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Apr 7 - Apr 8
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Our top choices for Pleasant Square hotels

Restaurant

Windrose On Hudson

Windrose On Hudson
3.0 star property
1.9 mi from Pleasant Square
8.2 out of 10, Very Good, (122 reviews)
"Room was clean, super quiet, staff was very helpful and nice"
United States
Dawn
$172 nightly
The price is $191
May 3 - May 4
Total with taxes and fees
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
5.3 mi from Pleasant Square
9.0 out of 10, Wonderful, (1,005 reviews)
"Very Clean and spacious we loved our stay "
United States
Maria
$139 nightly
The price is $159
Apr 12 - Apr 13
Total with taxes and fees
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
Restaurant

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, (1,036 reviews)
"excellent stay!"
United States
Karen
$126 nightly
The price is $144
Apr 14 - Apr 15
Total with taxes and fees
Hotel Nyack, a JdV by Hyatt Hotel
Free daily self-serve breakfast

Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford
2.5 star property
6.7 mi from Pleasant Square
8.2 out of 10, Very Good, (1,635 reviews)
"Very nice place"
United States
Romane
$123 nightly
The price is $141
Apr 19 - Apr 20
Total with taxes and fees
Baymont by Wyndham White Plains - Elmsford
Exterior

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, (1,004 reviews)
"Nice place to stay"
United States
Kerri
$148 nightly
The price is $169
Apr 16 - Apr 17
Total with taxes and fees
SpringHill Suites by Marriott Tarrytown Westchester County
Property amenity

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, (1,002 reviews)
"McKenzie, at the front desk, is amazing and made the stay perfect. Thanks!"
United States
camie
$168 nightly
The price is $192
Apr 19 - Apr 20
Total with taxes and fees
Courtyard by Marriott Tarrytown Westchester County
Free daily on-the-go breakfast

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)
"Quiet ok place to stay "
United States
Luis
$86 nightly
The price is $103
Apr 20 - Apr 21
Total with taxes and fees
FairBridge Inn Express Nyack
Interior entrance

West Gate Inn Nyack

West Gate Inn Nyack
3.0 star property
5.9 mi from Pleasant Square
7.4 out of 10, Good, (1,254 reviews)
"The front staff Stu, Andre, Stephanie are all so professional and helpful. This place is an amazing place to stay! Breakfast is a plus!"
United States
Joseph
$87 nightly
The price is $99
Apr 12 - Apr 13
Total with taxes and fees
West Gate Inn Nyack
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
8.5 mi from Pleasant Square
9.0 out of 10, Wonderful, (1,087 reviews)
"Convenient location, friendly staff "
United States
Ernstso
$110 nightly
The price is $128
Apr 19 - Apr 20
Total with taxes and fees
DoubleTree by Hilton Hotel Nanuet
Terrace/patio

Westchester Marriott

Westchester Marriott
4.5 star property
7.3 mi from Pleasant Square
8.8 out of 10, Excellent, (514 reviews)
"This hotel was great and noticeably a level above other available properties. Had one of the best night's sleep here I'm not sure if their mattresses are different but these are extremely comfortable rooms and the property is very well kept a model example for other hotels and the chain"
United States
william
$197 nightly
The price is $225
Apr 9 - Apr 10
Total with taxes and fees
Westchester Marriott
Free daily buffet breakfast

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, (1,397 reviews)
"The staff here are so friendly and welcoming. Although the property is older the fireplace and sitting area are well maintained and relaxing. The hot, free breakfast is decent as well. "
United States
Gloria
$130 nightly
The price is $149
Apr 19 - Apr 20
Total with taxes and fees
Hampton Inn White Plains/Tarrytown
Interior entrance

Hotel MTK Mount Kisco

Hotel MTK Mount Kisco
3.0 star property
8.2 mi from Pleasant Square
8.6 out of 10, Excellent, (1,001 reviews)
"room is clean, staff are friendly"
United States
Biyuan
$155 nightly
The price is $177
May 3 - May 4
Total with taxes and fees
Hotel MTK Mount Kisco
Exterior

