Find hotels near Pleasant Square, Ossining from ￥16,911

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Our top choices for Pleasant Square hotels

Terrace/patio
Windrose On Hudson

Windrose On Hudson

Windrose On Hudson
3.0 star property
3.1 km from Pleasant Square
8.2 out of 10, Very Good, (107)
"Clean room, staff were very welcoming"
United States
Semaj
The price is ￥31,633
￥35,233 total
includes taxes & fees
Jan 19 - Jan 20
Windrose On Hudson
House | 5 bedrooms
Foliage at Westchester Manor - Near Sleepy Hollow

Foliage at Westchester Manor - Near Sleepy Hollow

Foliage at Westchester Manor - Near Sleepy Hollow
2.0 star property
0.7 km from Pleasant Square
The price is ￥55,641
￥135,668 total
includes taxes & fees
Jan 12 - Jan 13
Foliage at Westchester Manor - Near Sleepy Hollow
Exterior
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

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, (968)
"great stay"
United States
Janet
The price is ￥23,369
￥26,729 total
includes taxes & fees
Jan 24 - Jan 25
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
Property amenity
Courtyard by Marriott Tarrytown Westchester County

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, (1001)
"Nice clean place.. friendly staff .. fireplace in lobby perfect for chillin "
United States
Adam
The price is ￥23,840
￥27,266 total
includes taxes & fees
Jan 25 - Jan 26
Courtyard by Marriott Tarrytown Westchester County
Lobby
Cambria Hotel & Suites - White Plains Downtown

Cambria Hotel & Suites - White Plains Downtown

Cambria Hotel & Suites - White Plains Downtown
3.5 star property
16.5 km from Pleasant Square
9.4 out of 10, Exceptional, (1003)
"Clean room, excellent guest services!"
United States
Patti
The price is ￥34,348
￥39,285 total
includes taxes & fees
Jan 25 - Jan 26
Cambria Hotel & Suites - White Plains Downtown
Lobby
DoubleTree by Hilton Hotel Nanuet

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, (1028)
"Good food hot tub great bed was wonderful area beautiful staff so nice"
United States
vontisha
The price is ￥14,533
￥16,911 total
includes taxes & fees
Feb 1 - Feb 2
DoubleTree by Hilton Hotel Nanuet
Lobby
Hotel Nyack, a JdV by Hyatt Hotel

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, (1004)
"Clean room , staff and amenities were all great"
United States
Elzie
The price is ￥21,173
￥28,466 total
includes taxes & fees
Jan 11 - Jan 12
Hotel Nyack, a JdV by Hyatt Hotel
Reception
Westchester Marriott

Westchester Marriott

Westchester Marriott
4.5 star property
11.7 km from Pleasant Square
8.8 out of 10, Excellent, (459)
"Comfy bed and nice breakfast!"
United States
Ignacio
The price is ￥27,918
￥31,932 total
includes taxes & fees
Jan 18 - Jan 19
Westchester Marriott
Exterior
The Abbey Inn & Spa

The Abbey Inn & Spa

The Abbey Inn & Spa
4.0 star property
15.6 km from Pleasant Square
9.2 out of 10, Wonderful, (234)
"Friendly staff and a great place to get away and recharge!"
United States
Ariana
The price is ￥43,873
￥57,355 total
includes taxes & fees
Jan 6 - Jan 7
The Abbey Inn & Spa
Exterior
The Opus Westchester, Autograph Collection

The Opus Westchester, Autograph Collection

The Opus Westchester, Autograph Collection
5.0 star property
16.5 km from Pleasant Square
9.2 out of 10, Wonderful, (529)
"our room was very clean on beds very comfortable staff friendly, breakfast wonderful"
United States
Susan
The price is ￥50,032
￥62,605 total
includes taxes & fees
Jan 11 - Jan 12
The Opus Westchester, Autograph Collection
Exterior
SpringHill Suites by Marriott Tarrytown Westchester County

SpringHill Suites by Marriott Tarrytown Westchester County

SpringHill Suites by Marriott Tarrytown Westchester County
3.0 star property
11.1 km from Pleasant Square
8.4 out of 10, Very Good, (1005)
"Room was clean and great size."
Canada
Robert
The price is ￥23,863
￥27,295 total
includes taxes & fees
Jan 11 - Jan 12
SpringHill Suites by Marriott Tarrytown Westchester County
Lobby
Element Spring Valley

