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Find hotels near Pleasant Square, Ossining from AED 408

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Check prices for these dates

This weekend
7 Aug - 9 Aug
Next weekend
14 Aug - 16 Aug

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Our top choices for Pleasant Square hotels

Room, 1 Queen Bed, Mobility Accessible | Desk, laptop workspace, iron/ironing board, cribs (free)

1. Windrose On Hudson

Windrose On Hudson
3.0 star property
3.1 km from Pleasant Square
8.6 out of 10, Excellent, (212 reviews)
"The hotel have a beautiful surroundings and view of the river and mountains. Clean room and helpful staff."
United States
Mitchell
The price is AED 696
AED 776 total
includes taxes & fees
18 Aug - 19 Aug
Windrose On Hudson
Exterior

2. 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, (1,004 reviews)
"Great stay"
United States
Lorraine
The price is AED 455
AED 521 total
includes taxes & fees
2 Sep - 3 Sep
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
Property amenity

3. 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, (1,001 reviews)
"Really excellent hotel all around. Just as nice as a place far more expensive."
United States
Clara
The price is AED 591
AED 676 total
includes taxes & fees
13 Aug - 14 Aug
Courtyard by Marriott Tarrytown Westchester County
Exterior

4. SpringHill Suites by Marriott Tarrytown Westchester County

SpringHill Suites by Marriott Tarrytown Westchester County
3.0 star property
11.2 km from Pleasant Square
8.8 out of 10, Excellent, (1,008 reviews)
"Good area, friendly staff, clean"
United States
Justin
The price is AED 559
AED 639 total
includes taxes & fees
10 Aug - 11 Aug
SpringHill Suites by Marriott Tarrytown Westchester County
Terrace/patio

5. Westchester Marriott

Westchester Marriott
4.5 star property
11.7 km from Pleasant Square
8.8 out of 10, Excellent, (611 reviews)
"Enjoyed our stay! The place is very well maintained, good food, drinks and friendly staff."
United States
Brygida
The price is AED 615
AED 703 total
includes taxes & fees
6 Aug - 7 Aug
Westchester Marriott
Interior

6. Cambria Hotel & Suites - White Plains Downtown

Cambria Hotel & Suites - White Plains Downtown
3.5 star property
16.5 km from Pleasant Square
9.4 out of 10, Exceptional, (1,007 reviews)
"Great stay"
United States
Matthew
The price is AED 673
AED 770 total
includes taxes & fees
27 Aug - 28 Aug
Cambria Hotel & Suites - White Plains Downtown
Indoor pool, open 8:30 AM to 9:30 PM, sun loungers

7. 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, (1,183 reviews)
"Nice stay. A complimentary breakfast would me a nice addition"
United States
Paul
The price is AED 449
AED 522 total
includes taxes & fees
16 Aug - 17 Aug
DoubleTree by Hilton Hotel Nanuet
Exterior

8. The Abbey Inn & Spa

The Abbey Inn & Spa
4.0 star property
15.6 km from Pleasant Square
9.2 out of 10, Wonderful, (265 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 AED 1,064
AED 1,385 total
includes taxes & fees
30 Aug - 31 Aug
The Abbey Inn & Spa
Exterior

9. The Opus Westchester, Autograph Collection

The Opus Westchester, Autograph Collection
5.0 star property
16.4 km from Pleasant Square
9.2 out of 10, Wonderful, (574 reviews)
"Amazing stay. Will be visiting again. "
United States
Vann
The price is AED 1,172
AED 1,466 total
includes taxes & fees
3 Sep - 4 Sep
The Opus Westchester, Autograph Collection
Free daily self-serve breakfast

10. 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, (1,785 reviews)
"Everything was wonderful will stay there again"
United States
Cason
The price is AED 465
AED 532 total
includes taxes & fees
30 Aug - 31 Aug
Baymont by Wyndham White Plains - Elmsford
Lobby

11. Sheraton Tarrytown Hotel

Sheraton Tarrytown Hotel
3.5 star property
11.4 km from Pleasant Square
8.4 out of 10, Very Good, (1,003 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 AED 526
AED 602 total
includes taxes & fees
16 Aug - 17 Aug
Sheraton Tarrytown Hotel
Free daily self-serve breakfast

