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24 Jun - 25 Jun
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25 Jun - 26 Jun
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27 Jun - 29 Jun
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4 Jul - 6 Jul

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Top Trending Hotels Near Pleasant Square

Windrose On Hudson
Room, Accessible | Iron/ironing board, free WiFi

Windrose On Hudson

2.0 star property
The price is ฿8,149
฿9,076 total
includes taxes & fees
7 Jul - 8 Jul
Windrose On Hudson
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
Exterior

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

2.5 star property
8.8 out of 10, Excellent, (806)
"The staff was very helpful and the property is very clean!!I definitely will be staying with my 4 children again!!"
The price is ฿5,858
฿6,700 total
includes taxes & fees
29 Jun - 30 Jun
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, (1004)
"Fantastic hotel. Quiet, out of the way. I always enjoy staying here when visiting Sleepy Hollow/Tarrytown"
The price is ฿5,825
฿6,663 total
includes taxes & fees
29 Jun - 30 Jun
Courtyard by Marriott Tarrytown Westchester County
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG
Exterior

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

2.5 star property
9.2 out of 10, Wonderful, (1001)
"Wonderful views and breakfast!"
The price is ฿4,549
฿5,203 total
includes taxes & fees
2 Jul - 3 Jul
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG
Cambria Hotel White Plains - Downtown
Lobby

Cambria Hotel White Plains - Downtown

3.5 star property
9.4 out of 10, Exceptional, (1000)
"It was our first time in white plains. Hotel was awesome and plenty of shopping and dining in the area. Staff was awesome too. "
The price is ฿6,661
฿7,618 total
includes taxes & fees
13 Jul - 14 Jul
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, (1002)
"lovely boutique hotel."
The price is ฿3,240
฿4,592 total
includes taxes & fees
1 Jul - 2 Jul
Hotel Nyack, a JdV by Hyatt Hotel
The Abbey Inn & Spa
Bar (on property)

The Abbey Inn & Spa

4.0 star property
9.2 out of 10, Wonderful, (182)
"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, (499)
"Great experience, will highly recommend."
The price is ฿10,440
฿11,940 total
includes taxes & fees
30 Jun - 1 Jul
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, (1004)
"nice hotel"
The price is ฿3,867
฿4,500 total
includes taxes & fees
3 Jul - 4 Jul
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, (1008)
"It was comfortable in quiet area."
The price is ฿4,701
฿5,377 total
includes taxes & fees
3 Jul - 4 Jul
SpringHill Suites by Marriott Tarrytown Westchester County
Element Spring Valley
Lobby

Element Spring Valley

3.0 star property
8.8 out of 10, Excellent, (368)
"Very convenient and breakfast is good. "
The price is ฿4,292
฿4,995 total
includes taxes & fees
13 Jul - 14 Jul
Element Spring Valley
Baymont by Wyndham White Plains - Elmsford
Desk, laptop workspace, blackout curtains, iron/ironing board

Baymont by Wyndham White Plains - Elmsford

2.5 star property
8.2 out of 10, Very good, (1362)
"Great stay"
The price is ฿5,146
฿5,886 total
includes taxes & fees
20 Jul - 21 Jul
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, (1002)
"Great staff and very clean!"
The price is ฿5,125
฿5,708 total
includes taxes & fees
20 Jul - 21 Jul
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 ฿4,979
฿5,695 total
includes taxes & fees
13 Jul - 14 Jul
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 ฿5,536
฿6,331 total
includes taxes & fees
30 Jun - 1 Jul
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, (612)
"great stay! suite was very spacious and clean"
The price is ฿6,099
฿6,975 total
includes taxes & fees
13 Jul - 14 Jul
Residence Inn by Marriott White Plains Westchester County
Sonesta Simply Suites Nanuet
Terrace/patio

Sonesta Simply Suites Nanuet

2.5 star property
8.4 out of 10, Very good, (1009)
"Great location and room. Would stay again. "
The price is ฿3,505
฿4,079 total
includes taxes & fees
2 Jul - 3 Jul
Sonesta Simply Suites Nanuet
Tarrytown House Estate on the Hudson
Indoor pool, seasonal outdoor pool

Tarrytown House Estate on the Hudson

3.5 star property
8.0 out of 10, Very good, (1003)
"Stayed 1 night. What a beautiful hotel. Staff was very friendly, the grounds outside are stunning, well kept and very big. The rooms fit the ambiance. Lots of restaurants close by(car required) with cute shops. We definitely enjoyed our stay and would recommend."
The price is ฿4,833
฿6,183 total
includes taxes & fees
6 Jul - 7 Jul
Tarrytown House Estate on the Hudson
Sonesta White Plains Downtown
Indoor pool, pool loungers

Sonesta White Plains Downtown

4.0 star property
8.6 out of 10, Excellent, (1099)
"Great place"
The price is ฿6,059
฿7,865 total
includes taxes & fees
1 Jul - 2 Jul
Sonesta White Plains Downtown
FairBridge Inn Express Nyack
Reception

FairBridge Inn Express Nyack

2.0 star property
7.6 out of 10, Good, (1004)
"Stayed for one night, it was excellent and quiet. Breakfast was pretty good too. I'd stay again"
The price is ฿3,240
฿3,868 total
includes taxes & fees
30 Jun - 1 Jul
FairBridge Inn Express Nyack
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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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 33 hotels and other accommodations within a few miles for a convenient home base.

Where is the best place to stay close to Pleasant Square?

Hotel MOCA NYC is one of the top choices for your stay based on our traveller data, and this hotel offers free WiFi and flat-screen TVs. You'll find it 22 mi (35.4 km) from Pleasant Square. Other good options around the area include Radio Hotel and Night Hotel Broadway.

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

Expedia has 33 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.