Element Spring Valley

Element Spring Valley
3.0 star property
14.8 km from Pleasant Square
8.8 out of 10, Excellent, (446)
"This was our third time staying there and it continues to be great!"
United States
Debra
The price is ￥21,017
￥24,459 total
includes taxes & fees
Jan 18 - Jan 19
Element Spring Valley
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

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, (1005)
"Very comfortable beds,clean and breakfast was great."
United States
Dawn
The price is ￥19,919
￥22,782 total
includes taxes & fees
Jan 25 - Jan 26
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG
Exterior
Sheraton Tarrytown Hotel

Sheraton Tarrytown Hotel

Sheraton Tarrytown Hotel
3.5 star property
11.4 km from Pleasant Square
8.4 out of 10, Very Good, (1002)
"great comfortable stay !"
United States
Niesha
The price is ￥21,197
￥24,246 total
includes taxes & fees
Jan 25 - Jan 26
Sheraton Tarrytown Hotel
View from property
Residence Inn Orangeburg

Residence Inn Orangeburg

Residence Inn Orangeburg
3.0 star property
15.4 km from Pleasant Square
8.8 out of 10, Excellent, (1009)
"We’ve stayed here multiple times and we’ve enjoyed each time. The breakfast options are varied, perfect for the whole family. The staff are courteous. The rooms are always clean. "
United States
ERIN
The price is ￥22,444
￥24,998 total
includes taxes & fees
Jan 11 - Jan 12
Residence Inn Orangeburg
Free daily self-serve breakfast
Baymont by Wyndham White Plains - Elmsford

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, (1482)
"Enjoyed the free breakfast and the workout room had options; great location for access into city"
United States
Kathleen Elizabeth
The price is ￥18,397
￥21,043 total
includes taxes & fees
Jan 11 - Jan 12
Baymont by Wyndham White Plains - Elmsford
Indoor pool, sun loungers
Sonesta White Plains Downtown

Sonesta White Plains Downtown

Sonesta White Plains Downtown
4.0 star property
16.9 km from Pleasant Square
8.8 out of 10, Excellent, (1206)
"Clean rooms, great location and friendly staff"
United States
Gerardo
The price is ￥24,828
￥33,598 total
includes taxes & fees
Jan 25 - Jan 26
Sonesta White Plains Downtown
Interior entrance
Hotel MTK Mount Kisco

Hotel MTK Mount Kisco

Hotel MTK Mount Kisco
3.0 star property
13.2 km from Pleasant Square
8.4 out of 10, Very Good, (1003)
"very nice staff the room was clean good light enough outlets comfortable bed good water pressure in shower"
United States
Marie
The price is ￥22,378
￥25,595 total
includes taxes & fees
Feb 2 - Feb 3
Hotel MTK Mount Kisco
Indoor pool, seasonal outdoor pool
Tarrytown House Estate

Tarrytown House Estate

Tarrytown House Estate
3.5 star property
12.5 km from Pleasant Square
8.2 out of 10, Very Good, (1018)
"Everything was peaceful, clean and the attached restaurant was excellent. "
United States
Henry
The price is ￥23,590
￥30,904 total
includes taxes & fees
Jan 6 - Jan 7
Tarrytown House Estate
Exterior
Residence Inn by Marriott White Plains Westchester County

Residence Inn by Marriott White Plains Westchester County

Residence Inn by Marriott White Plains Westchester County
3.0 star property
16.1 km from Pleasant Square
8.6 out of 10, Excellent, (662)
"Staff is always friendly and helpful. Hotel is very convenient. "
United States
Frank
The price is ￥28,702
￥32,829 total
includes taxes & fees
Jan 24 - Jan 25
Residence Inn by Marriott White Plains Westchester County
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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Top Pleasant Square Hotel Reviews

Hyatt Regency Times Square

Hyatt Regency Times Square

10/10 Excellent
"Great location, clean room"
Maribel 3-night trip
Posted 14 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 36 hotels and other accommodations within a few miles for a convenient home base.
Where is the best place to stay close to Pleasant Square?
Radio Hotel is one of the top choices for your stay based on our traveler data, and this hotel offers a restaurant and a 24-hour fitness center. You'll find it 22 mi (35.4 km) from Pleasant Square. Other good options around the area include Night Hotel Broadway and Homewood Suites by Hilton East Rutherford - Meadowlands.
How many hotels can I expect to find near Pleasant Square?
Expedia has 36 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.