Top Hotels Near Pleasant Square in Ossining from AU$211

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13 July - 14 July
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14 July - 15 July
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18 July - 20 July
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25 July - 27 July

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Accommodation near Pleasant Square

Windrose On Hudson
Terrace/patio

Windrose On Hudson

2.0 star property
5.0 out of 10, (2)
"I regret I didn’t take pictures, but the scenery was beautiful"
The price is AU$388
includes taxes & fees
27 July - 28 July
Windrose On Hudson
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
Free daily full breakfast

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

2.5 star property
8.8 out of 10, Excellent, (831)
"Spotless, well appointed rooms, excellent location, superior staff."
The price is AU$346
includes taxes & fees
14 July - 15 July
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
Courtyard by Marriott Tarrytown Westchester County
Property amenity

Courtyard by Marriott Tarrytown Westchester County

3.0 star property
9.0 out of 10, Wonderful, (1001)
"Fantastic hotel. Quiet, out of the way. I always enjoy staying here when visiting Sleepy Hollow/Tarrytown"
The price is AU$292
includes taxes & fees
27 July - 28 July
Courtyard by Marriott Tarrytown Westchester County
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG
Free daily self-service breakfast

Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG

2.5 star property
9.2 out of 10, Wonderful, (1005)
"Would stay again"
The price is AU$214
includes taxes & fees
15 July - 16 July
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG
Westchester Marriott
Reception

Westchester Marriott

4.5 star property
8.8 out of 10, Excellent, (318)
"Great hotel, well maintained"
The price is AU$308
includes taxes & fees
3 Aug - 4 Aug
Westchester Marriott
Cambria Hotel White Plains - Downtown
Lobby

Cambria Hotel White Plains - Downtown

3.5 star property
9.4 out of 10, Exceptional, (1003)
"Great staff and hotel"
The price is AU$353
includes taxes & fees
27 July - 28 July
Cambria Hotel White Plains - Downtown
Hotel Nyack, a JdV by Hyatt Hotel
Lobby

Hotel Nyack, a JdV by Hyatt Hotel

4.0 star property
8.4 out of 10, Very good, (1004)
"Nice restaurant "
The price is AU$224
includes taxes & fees
5 Aug - 6 Aug
Hotel Nyack, a JdV by Hyatt Hotel
The Abbey Inn & Spa
Exterior

The Abbey Inn & Spa

4.0 star property
9.2 out of 10, Wonderful, (185)
"Thanks for a great stay!!"
The Abbey Inn & Spa
The Opus Westchester, Autograph Collection
Exterior

The Opus Westchester, Autograph Collection

5.0 star property
9.2 out of 10, Wonderful, (500)
"Great experience, will highly recommend."
The price is AU$555
includes taxes & fees
20 July - 21 July
The Opus Westchester, Autograph Collection
DoubleTree by Hilton Hotel Nanuet
Lobby

DoubleTree by Hilton Hotel Nanuet

4.0 star property
8.8 out of 10, Excellent, (1015)
"Great place to stay and quiet"
The price is AU$239
includes taxes & fees
27 July - 28 July
DoubleTree by Hilton Hotel Nanuet
SpringHill Suites by Marriott Tarrytown Westchester County
Exterior

SpringHill Suites by Marriott Tarrytown Westchester County

3.0 star property
8.4 out of 10, Very good, (1005)
"Location"
The price is AU$294
includes taxes & fees
20 July - 21 July
SpringHill Suites by Marriott Tarrytown Westchester County
Element Spring Valley
Lobby

Element Spring Valley

3.0 star property
8.8 out of 10, Excellent, (376)
"Great place , great breakfast, great staff!! "
The price is AU$253
includes taxes & fees
3 Aug - 4 Aug
Element Spring Valley
Baymont by Wyndham White Plains - Elmsford
Free daily self-service breakfast

Baymont by Wyndham White Plains - Elmsford

2.5 star property
8.2 out of 10, Very good, (1379)
"Great affordable location ."
The price is AU$265
includes taxes & fees
3 Aug - 4 Aug
Baymont by Wyndham White Plains - Elmsford
Residence Inn Orangeburg
View from property

Residence Inn Orangeburg

3.0 star property
8.8 out of 10, Excellent, (1008)
"Love the area and the history "
The price is AU$265
includes taxes & fees
20 July - 21 July
Residence Inn Orangeburg
Sheraton Tarrytown Hotel
Exterior

Sheraton Tarrytown Hotel

3.5 star property
8.2 out of 10, Very good, (1004)
"Convenient location, easy check in, good for access to multiple sights of interest. "
The price is AU$250
includes taxes & fees
27 July - 28 July
Sheraton Tarrytown Hotel
Hotel MTK Mount Kisco
Interior entrance

Hotel MTK Mount Kisco

3.0 star property
8.4 out of 10, Very good, (1004)
"Very friendly staff!"
The price is AU$294
includes taxes & fees
20 July - 21 July
Hotel MTK Mount Kisco
Residence Inn by Marriott White Plains Westchester County
Exterior

Residence Inn by Marriott White Plains Westchester County

3.0 star property
8.6 out of 10, Excellent, (616)
"Excellent service and rooms"
The price is AU$294
includes taxes & fees
10 Aug - 11 Aug
Residence Inn by Marriott White Plains Westchester County
Hampton Inn White Plains/Tarrytown
Meeting facility

Hampton Inn White Plains/Tarrytown

3.0 star property
8.0 out of 10, Very good, (1059)
"Awesome stay and EXCELLENT staff!!"
The price is AU$238
includes taxes & fees
20 July - 21 July
Hampton Inn White Plains/Tarrytown
Sonesta Simply Suites Nanuet
Terrace/patio

Sonesta Simply Suites Nanuet

2.5 star property
8.4 out of 10, Very good, (1011)
"Great location and room. Would stay again. "
The price is AU$211
includes taxes & fees
28 July - 29 July
Sonesta Simply Suites Nanuet
Tarrytown House Estate
Indoor pool, seasonal outdoor pool

Tarrytown House Estate

3.5 star property
8.0 out of 10, Very good, (1015)
"Beautiful property in a beautiful town."
The price is AU$373
includes taxes & fees
20 July - 21 July
Tarrytown House Estate
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.

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 34 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 traveller data, and this hotel offers a restaurant and a 24-hour fitness centre. You'll find it 22 mi (35.4 km) from Pleasant Square. Other good options around the area include Night Hotel Broadway and La Quinta Inn & Suites by Wyndham Secaucus Meadowlands.

How many hotels should I expect to find near Pleasant Square?

Expedia has 34 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 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, Rockefeller State Park Preserve or Rockland Lake State Park.