Find hotels near Pleasant Square, Ossining from AED 381

  • 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
24 Mar - 25 Mar
Tomorrow
25 Mar - 26 Mar
This weekend
27 Mar - 29 Mar
Next weekend
3 Apr - 5 Apr

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
8.4 out of 10, Very Good, (120 reviews)
"Great staff"
United States
Timothy
The price is AED 666
AED 742 total
includes taxes & fees
1 Apr - 2 Apr
Windrose On Hudson
Villa | 5 bedrooms

Westchester Winter - Fireplace Events Pet Friendly

Westchester Winter - Fireplace Events Pet Friendly
2.0 star property
0.7 km from Pleasant Square
The price is AED 1,900
AED 3,815 total
includes taxes & fees
30 Mar - 31 Mar
Westchester Winter - Fireplace Events Pet Friendly
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, (1,003 reviews)
"Very Clean and spacious we loved our stay "
United States
Maria
The price is AED 481
AED 550 total
includes taxes & fees
29 Mar - 30 Mar
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 AED 584
AED 668 total
includes taxes & fees
5 Apr - 6 Apr
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, (1,025 reviews)
"excellent stay!"
United States
Karen
The price is AED 340
AED 489 total
includes taxes & fees
29 Mar - 30 Mar
Hotel Nyack, a JdV by Hyatt Hotel
Terrace/patio

Westchester Marriott

Westchester Marriott
4.5 star property
11.7 km from Pleasant Square
8.8 out of 10, Excellent, (503 reviews)
"The staff is amazing I could not say enough good things about Alex and the staff up front. Awesome people. "
United States
Ryan
The price is AED 691
AED 790 total
includes taxes & fees
29 Mar - 30 Mar
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, (1,004 reviews)
"Room was clean and the staff was very friendly "
United States
Patricia
The price is AED 790
AED 903 total
includes taxes & fees
19 Apr - 20 Apr
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, (1,082 reviews)
"Nice hotel all around."
United States
Dan
The price is AED 389
AED 452 total
includes taxes & fees
6 Apr - 7 Apr
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, (243 reviews)
"We had a great, relaxing overnight. Loved the trail and eating at apropos "
United States
Christine
The price is AED 1,242
AED 1,589 total
includes taxes & fees
25 Mar - 26 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, (545 reviews)
"Writing Great stay at this hotel! The property itself was clean, comfortable, and the staff was very welcoming. One of the best parts of the location is how many great restaurants are within a short walk — all within about 5 blocks. We had so many options including Italian, Indian, Colombian, and even a Brazilian steakhouse nearby. It made dinner plans easy every night. Definitely a great spot if you enjoy having lots of food choices close by. Would absolutely stay here again!"
United States
Carlos
The price is AED 1,172
AED 1,466 total
includes taxes & fees
26 Mar - 27 Mar
The Opus Westchester, Autograph Collection
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
8.4 out of 10, Very Good, (1,000 reviews)
"Hotel was very clean. Free breakfast was wonderful. "
United States
Philip
The price is AED 559
AED 639 total
includes taxes & fees
29 Mar - 30 Mar
SpringHill Suites by Marriott Tarrytown Westchester County
Lobby lounge

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)
"Friendly staff, convenient location, clean room"
United States
Jasena
The price is AED 528
AED 603 total
includes taxes & fees
5 Apr - 6 Apr
Sheraton Tarrytown Hotel
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, (1,002 reviews)
"Clean room and nice location "
United States
Michael
The price is AED 481
AED 550 total
includes taxes & fees
30 Mar - 31 Mar
Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG
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, (1,004 reviews)
"Great hotel. The town is nice. "
United States
Eric
The price is AED 571
AED 653 total
includes taxes & fees
29 Mar - 30 Mar
Hotel MTK Mount Kisco
Lobby

Element Spring Valley

Element Spring Valley
3.0 star property
14.8 km from Pleasant Square
8.8 out of 10, Excellent, (462 reviews)
"Great place to stay."
United States
Jean Fritz Junior
The price is AED 492
AED 573 total
includes taxes & fees
29 Mar - 30 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, (1,614 reviews)
"Clean, comfortable bed and great breakfast!!"
United States
Jennifer
The price is AED 412
AED 471 total
includes taxes & fees
5 Apr - 6 Apr
Baymont by Wyndham White Plains - Elmsford
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, (1,001 reviews)
"Great service beautiful hotel , rooms are Comfy and spacious. Definitely will stay again!"
United States
Carlos
The price is AED 559
AED 622 total
includes taxes & fees
2 Apr - 3 Apr
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, (1,032 reviews)
"Great stay"
United States
yuki
The price is AED 508
AED 673 total
includes taxes & fees
31 Mar - 1 Apr
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, (1,314 reviews)
"Clean room, restaurant/bar was amazing"
United States
Nichole
The price is AED 611
AED 820 total
includes taxes & fees
19 Apr - 20 Apr
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, (1,000 reviews)
"Quiet ok place to stay "
United States
Luis
The price is AED 319
AED 381 total
includes taxes & fees
30 Mar - 31 Mar
FairBridge Inn Express Nyack
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

Top Pleasant Square Hotel Reviews

NEW YORKER BY LOTTE HOTELS

NEW YORKER BY LOTTE HOTELS

10/10 Excellent
"Super"
Movluda 1-night trip
Posted 4 hours ago
NEW YORKER BY LOTTE HOTELS

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 family-friendly 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 45 hotels and other accommodations within a few miles for a convenient home base.
Where is the best place to stay close to Pleasant Square?
Homewood Suites by Hilton Teaneck Glenpointe is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and an indoor pool. You'll find it 21.4 mi (34.5 km) from Pleasant Square. Other good options around the area include Ly New York Hotel and Night Hotel Broadway.
How many hotels can I expect to find near Pleasant Square?
Expedia has 45 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 Rockwood Hall Park.