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Find hotels near Pleasant Square, Ossining from SAR 445

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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, (165 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 773
SAR 861 total
includes taxes & fees
21 Jun - 22 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, (1,010 reviews)
"Great location and very nice property"
United States
William
The price is SAR 578
SAR 661 total
includes taxes & fees
14 Jun - 15 Jun
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, (1,006 reviews)
"Really excellent hotel all around. Just as nice as a place far more expensive."
United States
Clara
The price is SAR 702
SAR 803 total
includes taxes & fees
21 Jun - 22 Jun
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, (1,145 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 406
SAR 566 total
includes taxes & fees
7 Jul - 8 Jul
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, (558 reviews)
"Great stay"
United States
Leneir
The price is SAR 773
SAR 884 total
includes taxes & fees
25 Jun - 26 Jun
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, (1,011 reviews)
"A great place to stay if you're in the area."
United States
Sean
The price is SAR 756
SAR 865 total
includes taxes & fees
28 Jun - 29 Jun
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, (1,154 reviews)
"Convenient location, clean room, staff friendly and helpful."
United States
Thomas
The price is SAR 504
SAR 587 total
includes taxes & fees
28 Jun - 29 Jun
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, (1,009 reviews)
"Enjoyed our stay"
United States
Piper
The price is SAR 617
SAR 706 total
includes taxes & fees
21 Jun - 22 Jun
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, (250 reviews)
"Lovely Hotel, immaculately maintained, stellar service!"
United States
Denise
The price is SAR 1,178
SAR 1,519 total
includes taxes & fees
18 Jun - 19 Jun
The Abbey Inn & Spa

The Opus Westchester, Autograph Collection

The Opus Westchester, Autograph Collection
5.0 star property
16.4 km from Pleasant Square
9.2 out of 10, Wonderful, (565 reviews)
"Amazing stay. Will be visiting again. "
United States
Vann
The price is SAR 1,197
SAR 1,498 total
includes taxes & fees
21 Jun - 22 Jun
The Opus Westchester, Autograph Collection

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, (1,725 reviews)
"Had a great stay at this property, resonably priced with good ammenities and clean rooms."
United States
Jaime
The price is SAR 571
SAR 653 total
includes taxes & fees
14 Jun - 15 Jun
Baymont by Wyndham White Plains - Elmsford

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, (1,004 reviews)
"Great place to stay. "
United States
Jennifer
The price is SAR 559
SAR 640 total
includes taxes & fees
12 Jul - 13 Jul
Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG

Sheraton Tarrytown Hotel

Sheraton Tarrytown Hotel
3.5 star property
11.4 km from Pleasant Square
8.4 out of 10, Very Good, (1,000 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
28 Jun - 29 Jun
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, (1,012 reviews)
"Staff was very helpful and room was very clean!!"
United States
Andrea
The price is SAR 582
SAR 665 total
includes taxes & fees
29 Jun - 30 Jun
Hotel MTK Mount Kisco

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, (490 reviews)
"Newer hotel with great amenities including daily breakfast. "
United States
Mark
The price is SAR 623
SAR 725 total
includes taxes & fees
21 Jun - 22 Jun
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, (1,008 reviews)
"Everything was great"
United States
Leitu
The price is SAR 638
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, (1,116 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, (1,338 reviews)
"Great place to stay."
United States
craig
The price is SAR 683
SAR 906 total
includes taxes & fees
14 Jun - 15 Jun
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, (1,011 reviews)
"The best hotel!!!"
United States
Paige
The price is SAR 373
SAR 445 total
includes taxes & fees
2 Jul - 3 Jul
FairBridge Inn Express Nyack

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, (710 reviews)
"Enjoyed my stay"
United States
Keisha
The price is SAR 754
SAR 863 total
includes taxes & fees
12 Jul - 13 Jul
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.

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
8.4
Very Good
165 reviews
View
Exterior
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
2.5 star property
9.0
Wonderful
1,010 reviews
View
Property amenity
Courtyard by Marriott Tarrytown Westchester County
3.0 star property
9.0
Wonderful
1,006 reviews
View
Restaurant
Hotel Nyack, a JdV by Hyatt Hotel
4.0 star property
8.6
Excellent
1,145 reviews
View
Terrace/patio
Westchester Marriott
4.5 star property
8.8
Excellent
558 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 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, Rockland Lake State Park, or Brinton Brook Sanctuary.