Find hotels near Pleasant Square, Ossining from ￥15,935

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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 ￥30,913
￥34,430 total
includes taxes & fees
Jan 4 - Jan 5
Windrose On Hudson
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, (966)
"great stay"
United States
Janet
The price is ￥23,840
￥27,268 total
includes taxes & fees
Jan 13 - Jan 14
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
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, (1477)
"Room was clean and cozy, staff was very friendly and professional. "
United States
Jose Luis
The price is ￥18,209
￥20,828 total
includes taxes & fees
Jan 4 - Jan 5
Baymont by Wyndham White Plains - Elmsford
Lobby
Days Inn by Wyndham Elmsford / White Plains

Days Inn by Wyndham Elmsford / White Plains

Days Inn by Wyndham Elmsford / White Plains
2.0 star property
12.4 km from Pleasant Square
6.8 out of 10, (1007)
"Every time I stay I never have any complaints. Quiet and clean. "
United States
Richá
The price is ￥14,531
￥17,171 total
includes taxes & fees
Jan 4 - Jan 5
Days Inn by Wyndham Elmsford / White Plains
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, (1003)
"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
Interior entrance
West Gate Inn Nyack

West Gate Inn Nyack

West Gate Inn Nyack
3.0 star property
9.6 km from Pleasant Square
7.4 out of 10, Good, (1204)
"Always a great stay when I visit the area. "
United States
Joseph
West Gate Inn Nyack
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, (1000)
"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
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, (1023)
"Clean room, staff was very nice."
United States
Jonathan
The price is ￥14,524
￥16,902 total
includes taxes & fees
Feb 1 - Feb 2
DoubleTree by Hilton Hotel Nanuet
Lobby
Motel 6 Elmsford, NY - White Plains

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, (937)
"Easy parking, lots of restaurants near, dogs are welcome, beds are old, "
United States
kathy
The price is ￥15,517
￥17,747 total
includes taxes & fees
Feb 3 - Feb 4
Motel 6 Elmsford, NY - White Plains
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
Reception
FairBridge Inn Express Nyack

FairBridge Inn Express Nyack

FairBridge Inn Express Nyack
2.0 star property
9.8 km from Pleasant Square
7.6 out of 10, Good, (1003)
"The staff was really friendly and the place is clean"
Canada
Sara
The price is ￥13,349
￥15,935 total
includes taxes & fees
Jan 15 - Jan 16
FairBridge Inn Express Nyack
Basic Triple Room | Interior
Tappan Zee Hotel

Tappan Zee Hotel

Tappan Zee Hotel
2.0 star property
10.4 km from Pleasant Square
6.4 out of 10, (647)
"We had a good stay, but the shower was messed up. Other than that, it was fine."
United States
Kizuwanda
Tappan Zee Hotel
Meeting facility
Hampton Inn White Plains/Tarrytown

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, (1338)
"Room was clean, staff was friendly and the hotel was conveniently located to my destination."
United States
melissa
The price is ￥19,150
￥21,903 total
includes taxes & fees
Feb 1 - Feb 2
Hampton Inn White Plains/Tarrytown
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
Premium bedding, desk, blackout drapes, free WiFi
Quality Inn Spring Valley - 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, (1001)
"easy to navigate"
United States
Francis
The price is ￥15,526
￥18,068 total
includes taxes & fees
Jan 6 - Jan 7
Quality Inn Spring Valley - Nanuet
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, (1000)
"Yes, clean and comfortable . The breakfast was delicious "
United States
Leo Joseph
The price is ￥21,735
￥24,860 total
includes taxes & fees
Feb 1 - Feb 2
Hotel MTK Mount Kisco
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 ￥19,906
￥22,767 total
includes taxes & fees
Jan 25 - Jan 26
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG
Restaurant
Armoni Inn & Suites

Armoni Inn & Suites

Armoni Inn & Suites
3.5 star property
14.6 km from Pleasant Square
6.0 out of 10, (2167)
"Easy access to highway and to local dining options."
United States
Sarah
Armoni Inn & Suites
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, (1016)
"Everything was peaceful, clean and the attached restaurant was excellent. "
United States
Henry
The price is ￥23,412
￥30,700 total
includes taxes & fees
Jan 19 - Jan 20
Tarrytown House Estate
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 11 - Jan 12
Element Spring Valley
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

Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

10/10 Excellent
"Clean rooms and very nice staff"
Jesus 6-night trip
Posted 15 hours ago
Sheraton New York Times Square 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 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.