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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, (116 reviews)
"Great staff"
United States
Timothy
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
8.8 out of 10, Excellent, (1,000 reviews)
"great stay"
United States
Janet
The price is CA $174
CA $199 total
includes taxes & fees
Mar 8 - Mar 9
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, (1,587 reviews)
"Clean, comfortable bed and great breakfast!!"
United States
Jennifer
The price is CA $182
CA $208 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, (1,011 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 CA $182
CA $246 total
includes taxes & fees
Mar 19 - Mar 20
Hotel Nyack, a JdV by Hyatt 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, (1,001 reviews)
"Rooms very clean and staffs we're courteous. "
United States
Sonya
The price is CA $208
CA $238 total
includes taxes & fees
Mar 15 - Mar 16
Courtyard by Marriott Tarrytown Westchester County

West Gate Inn Nyack

West Gate Inn Nyack
3.0 star property
9.6 km from Pleasant Square
7.4 out of 10, Good, (1,239 reviews)
"Good price...Clean, friendly staff, comfy rooms and it has breakfast and plenty of parking space, definitely coming back! "
United States
Israhel
The price is CA $123
CA $141 total
includes taxes & fees
Mar 30 - Mar 31
West Gate Inn Nyack

FairBridge Inn Express Nyack

FairBridge Inn Express Nyack
2.0 star property
9.8 km from Pleasant Square
7.8 out of 10, Good, (1,004 reviews)
"The staff was really friendly and the place is clean"
Canada
Sara
The price is CA $120
CA $144 total
includes taxes & fees
Mar 26 - Mar 27
FairBridge Inn Express Nyack

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, (1,074 reviews)
"Nice clean hotel with friendly staff. "
United States
michelle
The price is CA $145
CA $168 total
includes taxes & fees
Mar 22 - Mar 23
DoubleTree by Hilton Hotel Nanuet

Westchester Marriott

Westchester Marriott
4.5 star property
11.7 km from Pleasant Square
8.8 out of 10, Excellent, (483 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 CA $243
CA $278 total
includes taxes & fees
Mar 29 - Mar 30
Westchester Marriott

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
The price is CA $112
CA $130 total
includes taxes & fees
Mar 24 - Mar 25
Tappan Zee Hotel

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, (1,377 reviews)
"Place is clean and the breakfast is good "
United States
Antonio
The price is CA $169
CA $194 total
includes taxes & fees
Mar 29 - Mar 30
Hampton Inn White Plains/Tarrytown

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, (1,001 reviews)
"Very comfortable beds,clean and breakfast was great."
United States
Dawn
The price is CA $163
CA $186 total
includes taxes & fees
Mar 9 - Mar 10
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG

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)
"Clean and quiet - breakfast had a variety of great options!"
United States
Joann
The price is CA $208
CA $238 total
includes taxes & fees
Mar 23 - Mar 24
SpringHill Suites by Marriott Tarrytown Westchester County

Tarrytown House Estate

Tarrytown House Estate
3.5 star property
12.5 km from Pleasant Square
8.2 out of 10, Very good, (1,011 reviews)
"It was a perfect short stay there"
United States
Carl
The price is CA $172
CA $231 total
includes taxes & fees
Mar 9 - Mar 10
Tarrytown House Estate

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, (950 reviews)
"Easy parking, lots of restaurants near, dogs are welcome, beds are old, "
United States
kathy
The price is CA $135
CA $155 total
includes taxes & fees
Mar 30 - Mar 31
Motel 6 Elmsford, NY - White Plains

Hotel MTK Mount Kisco

Hotel MTK Mount Kisco
3.0 star property
13.2 km from Pleasant Square
8.6 out of 10, Excellent, (1,003 reviews)
"Great hotel. The town is nice. "
United States
Eric
The price is CA $189
CA $217 total
includes taxes & fees
Mar 29 - Mar 30
Hotel MTK Mount Kisco

Armoni Inn & Suites

Armoni Inn & Suites
3.5 star property
14.6 km from Pleasant Square
6.0 out of 10, (2,161 reviews)
"Reasonable for price, and quiet"
United States
Andrew
The price is CA $85
CA $95 total
includes taxes & fees
Mar 15 - Mar 16
Armoni Inn & Suites

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 CA $185
CA $211 total
includes taxes & fees
Mar 15 - Mar 16
Sheraton Tarrytown Hotel

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, (1,111 reviews)
"Staff was nice, bed comfortable. "
United States
Misty
The price is CA $133
CA $155 total
includes taxes & fees
Mar 8 - Mar 9
Sonesta Simply Suites Nanuet

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 CA $129
CA $150 total
includes taxes & fees
Mar 19 - Mar 20
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.

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.
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.

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