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Find hotels near Pleasant Square, Ossining from SAR 414

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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
8.6 out of 10, Excellent, (174 reviews)
"Ev chargers on site. Lovely grounds and facilities. Will definitely stay here next time i am in the area."
United States
Andrew
The price is SAR 774
SAR 862 total
includes taxes & fees
28 Jun - 29 Jun
Windrose On Hudson

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, (1,002 reviews)
"Great location and very nice property"
United States
William
The price is SAR 503
SAR 576 total
includes taxes & fees
6 Jul - 7 Jul
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

Courtyard by Marriott Tarrytown Westchester County

Courtyard by Marriott Tarrytown Westchester County
3.0 star property
10.9 km from Pleasant Square
9.0 out of 10, Wonderful, (1,000 reviews)
"Really excellent hotel all around. Just as nice as a place far more expensive."
United States
Clara
The price is SAR 668
SAR 764 total
includes taxes & fees
13 Jul - 14 Jul
Courtyard by Marriott Tarrytown Westchester County

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, (1,159 reviews)
"All staff were courteous and helpful. Chic rooms and everything was super clean! We had a great stay!"
United States
Jillian
The price is SAR 374
SAR 530 total
includes taxes & fees
22 Jul - 23 Jul
Hotel Nyack, a JdV by Hyatt Hotel

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, (1,000 reviews)
"A great place to stay if you're in the area."
United States
Sean
The price is SAR 795
SAR 909 total
includes taxes & fees
19 Jul - 20 Jul
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, (1,153 reviews)
"Well maintained property. Comfortable bed. Staff was very friendly. Location is great"
United States
Norman
The price is SAR 444
SAR 516 total
includes taxes & fees
13 Jul - 14 Jul
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, (1,004 reviews)
"Enjoyed our stay"
United States
Piper
The price is SAR 585
SAR 669 total
includes taxes & fees
26 Jul - 27 Jul
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, (252 reviews)
"Lovely Hotel, immaculately maintained, stellar service!"
United States
Denise
The price is SAR 1,197
SAR 1,541 total
includes taxes & fees
16 Jul - 17 Jul
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, (1,719 reviews)
"Had a great stay at this property, resonably priced with good ammenities and clean rooms."
United States
Jaime
The price is SAR 508
SAR 580 total
includes taxes & fees
14 Jul - 15 Jul
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, (1,001 reviews)
"Every things was fine here-this is our go to hotel when we are in the area. I only wish the bar/restaurant was open later."
United States
Ciaran
The price is SAR 603
SAR 690 total
includes taxes & fees
26 Jul - 27 Jul
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, (1,001 reviews)
"Staff was very helpful and room was very clean!!"
United States
Andrea
The price is SAR 582
SAR 666 total
includes taxes & fees
2 Jul - 3 Jul
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, (1,000 reviews)
"Great place to stay. "
United States
Jennifer
The price is SAR 556
SAR 636 total
includes taxes & fees
27 Jul - 28 Jul
Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG

Element by Marriott Spring Valley

Element by Marriott Spring Valley
3.0 star property
14.8 km from Pleasant Square
8.8 out of 10, Excellent, (495 reviews)
"Newer hotel with great amenities including daily breakfast. "
United States
Mark
The price is SAR 574
SAR 669 total
includes taxes & fees
13 Jul - 14 Jul
Element by Marriott Spring Valley

Residence Inn Orangeburg

Residence Inn Orangeburg
3.0 star property
15.4 km from Pleasant Square
8.8 out of 10, Excellent, (1,000 reviews)
"Beautiful space !"
United States
Norma
The price is SAR 639
SAR 711 total
includes taxes & fees
12 Jul - 13 Jul
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, (1,124 reviews)
"Great place to stay"
United States
Deanna
The price is SAR 491
SAR 698 total
includes taxes & fees
30 Jun - 1 Jul
Tarrytown House Estate

Sonesta White Plains Downtown

Sonesta White Plains Downtown
4.0 star property
17 km from Pleasant Square
8.8 out of 10, Excellent, (1,327 reviews)
"Great place to stay."
United States
craig
The price is SAR 706
SAR 932 total
includes taxes & fees
12 Jul - 13 Jul
Sonesta White Plains Downtown

FairBridge Inn Express Nyack

FairBridge Inn Express Nyack
2.0 star property
9.8 km from Pleasant Square
7.8 out of 10, Good, (1,000 reviews)
"The best hotel!!!"
United States
Paige
The price is SAR 347
SAR 414 total
includes taxes & fees
8 Jul - 9 Jul
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, (1,065 reviews)
"Awesome place"
United States
Mark
The price is SAR 460
SAR 527 total
includes taxes & fees
28 Jun - 29 Jun
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, (713 reviews)
"Enjoyed my stay"
United States
Keisha
The price is SAR 755
SAR 863 total
includes taxes & fees
12 Jul - 13 Jul
Residence Inn by Marriott White Plains Westchester County

Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown
3.0 star property
12 km from Pleasant Square
8.0 out of 10, Very Good, (1,523 reviews)
"It was a great stay!"
United States
Dominique
The price is SAR 456
SAR 521 total
includes taxes & fees
27 Jul - 28 Jul
Hampton Inn White Plains/Tarrytown
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.

Compare popular hotels close to Pleasant Square

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
Restaurant
Windrose On Hudson
3.0 star property
8.6
Excellent
174 reviews
View
Exterior
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
2.5 star property
9.0
Wonderful
1,002 reviews
View
Property amenity
Courtyard by Marriott Tarrytown Westchester County
3.0 star property
9.0
Wonderful
1,000 reviews
View
Restaurant
Hotel Nyack, a JdV by Hyatt Hotel
4.0 star property
8.6
Excellent
1,159 reviews
View
Interior
Cambria Hotel & Suites - White Plains Downtown
3.5 star property
9.4
Exceptional
1,000 reviews
View

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 46 hotels and other accommodations within a few miles for a convenient home base.
Where is the best place to stay close to Pleasant Square?
Night Hotel Broadway is one of the top choices for your stay based on our traveler data, and this hotel offers free WiFi and laundry facilities. You'll find it 26.1 mi (42.1 km) from Pleasant Square. Other good options around the area include Hotel Belleclaire and Empire Hotel.
How many hotels can I expect to find near Pleasant Square?
Expedia has 46 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 Ossining Historical Society and Sing Sing Prison Museum. 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, Rockland Lake State Park, or Merchants Square.