Find hotels near Pleasant Square, Ossining from SAR 451

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
19 Feb - 20 Feb
Tomorrow
20 Feb - 21 Feb
This weekend
20 Feb - 22 Feb
Next weekend
27 Feb - 1 Mar

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Pleasant Square hotels

Restaurant

Windrose On Hudson

Windrose On Hudson
3.0 star property
3.1 km from Pleasant Square
8.2 out of 10, Very Good, (112 reviews)
"Great staff"
United States
Timothy
The price is SAR 696
SAR 775 total
includes taxes & fees
4 Mar - 5 Mar
Windrose On Hudson
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, (993 reviews)
"great stay"
United States
Janet
The price is SAR 477
SAR 546 total
includes taxes & fees
22 Feb - 23 Feb
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, (1,000 reviews)
"Rooms very clean and staffs we're courteous. "
United States
Sonya
The price is SAR 536
SAR 613 total
includes taxes & fees
26 Feb - 27 Feb
Courtyard by Marriott Tarrytown Westchester County
Terrace/patio

Westchester Marriott

Westchester Marriott
4.5 star property
11.7 km from Pleasant Square
8.8 out of 10, Excellent, (481 reviews)
"Friendly staff and the check in and out process was quick. My husband and I stay here several times a year. We are never disappointed. "
United States
Donna
The price is SAR 698
SAR 798 total
includes taxes & fees
26 Feb - 27 Feb
Westchester Marriott
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, (1,001 reviews)
"Clean room, excellent guest services!"
United States
Patti
The price is SAR 730
SAR 835 total
includes taxes & fees
19 Mar - 20 Mar
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, (1,069 reviews)
"Clean room, helpful staff and good bar/restaurant "
United States
Stephen
The price is SAR 397
SAR 462 total
includes taxes & fees
8 Mar - 9 Mar
DoubleTree by Hilton Hotel Nanuet
Exterior

The Abbey Inn & Spa

The Abbey Inn & Spa
4.0 star property
15.6 km from Pleasant Square
9.2 out of 10, Wonderful, (240 reviews)
"Friendly staff and a great place to get away and recharge!"
United States
Ariana
The price is SAR 1,196
SAR 1,540 total
includes taxes & fees
5 Mar - 6 Mar
The Abbey Inn & Spa
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, (539 reviews)
"The staff and executive suite we’re perfect "
United States
queen
The price is SAR 1,196
SAR 1,497 total
includes taxes & fees
20 Feb - 21 Feb
The Opus Westchester, Autograph Collection
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, (1,000 reviews)
"Great hotel. The town is nice. "
United States
Eric
The price is SAR 520
SAR 594 total
includes taxes & fees
15 Mar - 16 Mar
Hotel MTK Mount Kisco
Lobby lounge

Element Spring Valley

Element Spring Valley
3.0 star property
14.8 km from Pleasant Square
8.8 out of 10, Excellent, (457 reviews)
"This was our third time staying there and it continues to be great!"
United States
Debra
The price is SAR 503
SAR 585 total
includes taxes & fees
1 Mar - 2 Mar
Element Spring Valley
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
8.2 out of 10, Very Good, (1,566 reviews)
"Clean, comfortable bed and great breakfast!!"
United States
Jennifer
The price is SAR 466
SAR 533 total
includes taxes & fees
22 Feb - 23 Feb
Baymont by Wyndham White Plains - Elmsford
Free daily self-serve breakfast

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

Holiday Inn Express Hotel & 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)
"Very comfortable beds,clean and breakfast was great."
United States
Dawn
The price is SAR 432
SAR 494 total
includes taxes & fees
15 Mar - 16 Mar
Holiday Inn Express Hotel & 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, (1,004 reviews)
"Great spot!! Easy access to highway, clean, great breakfast!"
Canada
Karen
The price is SAR 570
SAR 635 total
includes taxes & fees
26 Feb - 27 Feb
Residence Inn Orangeburg
Exterior

Sonesta White Plains Downtown

Sonesta White Plains Downtown
4.0 star property
17 km from Pleasant Square
8.8 out of 10, Excellent, (1,304 reviews)
"Well located, clean, friendly staff. "
United States
Mathieu
The price is SAR 645
SAR 862 total
includes taxes & fees
22 Mar - 23 Mar
Sonesta White Plains Downtown
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, (1,369 reviews)
"Place is clean and the breakfast is good "
United States
Antonio
The price is SAR 464
SAR 531 total
includes taxes & fees
25 Feb - 26 Feb
Hampton Inn White Plains/Tarrytown
Standard Room, 1 King Bed | Premium bedding, desk, iron/ironing board, free WiFi

