Hotels near Pleasant Square

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Check prices for these dates

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Feb 8 - Feb 9
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Feb 9 - Feb 10
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Feb 13 - Feb 15
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Feb 20 - Feb 22

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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, (109 reviews)
"Great staff"
United States
Timothy
The price is P10,493
P11,686 total
includes taxes & fees
Feb 15 - Feb 16
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, (990 reviews)
"great stay"
United States
Janet
The price is P7,909
P9,046 total
includes taxes & fees
Feb 19 - Feb 20
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, (1,003 reviews)
"Rooms very clean and staffs we're courteous. "
United States
Sonya
The price is P8,378
P9,582 total
includes taxes & fees
Feb 22 - Feb 23
Courtyard by Marriott Tarrytown Westchester County
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, (1,533 reviews)
"Room was very clean and comfortable. "
United States
Michele
The price is P7,320
P8,372 total
includes taxes & fees
Feb 22 - Feb 23
Baymont by Wyndham White Plains - Elmsford
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, (1,003 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 P7,221
P9,846 total
includes taxes & fees
Feb 11 - Feb 12
Hotel Nyack, a JdV by Hyatt Hotel
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, (1,002 reviews)
"Clean and quiet - breakfast had a variety of great options!"
United States
Joann
The price is P7,420
P8,486 total
includes taxes & fees
Feb 15 - Feb 16
SpringHill Suites by Marriott Tarrytown Westchester County
Aerial view

Sleepy Hollow Hotel

Sleepy Hollow Hotel
3.5 star property
11.3 km from Pleasant Square
6.8 out of 10, (1,000 reviews)
"Overall the staff was great and the rooms were nice!"
United States
Ashley
The price is P7,126
P8,151 total
includes taxes & fees
Mar 2 - Mar 3
Sleepy Hollow Hotel
Terrace/patio

Westchester Marriott

Westchester Marriott
4.5 star property
11.7 km from Pleasant Square
8.8 out of 10, Excellent, (476 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 P10,897
P12,463 total
includes taxes & fees
Feb 12 - Feb 13
Westchester Marriott
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, (1,065 reviews)
"Clean room, helpful staff and good bar/restaurant "
United States
Stephen
The price is P5,957
P6,932 total
includes taxes & fees
Feb 22 - Feb 23
DoubleTree by Hilton Hotel Nanuet
Interior entrance

West Gate Inn Nyack

West Gate Inn Nyack
3.0 star property
9.6 km from Pleasant Square
7.4 out of 10, Good, (1,226 reviews)
"Clean room, friendly staff. "
United States
Miranda
West Gate Inn Nyack
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)
"great comfortable stay !"
United States
Niesha
The price is P7,420
P8,486 total
includes taxes & fees
Feb 22 - Feb 23
Sheraton Tarrytown Hotel
Vending machine

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, (947 reviews)
"Easy parking, lots of restaurants near, dogs are welcome, beds are old, "
United States
kathy
The price is P5,800
P6,634 total
includes taxes & fees
Feb 9 - Feb 10
Motel 6 Elmsford, NY - White Plains
Lobby sitting area

Tappan Zee Hotel

Tappan Zee Hotel
2.0 star property
10.4 km from Pleasant Square
6.4 out of 10, (651 reviews)
"Clean room very quiet"
United States
Kayla
Tappan Zee Hotel
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, (1,361 reviews)
"Place is clean and the breakfast is good "
United States
Antonio
The price is P7,254
P8,297 total
includes taxes & fees
Feb 17 - Feb 18
Hampton Inn White Plains/Tarrytown
Free daily on-the-go breakfast

FairBridge Inn Express Nyack

FairBridge Inn Express Nyack
2.0 star property
9.8 km from Pleasant Square
7.6 out of 10, Good, (1,002 reviews)
"The staff was really friendly and the place is clean"
Canada
Sara
The price is P5,229
P6,242 total
includes taxes & fees
Feb 15 - Feb 16
FairBridge Inn Express Nyack
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, (1,002 reviews)
"Great hotel. The town is nice. "
United States
Eric
The price is P8,119
P9,286 total
includes taxes & fees
Feb 22 - Feb 23
Hotel MTK Mount Kisco
Exterior

Tarrytown House Estate

Tarrytown House Estate
3.5 star property
12.5 km from Pleasant Square
8.2 out of 10, Very Good, (1,007 reviews)
"It was a perfect short stay there"
United States
Carl
The price is P8,310
P10,969 total
includes taxes & fees
Feb 16 - Feb 17
Tarrytown House Estate
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, (1,004 reviews)
"Very comfortable beds,clean and breakfast was great."
United States
Dawn
The price is P7,147
P8,175 total
includes taxes & fees
Feb 16 - Feb 17
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG
Restaurant

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
Armoni Inn & Suites
Premium bedding, desk, blackout drapes, free WiFi

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, (1,004 reviews)
"You can’t beat the price and quality, but that’s just Quality Inn."
United States
Jharon
The price is P5,799
P6,749 total
includes taxes & fees
Feb 10 - Feb 11
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.
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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
109 reviews
View
Exterior
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
2.5 star property
9.0
Wonderful
990 reviews
View
Property amenity
Courtyard by Marriott Tarrytown Westchester County
3.0 star property
9.0
Wonderful
1,003 reviews
View
Free daily self-serve breakfast
Baymont by Wyndham White Plains - Elmsford
2.5 star property
8.2
Very Good
1,533 reviews
View
Restaurant
Hotel Nyack, a JdV by Hyatt Hotel
4.0 star property
8.6
Excellent
1,003 reviews
View

Top Pleasant Square Hotel Reviews

Hyatt Regency Times Square

Hyatt Regency Times Square

10/10 Excellent
"Great location, rooms were great. Clean rooms and gym. Bar area was nice as well. Easy to walk to shows, subway, Central Park and other great attractions. "
Jennifer 2-night trip
Posted 21 hours ago
Hyatt Regency 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?
Night Hotel Broadway is one of the top choices for your stay based on our traveler 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 Ly New York Hotel and Hotel Belleclaire.
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.
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.