED 639 total
includes taxes & fees
10 May - 11 May
Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG

Element Spring Valley

Element Spring Valley
3.0 star property
14.8 km from Pleasant Square
8.8 out of 10, Excellent, (478 reviews)
"Property was clean and up to date. "
United States
Shanice
The price is AED 525
AED 611 total
includes taxes & fees
25 May - 26 May
Element Spring Valley

Residence Inn Orangeburg

Residence Inn Orangeburg
3.0 star property
15.4 km from Pleasant Square
8.8 out of 10, Excellent, (1,003 reviews)
"Great service beautiful hotel , rooms are Comfy and spacious. Definitely will stay again!"
United States
Carlos
The price is AED 592
AED 659 total
includes taxes & fees
4 Jun - 5 Jun
Residence Inn Orangeburg

Tarrytown House Estate

Tarrytown House Estate
3.5 star property
12.5 km from Pleasant Square
8.2 out of 10, Very Good, (1,060 reviews)
"Nice hotel good location"
United States
Krista
The price is AED 496
AED 660 total
includes taxes & fees
17 May - 18 May
Tarrytown House Estate

FairBridge Inn Express Nyack

FairBridge Inn Express Nyack
2.0 star property
9.8 km from Pleasant Square
7.8 out of 10, Good, (1,001 reviews)
"Quiet ok place to stay "
United States
Luis
The price is AED 333
AED 398 total
includes taxes & fees
20 May - 21 May
FairBridge Inn Express Nyack

Ardsley Acres Hotel Westchester

Ardsley Acres Hotel Westchester
2.0 star property
17.1 km from Pleasant Square
8.8 out of 10, Excellent, (1,024 reviews)
"Clean room, decent breakfast and nice staff "
United States
Jelena
The price is AED 406
AED 464 total
includes taxes & fees
10 May - 11 May
Ardsley Acres Hotel Westchester

Residence Inn by Marriott White Plains Westchester County

Residence Inn by Marriott White Plains Westchester County
3.0 star property
16.1 km from Pleasant Square
8.6 out of 10, Excellent, (701 reviews)
"Perfect location"
United States
Nickolette
The price is AED 705
AED 807 total
includes taxes & fees
24 May - 25 May
Residence Inn by Marriott White Plains Westchester County
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.

Top Pleasant Square Hotel Reviews

Hotels near other Pleasant Square attractions

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 40 hotels and other accommodations within a few miles for a convenient home base.
Where is the best place to stay close to Pleasant Square?
Radio Hotel is one of the top choices for your stay based on our traveler data, and this hotel offers a restaurant and a 24-hour fitness center. You'll find it 22 mi (35.5 km) from Pleasant Square. Other good options around the area include Night Hotel Broadway and Ly New York Hotel.
How many hotels can I expect to find near Pleasant Square?
Expedia has 40 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, Teatown Lake Reservation, or Rockland Lake State Park.