Ardsley Acres Hotel Westchester

Ardsley Acres Hotel Westchester
2.0 star property
17.1 km from Pleasant Square
8.6 out of 10, Excellent, (1,002 reviews)
"The rooms are renovated and modern, very comfortable beds. "
United States
Ravel
Ardsley Acres Hotel Westchester
Lobby

Hilton Garden Inn Westchester Dobbs Ferry, NY

Hilton Garden Inn Westchester Dobbs Ferry, NY
3.0 star property
17.7 km from Pleasant Square
8.4 out of 10, Very Good, (1,000 reviews)
"Nice, quiet stay. Large, comfortable rooms. "
United States
Kerstin
The price is SAR 431
SAR 493 total
includes taxes & fees
22 Feb - 23 Feb
Hilton Garden Inn Westchester Dobbs Ferry, NY
Desk, laptop workspace, iron/ironing board, free WiFi

Extended Stay America Suites White Plains Elmsford

Extended Stay America Suites White Plains Elmsford
2.5 star property
12 km from Pleasant Square
7.0 out of 10, Good, (1,003 reviews)
"Yes the room was clean and the staff were excellent "
United States
Charlene
The price is SAR 476
SAR 544 total
includes taxes & fees
4 Mar - 5 Mar
Extended Stay America Suites White Plains Elmsford
Restaurant

Days Inn by Wyndham Elmsford / White Plains

Days Inn by Wyndham Elmsford / White Plains
2.0 star property
12.4 km from Pleasant Square
7.0 out of 10, Good, (1,002 reviews)
"Good for a short stay! "
United States
NUTAN
The price is SAR 383
SAR 451 total
includes taxes & fees
26 Feb - 27 Feb
Days Inn by Wyndham Elmsford / White Plains
Aerial view

Sleepy Hollow Hotel

Sleepy Hollow Hotel
3.5 star property
11.3 km from Pleasant Square
6.8 out of 10, (1,004 reviews)
"Overall the staff was great and the rooms were nice!"
United States
Ashley
The price is SAR 483
SAR 552 total
includes taxes & fees
4 Mar - 5 Mar
Sleepy Hollow Hotel
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.
View all properties

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
8.2
Very Good
112 reviews
View
Exterior
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
2.5 star property
9.0
Wonderful
993 reviews
View
Property amenity
Courtyard by Marriott Tarrytown Westchester County
3.0 star property
9.0
Wonderful
1,000 reviews
View
Terrace/patio
Westchester Marriott
4.5 star property
8.8
Excellent
481 reviews
View
Interior
Cambria Hotel & Suites - White Plains Downtown
3.5 star property
9.4
Exceptional
1,001 reviews
View

Top Pleasant Square Hotel Reviews

Hotel Edison Times Square

Hotel Edison Times Square

10/10 Excellent
"The hotel was very majestic and even though renovated over the years since we had last stayed at Edison, it was very well maintained the staff was very courteous and we enjoyed our daily breakfast at Friedmans. Our room was very clean and had all the amenities we needed for our 3 night stay. We love the Edison because of its location in the heart of Times Square👍"
Annie 3-night trip
Posted 12 hours ago
Hotel Edison Times Square

Hotels near other Pleasant Square attractions

Merchants Square

Explore the great outdoors at Merchants Square, a lovely green space in Ossining. Stroll along the riverfront or attend a sporting event in this family-friendly area.
See properties

Sing Sing Prison Museum

You can spend time browsing the exhibits at Sing Sing Prison Museum during your travels in Ossining. Amble around this quaint area's riverfront and enjoy its top-notch restaurants.
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 48 hotels and other accommodations within a few miles for a convenient home base.
Where is the best place to stay close to Pleasant Square?
Ly New York Hotel is one of the top choices for your stay based on our traveler data, and this hotel offers free parking and a 24-hour fitness center. You'll find it 26.2 mi (42.1 km) from Pleasant Square. Other good options around the area include Hotel Belleclaire and Sheraton New York Times Square Hotel.
How many hotels can I expect to find near Pleasant Square?
Expedia has 48 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 Merchants Square.