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Our top choices for Pleasant Square hotels

Windrose On Hudson

Windrose On Hudson
3.0 star property
1.9 mi from Pleasant Square
8.6 out of 10, Excellent, (176 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 £166
includes taxes & fees
1 Jul - 2 Jul
Windrose On Hudson

Hotel Nyack, a JdV by Hyatt Hotel

Hotel Nyack, a JdV by Hyatt Hotel
4.0 star property
5.9 mi from Pleasant Square
8.6 out of 10, Excellent, (1,159 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 £114
includes taxes & fees
12 Jul - 13 Jul
Hotel Nyack, a JdV by Hyatt Hotel

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
2.5 star property
5.3 mi from Pleasant Square
9.0 out of 10, Wonderful, (1,003 reviews)
"Great location and very nice property"
United States
William
The price is £103
includes taxes & fees
6 Jul - 7 Jul
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
6.7 mi from Pleasant Square
8.4 out of 10, Very good, (1,722 reviews)
"Had a great stay at this property, resonably priced with good ammenities and clean rooms."
United States
Jaime
The price is £113
includes taxes & fees
12 Jul - 13 Jul
Baymont by Wyndham White Plains - Elmsford

DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet
4.0 star property
8.5 mi from Pleasant Square
9.0 out of 10, Wonderful, (1,154 reviews)
"Well maintained property. Comfortable bed. Staff was very friendly. Location is great"
United States
Norman
The price is £104
includes taxes & fees
12 Jul - 13 Jul
DoubleTree by Hilton Hotel Nanuet

SpringHill Suites by Marriott Tarrytown Westchester County

SpringHill Suites by Marriott Tarrytown Westchester County
3.0 star property
6.9 mi from Pleasant Square
8.6 out of 10, Excellent, (1,001 reviews)
"Enjoyed our stay"
United States
Piper
The price is £135
includes taxes & fees
26 Jul - 27 Jul
SpringHill Suites by Marriott Tarrytown Westchester County

West Gate Inn Nyack

West Gate Inn Nyack
3.0 star property
5.9 mi from Pleasant Square
7.2 out of 10, Good, (1,351 reviews)
"Great location. Amazing breakfast."
United States
Gareth
The price is £81
includes taxes & fees
30 Jun - 1 Jul
West Gate Inn Nyack

FairBridge Inn Express Nyack

FairBridge Inn Express Nyack
2.0 star property
6.1 mi from Pleasant Square
7.8 out of 10, Good, (1,002 reviews)
"The best hotel!!!"
United States
Paige
The price is £85
includes taxes & fees
9 Jul - 10 Jul
FairBridge Inn Express Nyack

Courtyard by Marriott Tarrytown Westchester County

Courtyard by Marriott Tarrytown Westchester County
3.0 star property
6.8 mi from Pleasant Square
9.0 out of 10, Wonderful, (1,000 reviews)
"Really excellent hotel all around. Just as nice as a place far more expensive."
United States
Clara
The price is £162
includes taxes & fees
6 Jul - 7 Jul
Courtyard by Marriott Tarrytown Westchester County

Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown
3.0 star property
7.4 mi from Pleasant Square
8.0 out of 10, Very good, (1,530 reviews)
"It was a great stay!"
United States
Dominique
The price is £100
includes taxes & fees
6 Jul - 7 Jul
Hampton Inn White Plains/Tarrytown

Westchester Marriott

Westchester Marriott
4.5 star property
7.3 mi from Pleasant Square
8.8 out of 10, Excellent, (567 reviews)
"Great stay"
United States
Leneir
The price is £179
includes taxes & fees
12 Jul - 13 Jul
Westchester Marriott

Tarrytown House Estate

Tarrytown House Estate
3.5 star property
7.8 mi from Pleasant Square
8.2 out of 10, Very good, (1,129 reviews)
"Great place to stay"
United States
Deanna
The price is £142
includes taxes & fees
1 Jul - 2 Jul
Tarrytown House Estate

