Find hotels near Pleasant Square, Ossining from ₩128,028

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Compare 8,475 hotels close to Pleasant Square with room rates, reviews, and availability. Most hotels are fully refundable.

Windrose On Hudson

2.0 star property
8.0 out of 10, Very Good, (1)
"I regret I didn’t take pictures, but the scenery was beautiful"
The price is ₩311,685
₩347,141 total
includes taxes & fees
Jul 3 - Jul 4
Windrose On Hudson

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

2.5 star property
8.8 out of 10, Excellent, (812)
"Spotless, well appointed rooms, excellent location, superior staff."
The price is ₩243,632
₩278,654 total
includes taxes & fees
Jun 29 - Jun 30
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

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 ₩228,660
₩261,532 total
includes taxes & fees
Jul 20 - Jul 21
Courtyard by Marriott Tarrytown Westchester County

Westchester Marriott

4.5 star property
8.8 out of 10, Excellent, (311)
"The stay was great!"
The price is ₩241,318
₩276,006 total
includes taxes & fees
Jul 3 - Jul 4
Westchester Marriott

Cambria Hotel White Plains - Downtown

3.5 star property
9.4 out of 10, Exceptional, (1002)
"Staff at front desk were awesome. Hotel was clean and comfortable. Located in a great area. I would definitely stay here again, and recommend it to friends "
The price is ₩276,501
₩316,249 total
includes taxes & fees
Jul 13 - Jul 14
Cambria Hotel White Plains - Downtown

Hotel Nyack, a JdV by Hyatt Hotel

4.0 star property
8.4 out of 10, Very Good, (1012)
"lovely boutique hotel."
The price is ₩134,746
₩190,988 total
includes taxes & fees
Jul 20 - Jul 21
Hotel Nyack, a JdV by Hyatt Hotel

The Opus Westchester, Autograph Collection

5.0 star property
9.2 out of 10, Wonderful, (499)
"Great experience, will highly recommend."
The price is ₩431,722
₩493,781 total
includes taxes & fees
Jul 10 - Jul 11
The Opus Westchester, Autograph Collection

DoubleTree by Hilton Hotel Nanuet

4.0 star property
8.8 out of 10, Excellent, (1001)
"nice hotel"
The price is ₩172,380
₩200,608 total
includes taxes & fees
Jul 20 - Jul 21
DoubleTree by Hilton Hotel Nanuet

SpringHill Suites by Marriott Tarrytown Westchester County

3.0 star property
8.4 out of 10, Very Good, (1010)
"Location"
The price is ₩195,518
₩223,625 total
includes taxes & fees
Jul 6 - Jul 7
SpringHill Suites by Marriott Tarrytown Westchester County

Element Spring Valley

3.0 star property
8.8 out of 10, Excellent, (371)
"Great place , great breakfast, great staff!! "
The price is ₩194,633
₩226,503 total
includes taxes & fees
Jul 13 - Jul 14
Element Spring Valley

Baymont by Wyndham White Plains - Elmsford

2.5 star property
8.2 out of 10, Very Good, (1363)
"Great stay"
The price is ₩192,047
₩219,653 total
includes taxes & fees
Jun 29 - Jun 30
Baymont by Wyndham White Plains - Elmsford

Sheraton Tarrytown Hotel

3.5 star property
8.2 out of 10, Very Good, (1006)
"Convenient location, easy check in, good for access to multiple sights of interest. "
The price is ₩183,949
₩210,392 total
includes taxes & fees
Jul 20 - Jul 21
Sheraton Tarrytown Hotel

Hotel MTK Mount Kisco

3.0 star property
8.4 out of 10, Very Good, (1003)
"Clean, quiet, good sheets and pillows."
The price is ₩230,225
₩263,319 total
includes taxes & fees
Jul 6 - Jul 7
Hotel MTK Mount Kisco

Residence Inn by Marriott White Plains Westchester County

3.0 star property
8.6 out of 10, Excellent, (614)
"Excellent service and rooms"
The price is ₩242,270
₩277,096 total
includes taxes & fees
Jul 27 - Jul 28
Residence Inn by Marriott White Plains Westchester County

Sonesta Simply Suites Nanuet

2.5 star property
8.4 out of 10, Very Good, (1002)
"Great location and room. Would stay again. "
The price is ₩154,345
₩179,634 total
includes taxes & fees
Jul 2 - Jul 3
Sonesta Simply Suites Nanuet

Tarrytown House Estate

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 ₩149,909
₩198,525 total
includes taxes & fees
Jul 13 - Jul 14
Tarrytown House Estate

Sonesta White Plains Downtown

4.0 star property
8.6 out of 10, Excellent, (1104)
"Great place"
The price is ₩255,881
₩331,584 total
includes taxes & fees
Jun 30 - Jul 1
Sonesta White Plains Downtown

FairBridge Inn Express Nyack

2.0 star property
7.6 out of 10, Good, (1005)
"Stayed for one night, it was excellent and quiet. Breakfast was pretty good too. I'd stay again"
The price is ₩128,028
₩152,832 total
includes taxes & fees
Jul 10 - Jul 11
FairBridge Inn Express Nyack

Hampton Inn White Plains/Tarrytown

3.0 star property
7.8 out of 10, Good, (1043)
"Good location "
The price is ₩182,907
₩209,199 total
includes taxes & fees
Jul 6 - Jul 7
Hampton Inn White Plains/Tarrytown

West Gate Inn Nyack

3.0 star property
7.4 out of 10, Good, (1006)
"The breakfast is good and the rooms are clean."
The price is ₩176,925
₩202,363 total
includes taxes & fees
Jul 4 - Jul 5
West Gate Inn 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.

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?

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 Hotel MOCA NYC and Night Hotel Broadway.

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

Expedia has 33 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, Rockefeller State Park Preserve, or Rockland Lake State Park.