12. 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, (1,006 reviews)
"Clean, easy, great breakfast, nice surroundings."
United States
David
The price is AED 555
AED 634 total
includes taxes & fees
2 Sep - 3 Sep
Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG
Interior entrance

13. Hotel MTK Mount Kisco

Hotel MTK Mount Kisco
3.0 star property
13.2 km from Pleasant Square
8.6 out of 10, Excellent, (1,007 reviews)
"The staff was super friendly!"
United States
Ellen
The price is AED 539
AED 617 total
includes taxes & fees
16 Aug - 17 Aug
Hotel MTK Mount Kisco
Lobby

14. 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, (507 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 AED 511
AED 594 total
includes taxes & fees
16 Aug - 17 Aug
Element by Marriott Spring Valley
Exterior

15. Tarrytown House Estate

Tarrytown House Estate
3.5 star property
12.5 km from Pleasant Square
8.2 out of 10, Very Good, (1,218 reviews)
"Great stay, beautiful property. Look forward to coming again!"
United States
Jennifer
The price is AED 657
AED 844 total
includes taxes & fees
30 Aug - 31 Aug
Tarrytown House Estate
Exterior

16. Sonesta White Plains Downtown

Sonesta White Plains Downtown
4.0 star property
17 km from Pleasant Square
8.8 out of 10, Excellent, (1,334 reviews)
"This property is beautiful! Great stay from start to finish."
United States
Sarah
The price is AED 661
AED 878 total
includes taxes & fees
23 Aug - 24 Aug
Sonesta White Plains Downtown
Free daily on-the-go breakfast

17. FairBridge Inn Express Nyack

FairBridge Inn Express Nyack
2.0 star property
9.8 km from Pleasant Square
7.8 out of 10, Good, (1,003 reviews)
"Clean room grate staff very good breakfast"
United States
Reign
The price is AED 342
AED 408 total
includes taxes & fees
9 Aug - 10 Aug
FairBridge Inn Express Nyack
Standard Room, 1 King Bed | Premium bedding, desk, iron/ironing board, WiFi (free)

18. Ardsley Acres Hotel Westchester

Ardsley Acres Hotel Westchester
2.0 star property
17.1 km from Pleasant Square
8.8 out of 10, Excellent, (1,112 reviews)
"Everything was excellent, clean quiet great stay"
United States
Matthew
The price is AED 450
AED 515 total
includes taxes & fees
6 Aug - 7 Aug
Ardsley Acres Hotel Westchester
Exterior

19. Residence Inn by Marriott White Plains Westchester County

Residence Inn by Marriott White Plains Westchester County
3.0 star property
16.1 km from Pleasant Square
8.6 out of 10, Excellent, (722 reviews)
"I liked everything"
United States
John
The price is AED 705
AED 807 total
includes taxes & fees
23 Aug - 24 Aug
Residence Inn by Marriott White Plains Westchester County
Free daily buffet breakfast

20. 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, (1,596 reviews)
"It was a great stay!"
United States
Dominique
The price is AED 416
AED 475 total
includes taxes & fees
23 Aug - 24 Aug
Hampton Inn White Plains/Tarrytown
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.
View all properties

Compare popular hotels close to Pleasant Square

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
Room, 1 Queen Bed, Mobility Accessible | Desk, laptop workspace, iron/ironing board, cribs (free)
Windrose On Hudson
3.0 star property
8.6
Excellent
212 reviews
View
Exterior
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
2.5 star property
9.0
Wonderful
1,004 reviews
View
Property amenity
Courtyard by Marriott Tarrytown Westchester County
3.0 star property
9.0
Wonderful
1,001 reviews
View
Exterior
SpringHill Suites by Marriott Tarrytown Westchester County
3.0 star property
8.8
Excellent
1,008 reviews
View
Terrace/patio
Westchester Marriott
4.5 star property
8.8
Excellent
611 reviews
View

Top Pleasant Square Hotel Reviews

ROW NYC

ROW NYC

10/10 Excellent
"Excellent"
Jose 3-night trip
Posted less than an hour ago
ROW NYC

Other attractions near Pleasant Square

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 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?
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 46 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.