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

Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG
2.5 star property
8.9 mi from Pleasant Square
9.2 out of 10, Wonderful, (1,001 reviews)
"Great place to stay. "
United States
Jennifer
The price is £133
includes taxes & fees
28 Jul - 29 Jul
Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG

Tappan Zee Hotel

Tappan Zee Hotel
2.0 star property
6.5 mi from Pleasant Square
6.4 out of 10, (679 reviews)
"Great stay…."
United States
Mariya
The price is £92
includes taxes & fees
29 Jun - 30 Jun
Tappan Zee Hotel

Hotel MTK Mount Kisco

Hotel MTK Mount Kisco
3.0 star property
8.2 mi from Pleasant Square
8.6 out of 10, Excellent, (1,003 reviews)
"Staff was very helpful and room was very clean!!"
United States
Andrea
The price is £134
includes taxes & fees
5 Jul - 6 Jul
Hotel MTK Mount Kisco

Armoni Inn & Suites

Armoni Inn & Suites
3.5 star property
9.1 mi from Pleasant Square
6.0 out of 10, (2,264 reviews)
"Good value, clean room, plenty of parking"
United States
Mohamed
The price is £55
includes taxes & fees
30 Jun - 1 Jul
Armoni Inn & Suites

Sheraton Tarrytown Hotel

Sheraton Tarrytown Hotel
3.5 star property
7.1 mi from Pleasant Square
8.4 out of 10, Very good, (1,002 reviews)
"Every things was fine here-this is our go to hotel when we are in the area. I only wish the bar/restaurant was open later."
United States
Ciaran
The price is £139
includes taxes & fees
26 Jul - 27 Jul
Sheraton Tarrytown Hotel

Motel 6 Elmsford, NY - White Plains

Motel 6 Elmsford, NY - White Plains
2.0 star property
7.6 mi from Pleasant Square
6.6 out of 10, (989 reviews)
"Parking good. HVAC good. Bath good. Room floor a little disheveled. Needed more lamps. Very convenient."
United States
Bruce
The price is £117
includes taxes & fees
29 Jun - 30 Jun
Motel 6 Elmsford, NY - White Plains

Sleepy Hollow Hotel, a Dolce by Wyndham

Sleepy Hollow Hotel, a Dolce by Wyndham
3.5 star property
7 mi from Pleasant Square
7.0 out of 10, Good, (1,002 reviews)
"Great place to stay. Staff is super friendly, property is beautiful."
United States
Morgan
The price is £130
includes taxes & fees
1 Jul - 2 Jul
Sleepy Hollow Hotel, a Dolce by Wyndham

Quality Inn Spring Valley - Nanuet

Quality Inn Spring Valley - Nanuet
2.5 star property
9.4 mi from Pleasant Square
6.2 out of 10, (1,000 reviews)
"The staffs are very friendly and rooms are clean."
United States
Anna Lorraine
The price is £95
includes taxes & fees
1 Jul - 2 Jul
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
8.6
Excellent
176 reviews
View
Restaurant
Hotel Nyack, a JdV by Hyatt Hotel
4.0 star property
8.6
Excellent
1,159 reviews
View
Exterior
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
2.5 star property
9.0
Wonderful
1,003 reviews
View
Free daily self-service breakfast
Baymont by Wyndham White Plains - Elmsford
2.5 star property
8.4
Very good
1,722 reviews
View
Indoor pool, open 8:30 AM to 9:30 PM, pool loungers
DoubleTree by Hilton Hotel Nanuet
4.0 star property
9.0
Wonderful
1,154 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 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?
Night Hotel Broadway is one of the top choices for your stay based on our traveller 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 Arthouse Hotel New York City.
How many hotels should I expect to find near Pleasant Square?
Expedia has 45 hotels and other accommodation options 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, most hotel room reservations are refundable if you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before check in. If you have a non-refundable reservation, you might still have the option to cancel and receive a refund within 24 hours of booking. Plug in your dates, click on "Search", then filter by "fully refundable" to get the best deals near Pleasant Square.
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 Merchants Square.