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Find hotels near Pleasant Square, Ossining from ￥16,891

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Jul 24 - Jul 26
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Jul 31 - Aug 2

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Our top choices for Pleasant Square hotels

Restaurant

1. Windrose On Hudson

Windrose On Hudson
3.0 star property
3.1 km from Pleasant Square
8.6 out of 10, Excellent, (193 reviews)
"Good stay overall."
United States
Faisal
The price is ￥27,733
￥30,887 total
includes taxes & fees
Aug 17 - Aug 18
Windrose On Hudson
House | 5 bedrooms

2. 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 ￥167,241
￥264,621 total
includes taxes & fees
Jul 29 - Jul 30
Summer Pool Oasis Custom Bar Arcade Pool Table
Exterior

3. 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 stay"
United States
Lorraine
The price is ￥16,683
￥19,079 total
includes taxes & fees
Aug 16 - Aug 17
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
Indoor pool, open 8:30 AM to 9:30 PM, sun loungers

4. 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, (1,172 reviews)
"Great jumping off point to get where we needed to go. Great breakfast! DiShaun at the front desk was great and the room was perfect!"
United States
Vivian
The price is ￥22,277
￥25,925 total
includes taxes & fees
Aug 16 - Aug 17
DoubleTree by Hilton Hotel Nanuet
Interior entrance

5. Hotel MTK Mount Kisco

Hotel MTK Mount Kisco
3.0 star property
13.2 km from Pleasant Square
8.6 out of 10, Excellent, (1,006 reviews)
"Place was great."
United States
Peter
The price is ￥23,853
￥27,282 total
includes taxes & fees
Aug 2 - Aug 3
Hotel MTK Mount Kisco
Free daily buffet breakfast

6. 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, (1,565 reviews)
"It was a great stay!"
United States
Dominique
The price is ￥19,456
￥22,252 total
includes taxes & fees
Aug 6 - Aug 7
Hampton Inn White Plains/Tarrytown
Property amenity

7. 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, (1,003 reviews)
"Really excellent hotel all around. Just as nice as a place far more expensive."
United States
Clara
The price is ￥23,329
￥26,682 total
includes taxes & fees
Aug 2 - Aug 3
Courtyard by Marriott Tarrytown Westchester County
Exterior

8. 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, (1,002 reviews)
"Second time I stayed here as a convenient location to easily get into NYC by train."
United States
merri
The price is ￥26,180
￥29,944 total
includes taxes & fees
Aug 2 - Aug 3
SpringHill Suites by Marriott Tarrytown Westchester County
Restaurant

9. 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, (1,190 reviews)
"Great hotel if you are in that area."
United States
Jacob Glauco
The price is ￥20,388
￥27,721 total
includes taxes & fees
Aug 10 - Aug 11
Hotel Nyack, a JdV by Hyatt Hotel
Standard Room, 1 King Bed | Premium bedding, desk, iron/ironing board, WiFi (free)

10. Ardsley Acres Hotel Westchester

Ardsley Acres Hotel Westchester
2.0 star property
17.1 km from Pleasant Square
8.8 out of 10, Excellent, (1,105 reviews)
"Always a great stay"
United States
Sylvia
The price is ￥19,913
￥22,778 total
includes taxes & fees
Jul 22 - Jul 23
Ardsley Acres Hotel Westchester
Exterior

11. Sonesta White Plains Downtown

Sonesta White Plains Downtown
4.0 star property
17 km from Pleasant Square
8.8 out of 10, Excellent, (1,327 reviews)
"Overall great stay. Food, bar, staff, room all nice"
United States
Charlie
The price is ￥26,400
￥35,584 total
includes taxes & fees
Aug 16 - Aug 17
Sonesta White Plains Downtown
Terrace/patio

12. Westchester Marriott

Westchester Marriott
4.5 star property
11.7 km from Pleasant Square
8.8 out of 10, Excellent, (592 reviews)
"Great hotel"
United States
Andy
The price is ￥30,552
￥34,945 total
includes taxes & fees
Aug 20 - Aug 21
Westchester Marriott
Free daily self-serve breakfast

