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Find hotels near Pleasant Square, Ossining from NT$4,218

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Oct 30 - Nov 1
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Nov 6 - Nov 8

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Our top choices for Pleasant Square hotels

A spacious indoor area with large windows, modern furniture, and a view of a landscaped outdoor area.

1. Windrose On Hudson

Windrose On Hudson
3.0 star property
3.1 km from Pleasant Square
8.6 out of 10, Excellent, (273 reviews)
"We had a wonderful stay at the Windrose on Hudson!! What a beautiful place! The facilities are very nice and the grounds are amazing!"
United States
Margaret
The price is NT$4,924
NT$5,484 total
includes taxes & fees
Nov 15 - Nov 16
Windrose On Hudson
Indoor pool

2. 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, (1,186 reviews)
"Friendly helpful staff. Clean room with very comfortable bed. Wonderful restaurant food."
United States
Barbara
The price is NT$4,127
NT$4,803 total
includes taxes & fees
Nov 22 - Nov 23
DoubleTree by Hilton Hotel Nanuet
A spacious hotel lobby with a modern design, featuring a large seating area, a dining table, and large windows providing views of the outdoors.

3. Element by Marriott Spring Valley

Element by Marriott Spring Valley
3.0 star property
14.8 km from Pleasant Square
9.0 out of 10, Wonderful, (551 reviews)
"The room was clean (except for our kitchen sink which they came back and cleaned), spacious and beds were comfortable. We enjoyed the 24hr tea and coffee, the gym and breakfast also! Would definitely stay again."
United States
Danielle
The price is NT$4,367
NT$5,082 total
includes taxes & fees
Nov 22 - Nov 23
Element by Marriott Spring Valley
A buffet with various food items, including omelets and baked goods, served in metal containers.

4. 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, (1,004 reviews)
"Very clean, great staff, great breakfast."
United States
John
The price is NT$4,139
NT$4,734 total
includes taxes & fees
Nov 22 - Nov 23
Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG
A modern hotel lobby with a kitchen area, seating arrangements, and large windows offering a view of the outdoors.

5. Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford
2.5 star property
10.9 km from Pleasant Square
8.2 out of 10, Very good, (1,897 reviews)
"Really close to everything to do in Sleepy Hollow for a great price and very nice!"
United States
Amanda
The price is NT$4,356
NT$4,982 total
includes taxes & fees
Nov 1 - Nov 2
Baymont by Wyndham White Plains - Elmsford
A hotel room with a wooden headboard, a bedside table with a lamp, and a bed with white bedding and pillows.

6. Ardsley Acres Hotel Westchester

Ardsley Acres Hotel Westchester
2.0 star property
17.1 km from Pleasant Square
8.8 out of 10, Excellent, (1,250 reviews)
"Great Stay"
United States
Wendell
The price is NT$4,064
NT$4,647 total
includes taxes & fees
Nov 22 - Nov 23
Ardsley Acres Hotel Westchester
A modern lobby with seating areas, a fireplace, and a flat-screen TV mounted on the wall.

7. 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)
"Very conveniently located hotel, and great service"
United States
Anthony
The price is NT$6,211
NT$7,104 total
includes taxes & fees
Nov 23 - Nov 24
Cambria Hotel & Suites - White Plains Downtown
An outdoor seating area with wicker chairs and tables, surrounded by greenery and a modern lamp structure.

8. Westchester Marriott

Westchester Marriott
4.5 star property
11.7 km from Pleasant Square
8.8 out of 10, Excellent, (681 reviews)
"Great stay, clean and close to Sleepy Hollow. Would return again!"
United States
Karrie
The price is NT$5,833
NT$6,672 total
includes taxes & fees
Nov 22 - Nov 23
Westchester Marriott
A modern kitchen with a central island, bar stools, a fireplace, and a contemporary pendant light.

9. 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, (1,000 reviews)
"Very clean property with pleasant staff."
United States
Syble
The price is NT$4,937
NT$5,647 total
includes taxes & fees
Nov 15 - Nov 16
Courtyard by Marriott Tarrytown Westchester County
A modern bar area with a bar counter, multiple stools, and a seating area with a sofa and chairs.

10. 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, (1,321 reviews)
"Nice hotel easy access from highway."
United States
Liana
The price is NT$3,454
NT$4,834 total
includes taxes & fees
Nov 22 - Nov 23
Hotel Nyack, a JdV by Hyatt Hotel
A spacious lobby with a red sofa, green armchairs, a fireplace, and a staircase leading to an upper level.

11. Hotel MTK Mount Kisco

Hotel MTK Mount Kisco
3.0 star property
13.2 km from Pleasant Square
8.6 out of 10, Excellent, (1,000 reviews)
"This hotel served our purposes very well."
United States
Joseph
The price is NT$4,569
NT$5,226 total
includes taxes & fees
Nov 9 - Nov 10
Hotel MTK Mount Kisco
A spacious lobby with a reception desk, sofas, and a coffee table. There are multiple seating areas and a large window providing natural light.

12. Sheraton Tarrytown Hotel

Sheraton Tarrytown Hotel
3.5 star property
11.4 km from Pleasant Square
8.4 out of 10, Very good, (1,000 reviews)
"Nice stay"
United States
Kerry-Anna
The price is NT$4,406
NT$5,039 total
includes taxes & fees
Nov 22 - Nov 23
Sheraton Tarrytown Hotel
A hotel patio with outdoor seating, a fire pit, and a covered area with glass doors.