Tarrytown House Estate

Tarrytown House Estate
3.5 star property
7.8 mi from Pleasant Square
8.2 out of 10, Very Good, (1,045 reviews)
"Lovely property and staff!"
United States
Gray
$176 nightly
The price is $201
Apr 15 - Apr 16
Total with taxes and fees
Tarrytown House Estate
Basic Triple Room | Interior

Tappan Zee Hotel

Tappan Zee Hotel
2.0 star property
6.5 mi from Pleasant Square
6.4 out of 10, (659 reviews)
"Parking spacious Mall convenient Price affordable "
United States
dalia
$90 nightly
The price is $105
Apr 8 - Apr 9
Total with taxes and fees
Tappan Zee 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
8.9 mi from Pleasant Square
9.2 out of 10, Wonderful, (1,005 reviews)
"Great place to stay. "
United States
Jennifer
$169 nightly
The price is $193
Apr 8 - Apr 9
Total with taxes and fees
Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG
Vending machine

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, (954 reviews)
"Staff was beyond rude, room smelled and bedsheets had holes"
United States
RICHARD
$99 nightly
The price is $113
Apr 8 - Apr 9
Total with taxes and fees
Motel 6 Elmsford, NY - White Plains
Lobby lounge

Sheraton Tarrytown Hotel

Sheraton Tarrytown Hotel
3.5 star property
7.1 mi from Pleasant Square
8.4 out of 10, Very Good, (1,001 reviews)
"I enjoyed my stay rooms are very clean comfortable bed pool and hot was good also buffet was breakfast was good staff very nice check in was easy and fast "
United States
Florence
$144 nightly
The price is $164
Apr 19 - Apr 20
Total with taxes and fees
Sheraton Tarrytown Hotel
Exterior

Sonesta Simply Suites Nanuet

Sonesta Simply Suites Nanuet
2.5 star property
9.4 mi from Pleasant Square
8.4 out of 10, Very Good, (1,151 reviews)
"Great Stay Would Definitely Stay Again"
United States
Antwon
$97 nightly
The price is $113
Apr 12 - Apr 13
Total with taxes and fees
Sonesta Simply Suites Nanuet
Premium bedding, desk, blackout drapes, free WiFi

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, (1,002 reviews)
"Clean room "
United States
DIPEN
$89 nightly
The price is $104
May 3 - May 4
Total with taxes and fees
Quality Inn Spring Valley - Nanuet
Restaurant

Armoni Inn & Suites

Armoni Inn & Suites
3.5 star property
9.1 mi from Pleasant Square
6.0 out of 10, (2,182 reviews)
"Very nice staff, the front desk rep was great...the room was fine...nice shower, TV, microwave, albig fridge and the ice-maker was rightbacross the hall and worked well. The mattress and pillows were great and the room was very clean, it just needed some updating and sprucing up...all n all the place was great and you can't beat the price!"
United States
robert
$92 nightly
The price is $102
Apr 8 - Apr 9
Total with taxes and fees
Armoni Inn & Suites
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
Star rating
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
Restaurant
Windrose On Hudson
3.0 star property
8.2
Very Good
122 reviews
View
Exterior
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
2.5 star property
9.0
Wonderful
1,005 reviews
View
Restaurant
Hotel Nyack, a JdV by Hyatt Hotel
4.0 star property
8.6
Excellent
1,036 reviews
View
Free daily self-serve breakfast
Baymont by Wyndham White Plains - Elmsford
2.5 star property
8.2
Very Good
1,635 reviews
View
Exterior
SpringHill Suites by Marriott Tarrytown Westchester County
3.0 star property
8.6
Excellent
1,004 reviews
View

Top Pleasant Square Hotel Reviews

Empire Hotel

Empire Hotel

10/10 Excellent
"Nice n clean "
Marwan Samih 3-night trip
Posted 1 hour ago
Empire Hotel

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 quaint 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 42 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 Night Hotel Broadway and Ly New York Hotel.
How many hotels can I expect to find near Pleasant Square?
Expedia has 42 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.

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