13. 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, (1,008 reviews)
"Room was spacious and clean. My children enjoyed the pool and gym. Will definitely stay again."
United States
Silvia
The price is ￥21,082
￥24,113 total
includes taxes & fees
Jul 28 - Jul 29
Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG
Exterior

14. The Abbey Inn & Spa

The Abbey Inn & Spa
4.0 star property
15.6 km from Pleasant Square
9.2 out of 10, Wonderful, (259 reviews)
"The service was exceptional, room was amazing and very clean. Property is stunning and the spa was lovely. The restaurant in the hotel was delicious too. I highly recommend for a getaway!"
United States
Izabella
The price is ￥45,557
￥59,540 total
includes taxes & fees
Aug 2 - Aug 3
The Abbey Inn & Spa
Pool views, open daily

15. HYATT house White Plains

HYATT house White Plains
3.0 star property
19.6 km from Pleasant Square
8.8 out of 10, Excellent, (1,117 reviews)
"Excellent location, comfortable rooms, and very good breakfast."
United States
Patrick
The price is ￥26,814
￥30,670 total
includes taxes & fees
Aug 9 - Aug 10
HYATT house White Plains
Lobby

16. 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, (502 reviews)
"Our room was clean and spacious. The staff was very kind and helped with anything we needed. Would stay here again!"
United States
Michael
The price is ￥22,574
￥26,270 total
includes taxes & fees
Aug 16 - Aug 17
Element by Marriott Spring Valley
View from property

17. Residence Inn Orangeburg

Residence Inn Orangeburg
3.0 star property
15.4 km from Pleasant Square
8.8 out of 10, Excellent, (1,001 reviews)
"Clean up room and excellent staff."
United States
Maria
The price is ￥24,718
￥27,531 total
includes taxes & fees
Aug 13 - Aug 14
Residence Inn Orangeburg
Lobby

18. Sheraton Tarrytown Hotel

Sheraton Tarrytown Hotel
3.5 star property
11.4 km from Pleasant Square
8.4 out of 10, Very Good, (1,001 reviews)
"Have stayed at this location many times before friendly and knowledgeable staff. Nice and clean rooms will stay there next time when in Whiteplains."
United States
SANDRA
The price is ￥23,345
￥26,701 total
includes taxes & fees
Aug 2 - Aug 3
Sheraton Tarrytown Hotel
Lobby

19. Hilton Garden Inn Westchester Dobbs Ferry, NY

Hilton Garden Inn Westchester Dobbs Ferry, NY
3.0 star property
17.7 km from Pleasant Square
8.4 out of 10, Very Good, (1,012 reviews)
"Great place to stay"
United States
william
The price is ￥19,855
￥22,709 total
includes taxes & fees
Aug 9 - Aug 10
Hilton Garden Inn Westchester Dobbs Ferry, NY
Free daily on-the-go breakfast

20. FairBridge Inn Express Nyack

FairBridge Inn Express Nyack
2.0 star property
9.8 km from Pleasant Square
7.8 out of 10, Good, (1,006 reviews)
"Clean room, Breakfast"
United States
Jorge
The price is ￥14,149
￥16,891 total
includes taxes & fees
Jul 28 - Jul 29
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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Top Pleasant Square Hotel Reviews

Harmony Suites

Harmony Suites

8/10 Good
"Great hotel."
Jayamala 2-night trip
Posted less than an hour ago
Harmony Suites

Hotels near other Pleasant Square attractions

Merchants Square

9.0/10 (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 family-friendly 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 43 hotels and other accommodations within a few miles for a convenient home base.
Where is the best place to stay close to Pleasant Square?
Highbridge Hotel is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and a fitness center. You'll find it 22.7 mi (36.5 km) from Pleasant Square. Other good options around the area include Night Hotel Broadway and Arthouse Hotel New York City.
How many hotels can I expect to find near Pleasant Square?
Expedia has 43 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 Louis Engel Waterfront Park.