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Top Hotels Near Pleasant Square in Ossining from NZ$137

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Check prices for these dates

This weekend
26 Jun - 28 Jun
Next weekend
3 Jul - 5 Jul

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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
8.6 out of 10, Excellent, (172 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 NZ$402
includes taxes & fees
25 June - 26 June
Windrose On Hudson
House

Summer Pool Oasis Custom Bar Arcade Pool Table

Summer Pool Oasis Custom Bar Arcade Pool Table
2.0 star property
0.7 km from Pleasant Square
The price is NZ$2,801
includes taxes & fees
1 July - 2 July
Summer Pool Oasis Custom Bar Arcade Pool Table
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, (1,003 reviews)
"Great location and very nice property"
United States
William
The price is NZ$270
includes taxes & fees
6 July - 7 July
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
9.5 km from Pleasant Square
8.6 out of 10, Excellent, (1,153 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 NZ$266
includes taxes & fees
7 July - 8 July
Hotel Nyack, a JdV by Hyatt Hotel
Free daily self-service breakfast

Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford
2.5 star property
10.9 km from Pleasant Square
8.4 out of 10, Very good, (1,728 reviews)
"Had a great stay at this property, resonably priced with good ammenities and clean rooms."
United States
Jaime
The price is NZ$286
includes taxes & fees
28 June - 29 June
Baymont by Wyndham White Plains - Elmsford
Indoor pool, open 8:30 AM to 9:30 PM, pool 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, (1,154 reviews)
"Well maintained property. Comfortable bed. Staff was very friendly. Location is great"
United States
Norman
The price is NZ$251
includes taxes & fees
9 July - 10 July
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
7.2 out of 10, Good, (1,345 reviews)
"Great location. Amazing breakfast."
United States
Gareth
The price is NZ$186
includes taxes & fees
25 June - 26 June
West Gate Inn Nyack
Free daily on-the-go breakfast

FairBridge Inn Express Nyack

FairBridge Inn Express Nyack
2.0 star property
9.8 km from Pleasant Square
7.8 out of 10, Good, (1,007 reviews)
"The best hotel!!!"
United States
Paige
The price is NZ$205
includes taxes & fees
13 July - 14 July
FairBridge Inn Express Nyack
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, (1,004 reviews)
"Really excellent hotel all around. Just as nice as a place far more expensive."
United States
Clara
The price is NZ$356
includes taxes & fees
13 July - 14 July
Courtyard by Marriott Tarrytown Westchester County
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, (1,519 reviews)
"It was a great stay!"
United States
Dominique
The price is NZ$252
includes taxes & fees
12 July - 13 July
Hampton Inn White Plains/Tarrytown
Basic Triple Room | Interior

Tappan Zee Hotel

Tappan Zee Hotel
2.0 star property
10.4 km from Pleasant Square
6.4 out of 10, (677 reviews)
"Great stay…."
United States
Mariya
The price is NZ$173
includes taxes & fees
25 June - 26 June
Tappan Zee Hotel
Exterior

Tarrytown House Estate

Tarrytown House Estate
3.5 star property
12.5 km from Pleasant Square
8.2 out of 10, Very good, (1,129 reviews)
"Great place to stay"
United States
Deanna
The price is NZ$325
includes taxes & fees
30 June - 1 July
Tarrytown House Estate
Free daily self-service 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
14.4 km from Pleasant Square
9.2 out of 10, Wonderful, (1,004 reviews)
"Great place to stay. "
United States
Jennifer
The price is NZ$304
includes taxes & fees
5 July - 6 July
Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG
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
8.6 out of 10, Excellent, (1,004 reviews)
"Enjoyed our stay"
United States
Piper
The price is NZ$329
includes taxes & fees
28 June - 29 June
SpringHill Suites by Marriott Tarrytown Westchester County
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)
"Staff was very helpful and room was very clean!!"
United States
Andrea
The price is NZ$310
includes taxes & fees
5 July - 6 July
Hotel MTK Mount Kisco
Restaurant

Armoni Inn & Suites

Armoni Inn & Suites
3.5 star property
14.6 km from Pleasant Square
6.0 out of 10, (2,251 reviews)
"Good value, clean room, plenty of parking"
United States
Mohamed
The price is NZ$137
includes taxes & fees
25 June - 26 June
Armoni Inn & Suites
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, (987 reviews)
"Parking good. HVAC good. Bath good. Room floor a little disheveled. Needed more lamps. Very convenient."
United States
Bruce
The price is NZ$272
includes taxes & fees
29 June - 30 June
Motel 6 Elmsford, NY - White Plains
Premium bedding, desk, blackout curtains, 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, (1,002 reviews)
"The staffs are very friendly and rooms are clean."
United States
Anna Lorraine
The price is NZ$220
includes taxes & fees
28 June - 29 June
Quality Inn Spring Valley - Nanuet
Lobby

Element by Marriott Spring Valley

Element by Marriott Spring Valley
3.0 star property
14.8 km from Pleasant Square
8.8 out of 10, Excellent, (494 reviews)
"Newer hotel with great amenities including daily breakfast. "
United States
Mark
The price is NZ$312
includes taxes & fees
2 July - 3 July
Element by Marriott Spring Valley
Lobby

Sheraton Tarrytown Hotel

Sheraton Tarrytown Hotel
3.5 star property
11.4 km from Pleasant Square
8.4 out of 10, Very good, (1,000 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 NZ$339
includes taxes & fees
6 July - 7 July
Sheraton Tarrytown Hotel
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

Hilton Garden Inn New York/Central Park South-Midtown West

Hilton Garden Inn New York/Central Park South-Midtown West

10/10 Excellent
"It was very clean.It was located very well elevators, a little slow, but we dealt with it"
Jose 3-night trip
Posted less than an hour ago
Hilton Garden Inn New York/Central Park South-Midtown West

Hotels near other Pleasant Square attractions

Merchants Square

9.0/5 (2 reviews)
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

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 46 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 Empire Hotel.
How many hotels should I expect to find near Pleasant Square?
Expedia has 46 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.