13. Residence Inn Orangeburg

Residence Inn Orangeburg
3.0 star property
15.4 km from Pleasant Square
8.8 out of 10, Excellent, (1,003 reviews)
"Great property!! Great staff!! Clean and lots of room!!"
United States
KAREN
The price is NT$4,794
NT$5,340 total
includes taxes & fees
Nov 8 - Nov 9
Residence Inn Orangeburg
A modern reception area with a wooden reception desk, a blue accent wall, and a large glass door leading to an outdoor seating area.

14. 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
8.8 out of 10, Excellent, (1,000 reviews)
"Great stay"
United States
Sean P.
The price is NT$4,497
NT$5,144 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
A modern kitchen with a large island, bar stools, a flat-screen TV, and a stone backsplash.

15. Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown
3.0 star property
12 km from Pleasant Square
7.8 out of 10, Good, (1,716 reviews)
"Great location to sleepy hollow. The breakfast was very good and the staff was very nice"
United States
Robin
The price is NT$3,688
NT$4,218 total
includes taxes & fees
Nov 22 - Nov 23
Hampton Inn White Plains/Tarrytown
An outdoor seating area with modern furniture, a fire pit, and ambient lighting.

16. Sonesta White Plains Downtown

Sonesta White Plains Downtown
4.0 star property
17 km from Pleasant Square
9.0 out of 10, Wonderful, (1,359 reviews)
"Well, maintained property and great location!"
United States
Laura
The price is NT$4,783
NT$6,548 total
includes taxes & fees
Nov 22 - Nov 23
Sonesta White Plains Downtown
A breakfast area with multiple tables and chairs, a kitchen area with appliances, and a sign for Daybreak Breakfast.

17. Days Inn by Wyndham Elmsford / White Plains

Days Inn by Wyndham Elmsford / White Plains
2.0 star property
12.4 km from Pleasant Square
7.4 out of 10, Good, (1,017 reviews)
"Great place to stay, extremely friendly and helpful staff"
United States
Frankie
The price is NT$3,862
NT$4,417 total
includes taxes & fees
Nov 4 - Nov 5
Days Inn by Wyndham Elmsford / White Plains
A modern hotel lobby with a dining area, seating, and a large window offering a view of greenery.

18. 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, (1,000 reviews)
"Room was clean and staff were super friendly. Amenities were what you would expect from a great hotel, no complaints on this end !"
United States
Mustafa
The price is NT$4,390
NT$5,021 total
includes taxes & fees
Nov 22 - Nov 23
Hilton Garden Inn Westchester Dobbs Ferry, NY
A spacious lounge area with comfortable seating, a bar with a well-stocked shelf, and a modern ceiling design.

19. HYATT house White Plains

HYATT house White Plains
3.0 star property
19.6 km from Pleasant Square
8.8 out of 10, Excellent, (1,198 reviews)
"Wonderful stay"
United States
Brandi
The price is NT$5,771
NT$6,600 total
includes taxes & fees
Nov 15 - Nov 16
HYATT house White Plains
A hotel entrance with a sign reading "SONESTA Simply Suites".

20. Sonesta Simply Suites Nanuet

Sonesta Simply Suites Nanuet
2.5 star property
15.1 km from Pleasant Square
8.4 out of 10, Very good, (1,227 reviews)
"Good location & acceptable for a convenient overnight while traveling."
United States
Susan
The price is NT$3,814
NT$4,439 total
includes taxes & fees
Nov 12 - Nov 13
Sonesta Simply Suites Nanuet
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
A spacious indoor area with large windows, modern furniture, and a view of a landscaped outdoor area.
Windrose On Hudson
3.0 star property
8.6
Excellent
273 reviews
View
Indoor pool
DoubleTree by Hilton Hotel Nanuet
4.0 star property
9.0
Wonderful
1,186 reviews
View
A spacious hotel lobby with a modern design, featuring a large seating area, a dining table, and large windows providing views of the outdoors.
Element by Marriott Spring Valley
3.0 star property
9.0
Wonderful
551 reviews
View
A buffet with various food items, including omelets and baked goods, served in metal containers.
Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG
2.5 star property
9.2
Wonderful
1,004 reviews
View
A modern hotel lobby with a kitchen area, seating arrangements, and large windows offering a view of the outdoors.
Baymont by Wyndham White Plains - Elmsford
2.5 star property
8.2
Very good
1,897 reviews
View

Top Pleasant Square Hotel Reviews

Lotte New York Palace

Lotte New York Palace

10/10 Excellent
"Great location and nice hotel!"
Jennifer 3-night trip
Posted 1 hour ago
Lotte New York Palace

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 quaint 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 36 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 (35.5 km) from Pleasant Square. Other good options around the area include Night Hotel Broadway and Hotel Belleclaire Central Park, a Small Luxury Hotel.
How many hotels can I expect to find near Pleasant Square?
Expedia has 36 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. Van Cortlandt Manor, Sleepy Hollow Cemetery, and Old Dutch Church of Sleepy Hollow 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.

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