Find hotels near Pleasant Square, Ossining from ₩107,801

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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, (115 reviews)
"Great staff"
United States
Timothy
The price is ₩247,557
₩275,707 total
includes taxes & fees
Mar 1 - Mar 2
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, (996 reviews)
"great stay"
United States
Janet
The price is ₩183,344
₩209,721 total
includes taxes & fees
Mar 10 - Mar 11
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

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, (1,578 reviews)
"Clean, comfortable bed and great breakfast!!"
United States
Jennifer
The price is ₩194,803
₩222,808 total
includes taxes & fees
Mar 8 - Mar 9
Baymont by Wyndham White Plains - Elmsford

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, (1,001 reviews)
"I loved the hotel and its decor and ambience. I would definitely recommend the hotel and I will be staying there again !!!"
United States
Carmen
The price is ₩194,586
₩261,606 total
includes taxes & fees
Mar 4 - Mar 5
Hotel Nyack, a JdV by Hyatt Hotel

Sleepy Hollow Hotel

Sleepy Hollow Hotel
3.5 star property
11.3 km from Pleasant Square
6.8 out of 10, (1,005 reviews)
"Overall the staff was great and the rooms were nice!"
United States
Ashley
The price is ₩197,311
₩225,676 total
includes taxes & fees
Mar 8 - Mar 9
Sleepy Hollow Hotel

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 ₩207,054
₩236,817 total
includes taxes & fees
Mar 8 - Mar 9
Courtyard by Marriott Tarrytown Westchester County

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, (1,079 reviews)
"Clean room, helpful staff and good bar/restaurant "
United States
Stephen
The price is ₩152,469
₩177,436 total
includes taxes & fees
Mar 22 - Mar 23
DoubleTree by Hilton Hotel Nanuet

West Gate Inn Nyack

West Gate Inn Nyack
3.0 star property
9.6 km from Pleasant Square
7.4 out of 10, Good, (1,236 reviews)
"Good price...Clean, friendly staff, comfy rooms and it has breakfast and plenty of parking space, definitely coming back! "
United States
Israhel
West Gate Inn Nyack

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, (1,003 reviews)
"Clean and quiet - breakfast had a variety of great options!"
United States
Joann
The price is ₩207,054
₩236,817 total
includes taxes & fees
Mar 8 - Mar 9
SpringHill Suites by Marriott Tarrytown Westchester County

Westchester Marriott

Westchester Marriott
4.5 star property
11.7 km from Pleasant Square
8.8 out of 10, Excellent, (482 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 ₩268,097
₩306,637 total
includes taxes & fees
Mar 8 - Mar 9
Westchester Marriott

FairBridge Inn Express Nyack

FairBridge Inn Express Nyack
2.0 star property
9.8 km from Pleasant Square
7.6 out of 10, Good, (1,003 reviews)
"The staff was really friendly and the place is clean"
Canada
Sara
The price is ₩128,643
₩153,567 total
includes taxes & fees
Mar 5 - Mar 6
FairBridge Inn Express Nyack

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, (1,004 reviews)
"Very comfortable beds,clean and breakfast was great."
United States
Dawn
The price is ₩166,047
₩189,931 total
includes taxes & fees
Mar 15 - Mar 16
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG

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, (1,370 reviews)
"Place is clean and the breakfast is good "
United States
Antonio
The price is ₩187,927
₩214,942 total
includes taxes & fees
Mar 5 - Mar 6
Hampton Inn White Plains/Tarrytown

Tappan Zee Hotel

Tappan Zee Hotel
2.0 star property
10.4 km from Pleasant Square
6.4 out of 10, (655 reviews)
"Clean room very quiet"
United States
Kayla
Tappan Zee Hotel

Tarrytown House Estate

Tarrytown House Estate
3.5 star property
12.5 km from Pleasant Square
8.2 out of 10, Very Good, (1,014 reviews)
"It was a perfect short stay there"
United States
Carl
The price is ₩178,890
₩240,625 total
includes taxes & fees
Mar 10 - Mar 11
Tarrytown House Estate

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 ₩199,746
₩228,459 total
includes taxes & fees
Mar 15 - Mar 16
Hotel MTK Mount Kisco

Motel 6 Elmsford, NY - White Plains

Motel 6 Elmsford, NY - White Plains
2.0 star property
12.2 km from Pleasant Square
6.6 out of 10, (948 reviews)
"Easy parking, lots of restaurants near, dogs are welcome, beds are old, "
United States
kathy
The price is ₩142,697
₩163,208 total
includes taxes & fees
Mar 1 - Mar 2
Motel 6 Elmsford, NY - White Plains

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)
"great comfortable stay !"
United States
Niesha
The price is ₩194,803
₩222,807 total
includes taxes & fees
Mar 8 - Mar 9
Sheraton Tarrytown Hotel

Armoni Inn & Suites

Armoni Inn & Suites
3.5 star property
14.6 km from Pleasant Square
6.0 out of 10, (2,157 reviews)
"Reasonable for price, and quiet"
United States
Andrew
The price is ₩96,789
₩107,801 total
includes taxes & fees
Feb 26 - Feb 27
Armoni Inn & Suites

Quality Inn Spring Valley - Nanuet

Quality Inn Spring Valley - Nanuet
2.5 star property
15.2 km from Pleasant Square
6.2 out of 10, (1,001 reviews)
"You can’t beat the price and quality, but that’s just Quality Inn."
United States
Jharon
The price is ₩136,196
₩158,499 total
includes taxes & fees
Mar 4 - Mar 5
Quality Inn Spring Valley - 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.

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
115 reviews
View
Exterior
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
2.5 star property
9.0
Wonderful
996 reviews
View
Free daily self-serve breakfast
Baymont by Wyndham White Plains - Elmsford
2.5 star property
8.2
Very Good
1,578 reviews
View
Restaurant
Hotel Nyack, a JdV by Hyatt Hotel
4.0 star property
8.6
Excellent
1,001 reviews
View
Aerial view
Sleepy Hollow Hotel
3.5 star property
6.8
1,005 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 50 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 50 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 Croton Landing Park.