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Check prices for these dates

This weekend
12 Jun - 14 Jun
Next weekend
19 Jun - 21 Jun

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Our top choices for Pleasant Square hotels

Restaurant

Windrose On Hudson

Windrose On Hudson
3.0 star property
3.1 km from Pleasant Square
8.4 out of 10, Very Good, (164 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
21 Jun - 22 Jun
Windrose On Hudson
House | 5 bedrooms

Summer Pool Oasis Custom Bar Arcade Pool Table

Summer Pool Oasis Custom Bar Arcade Pool Table
2.0 star property
0.7 km from Pleasant Square
The price is SAR 3,915
SAR 6,140 total
includes taxes & fees
23 Jun - 24 Jun
Summer Pool Oasis Custom Bar Arcade Pool Table
Exterior

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, (1,009 reviews)
"Great location and very nice property"
United States
William
The price is SAR 511
SAR 584 total
includes taxes & fees
14 Jun - 15 Jun
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
Property amenity

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
28 Jun - 29 Jun
Courtyard by Marriott Tarrytown Westchester County
Restaurant

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, (1,139 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
1 Jul - 2 Jul
Hotel Nyack, a JdV by Hyatt Hotel
Interior

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)
"A great place to stay if you're in the area."
United States
Sean
The price is SAR 757
SAR 866 total
includes taxes & fees
28 Jun - 29 Jun
Cambria Hotel & Suites - White Plains Downtown
Indoor pool, open 8:30 AM to 9:30 PM, sun loungers

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, (1,150 reviews)
"Convenient location, clean room, staff friendly and helpful."
United States
Thomas
The price is SAR 490
SAR 570 total
includes taxes & fees
21 Jun - 22 Jun
DoubleTree by Hilton Hotel Nanuet
Exterior

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, (1,006 reviews)
"Enjoyed our stay"
United States
Piper
The price is SAR 585
SAR 669 total
includes taxes & fees
14 Jun - 15 Jun
SpringHill Suites by Marriott Tarrytown Westchester County
Exterior

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, (564 reviews)
"Amazing stay. Will be visiting again. "
United States
Vann
The price is SAR 1,198
SAR 1,499 total
includes taxes & fees
21 Jun - 22 Jun
The Opus Westchester, Autograph Collection
Free daily self-serve breakfast

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, (1,717 reviews)
"It was very clean and friendly staff"
United States
Wynona
The price is SAR 504
SAR 576 total
includes taxes & fees
14 Jun - 15 Jun
Baymont by Wyndham White Plains - Elmsford
Interior entrance

Hotel MTK Mount Kisco

Hotel MTK Mount Kisco
3.0 star property
13.2 km from Pleasant Square
8.6 out of 10, Excellent, (1,007 reviews)
"Nice dinner and breakfast"
United States
Herbert
The price is SAR 582
SAR 666 total
includes taxes & fees
28 Jun - 29 Jun
Hotel MTK Mount Kisco
Lobby

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, (489 reviews)
"Newer hotel with great amenities including daily breakfast. "
United States
Mark
The price is SAR 747
SAR 870 total
includes taxes & fees
10 Jun - 11 Jun
Element by Marriott Spring Valley
Free daily self-serve breakfast

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, (1,003 reviews)
"Great place to stay. "
United States
Jennifer
The price is SAR 560
SAR 640 total
includes taxes & fees
14 Jun - 15 Jun
Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG
View from property

Residence Inn Orangeburg

Residence Inn Orangeburg
3.0 star property
15.4 km from Pleasant Square
8.8 out of 10, Excellent, (1,007 reviews)
"Everything was great"
United States
Leitu
The price is SAR 689
SAR 768 total
includes taxes & fees
9 Jul - 10 Jul
Residence Inn Orangeburg
Exterior

Tarrytown House Estate

Tarrytown House Estate
3.5 star property
12.5 km from Pleasant Square
8.2 out of 10, Very Good, (1,109 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
Exterior

Sonesta White Plains Downtown

Sonesta White Plains Downtown
4.0 star property
17 km from Pleasant Square
8.8 out of 10, Excellent, (1,332 reviews)
"Great place to stay."
United States
craig
The price is SAR 687
SAR 911 total
includes taxes & fees
1 Jul - 2 Jul
Sonesta White Plains Downtown
Free daily on-the-go breakfast

FairBridge Inn Express Nyack

FairBridge Inn Express Nyack
2.0 star property
9.8 km from Pleasant Square
7.8 out of 10, Good, (1,010 reviews)
"The best hotel!!!"
United States
Paige
The price is SAR 369
SAR 441 total
includes taxes & fees
1 Jul - 2 Jul
FairBridge Inn Express Nyack
Shower, free toiletries, hair dryer, towels

Ardsley Acres Hotel Westchester

Ardsley Acres Hotel Westchester
2.0 star property
17.1 km from Pleasant Square
8.8 out of 10, Excellent, (1,042 reviews)
"Awesome place"
United States
Mark
The price is SAR 460
SAR 527 total
includes taxes & fees
14 Jun - 15 Jun
Ardsley Acres Hotel Westchester
Free daily buffet breakfast

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, (1,500 reviews)
"Great place"
United States
Minerva
The price is SAR 484
SAR 553 total
includes taxes & fees
28 Jun - 29 Jun
Hampton Inn White Plains/Tarrytown
Exterior

Sonesta Simply Suites Nanuet

Sonesta Simply Suites Nanuet
2.5 star property
15.1 km from Pleasant Square
8.4 out of 10, Very Good, (1,222 reviews)
"Clean room, helpful and friendly staff"
United States
Delilah
The price is SAR 442
SAR 515 total
includes taxes & fees
15 Jun - 16 Jun
Sonesta Simply Suites Nanuet
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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Top Pleasant Square Hotel Reviews

Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

10/10 Excellent
"El hotel tiene tremenda ubicación, con lugares en sus alrededores para comer y estaciones de trenes caminando."
Omayra 3-night trip
Posted less than an hour ago
Sheraton New York Times Square Hotel

Hotels near other Pleasant Square attractions

Merchants Square

4.5/5 (2 reviews)
Explore the great outdoors at Merchants Square, a lovely green space in Ossining. Stroll along the riverfront or attend a sporting event in this quaint area.
See properties

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 44 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 44 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 Depot Square.