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Our top choices for Pleasant Square hotels

A spacious indoor area with a long row of chairs, a blue sofa, and a wooden table.
A gym with treadmills, a red carpet, and exercise equipment.
A conference room with multiple tables and chairs, a projector, and a presentation screen.
A hotel room with a bed, a desk, a chair, and a view of the outside.

1. Windrose On Hudson

Windrose On Hudson
1.9 mi from Pleasant Square
United States
Rachel
$164 nightly
$183 total
Nov 8 - Nov 9
Total with taxes and fees
Windrose On Hudson
A spacious lobby with a modern design, featuring a seating area with sofas and armchairs, a decorative wall panel, and a large window providing natural light.
A hotel lobby with a reception desk, seating area, and a large window allowing natural light.
A modern restaurant interior with a bar area, seating, and a dessert display.
A hotel room with a large bed, a bedside table with a lamp, a TV, and a bathroom with a mirror and sink.

2. DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet
8.5 mi from Pleasant Square
United States
Linda
$135 nightly
$157 total
Oct 27 - Oct 28
Total with taxes and fees
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.
An outdoor patio with stone walls, a fire pit, and seating.
A modern kitchen with a central island, bar stools, wooden cabinets, and pendant lighting.
A multi-story hotel with a modern design, featuring a prominent logo on the facade.

3. Element by Marriott Spring Valley

Element by Marriott Spring Valley
9.2 mi from Pleasant Square
United States
Danielle
$143 nightly
$166 total
Oct 26 - Oct 27
Total with taxes and fees
Element by Marriott Spring Valley
An outdoor seating area with wicker chairs and tables, surrounded by greenery and a modern lamp structure.
A modern lobby with a reception desk, seating area, and a kitchen in the background.
Lounge
A bar area with a long counter, multiple shelves with bottles, and several bar stools.

4. Westchester Marriott

Westchester Marriott
7.3 mi from Pleasant Square
United States
Karrie
$197 nightly
$225 total
Nov 8 - Nov 9
Total with taxes and fees
Westchester Marriott
A modern lobby with seating areas, a fireplace, and a flat-screen TV mounted on the wall.
A modern hotel lobby with a large sofa, dining area, and large windows offering city views.
A modern lobby with a reception desk, seating area, and a decorative wall.
A modern bar area with a bar counter, seating, and a colorful mural.

5. Cambria Hotel & Suites - White Plains Downtown

Cambria Hotel & Suites - White Plains Downtown
10.2 mi from Pleasant Square
United States
Christine
$191 nightly
$219 total
Nov 8 - Nov 9
Total with taxes and fees
Cambria Hotel & Suites - White Plains Downtown
A hotel patio with outdoor seating, a fire pit, and a covered area with glass doors.
A modern lobby with a fireplace, bookshelves, and a seating area.
A modern living room with a fireplace, a bookshelf, and comfortable seating.
Lobby

6. Residence Inn Orangeburg

Residence Inn Orangeburg
9.5 mi from Pleasant Square
United States
KAREN
$139 nightly
$154 total
Nov 8 - Nov 9
Total with taxes and fees
Residence Inn Orangeburg
A modern hotel lobby with a kitchen area, seating arrangements, and large windows offering a view of the outdoors.
A hotel corridor with a patterned carpet, a railing, and a reception desk with a glass partition.
A hotel room with a large bed, a desk, and a chair. There is a window with curtains and a wall with a geometric patterned design.
An indoor swimming pool with a glass ceiling, clear signage indicating depth, and lounge chairs along the sides.

7. Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford
6.7 mi from Pleasant Square
United States
Amanda
$135 nightly
$155 total
Nov 1 - Nov 2
Total with taxes and fees
Baymont by Wyndham White Plains - Elmsford
A spacious lobby with a red sofa, green armchairs, a fireplace, and a staircase leading to an upper level.
A spacious restaurant with high tables and stools, a bar area, and a television screen displaying a sports game.
An outdoor patio area with tables and chairs, red umbrellas, and flower planters.
A spacious lobby with a red sofa set, a fireplace, and a staircase leading to an upper level.

8. Hotel MTK Mount Kisco

Hotel MTK Mount Kisco
8.2 mi from Pleasant Square
United States
eric w
$147 nightly
$168 total
Nov 16 - Nov 17
Total with taxes and fees
Hotel MTK Mount Kisco
A hotel room with a wooden headboard, a bedside table with a lamp, and a bed with white bedding and pillows.
A reception area with a wooden reception desk, a bulletin board with various items, and an exit sign.
A sign for Ardsley Acres Hotel Court with a landscaped garden in the background.
A motel with a gazebo in the front lawn, a signboard, and several parked cars.

9. Ardsley Acres Hotel Westchester

Ardsley Acres Hotel Westchester
10.6 mi from Pleasant Square
United States
David
$121 nightly
$138 total
Nov 16 - Nov 17
Total with taxes and fees
Ardsley Acres Hotel Westchester
A modern reception area with a wooden reception desk, a blue accent wall, and a large glass door leading to an outdoor seating area.
A hotel room with two beds, a blue sofa, a wooden coffee table, and a painting on the wall.
An indoor swimming pool with a tiled floor, a ceiling with a grid pattern, and a view of greenery outside.
A Holiday Inn Express & Suites hotel with a modern design, featuring a covered entrance and American flags.

10. Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
5.3 mi from Pleasant Square
United States
Tammy
$142 nightly
$162 total
Nov 15 - Nov 16
Total with taxes and fees
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
An outdoor seating area with modern furniture, a fire pit, and ambient lighting.
An indoor swimming pool with clear water, surrounded by lounge chairs and a seating area.
A modern bar area with a long counter, multiple stools, and a bar stocked with bottles.
A hotel entrance with a glass door, a blue-lit entrance, and a skylight above.

11. Sonesta White Plains Downtown

Sonesta White Plains Downtown
10.5 mi from Pleasant Square
United States
Andrew
$206 nightly
$235 total
Nov 8 - Nov 9
Total with taxes and fees
Sonesta White Plains Downtown
A spacious lounge area with comfortable seating, a bar with a well-stocked shelf, and a modern ceiling design.
A spacious lobby with seating areas, a reception desk, and a large plant.
A spacious dining area with multiple seating options including booths and tables, a kitchen area in the background, and a modern interior design.
An outdoor patio area with a fire pit, sofas, and umbrellas.

12. HYATT house White Plains

HYATT house White Plains
12.2 mi from Pleasant Square
United States
Laura Rebeca
$178 nightly
$203 total
Nov 8 - Nov 9
Total with taxes and fees
HYATT house White Plains
A hotel with a modern facade, a prominent signage for SpringHill Suites Marriott, and a covered entrance area with seating.
A buffet setup with various food items, a coffee station, and seating area.
A bar area with a long counter, multiple chairs, and a television mounted on the wall.
A modern living room with two orange patterned armchairs, a glass coffee table, a flat-screen TV mounted above a fireplace, and a magazine on the table.

13. SpringHill Suites by Marriott Tarrytown Westchester County

SpringHill Suites by Marriott Tarrytown Westchester County
6.9 mi from Pleasant Square
United States
Warren
$156 nightly
$178 total
Oct 29 - Oct 30
Total with taxes and fees
SpringHill Suites by Marriott Tarrytown Westchester County
A modern hotel entrance with a glass door, a car parked outside, and a well-lit pathway leading to the entrance.
A modern lounge area with sofas, armchairs, and a bar.
An indoor swimming pool with multiple lounge chairs and a skylight.
A modern hotel room with a flat-screen TV, a sofa, a round coffee table, a bed, and a small side table.

14. The Opus Westchester, Autograph Collection

The Opus Westchester, Autograph Collection
10.2 mi from Pleasant Square
United States
patricia
$329 nightly
$376 total
Oct 25 - Oct 26
Total with taxes and fees
The Opus Westchester, Autograph Collection
A modern kitchen with a central island, bar stools, a fireplace, and a contemporary pendant light.
A modern interior with a dark wall, a wooden reception desk, a refrigerator stocked with beverages, shelves with snacks, and a large vase with orange flowers.
A modern cafe with multiple seating options including tables, chairs, and sofas.
A modern hotel lobby with a large digital display on the wall, a reception desk, a comfortable seating area with a sofa and cushions, and a clean, tiled floor.

15. Courtyard by Marriott Tarrytown Westchester County

Courtyard by Marriott Tarrytown Westchester County
6.8 mi from Pleasant Square
United States
Beth
$152 nightly
$174 total
Nov 1 - Nov 2
Total with taxes and fees
Courtyard by Marriott Tarrytown Westchester County
A modern hotel lobby with a dining area, seating, and a large window offering a view of greenery.
A balcony with wicker furniture and a white perforated table, overlooking a modern building and a clear sky.
A bar area with teal chairs, a large TV screen, and shelves with bottles and glasses.
A modern hotel reception area with a wooden reception desk, a sign reading "Hilton Honors," and a seating area with a patterned floor.

16. Hilton Garden Inn Westchester Dobbs Ferry, NY

Hilton Garden Inn Westchester Dobbs Ferry, NY
11 mi from Pleasant Square
United States
Mustafa
$135 nightly
$155 total
Nov 1 - Nov 2
Total with taxes and fees
Hilton Garden Inn Westchester Dobbs Ferry, NY
A modern kitchen with a large island, bar stools, a flat-screen TV, and a stone backsplash.
A lobby with teal patterned chairs, a fireplace, and a flat-screen TV mounted above it.
A snack and beverage vending area with a refrigerator and shelves stocked with various snacks and drinks.
A gym with treadmills, elliptical machines, and weightlifting equipment.

17. Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown
7.4 mi from Pleasant Square
United States
James
$122 nightly
$140 total
Nov 1 - Nov 2
Total with taxes and fees
Hampton Inn White Plains/Tarrytown
A large building with a fountain in the center surrounded by a circular flower bed.
A spacious room with large windows, ceiling fans, and a skylight.
A fountain with multiple tiers, benches, and a building with a distinctive architectural style and purple flowering vines.
A large, multi-story hotel with a symmetrical facade, multiple windows, and a central entrance with a portico.

18. Hilton Pearl River

Hilton Pearl River
10.8 mi from Pleasant Square
United States
Solomon
$225 nightly
$250 total
Oct 26 - Oct 27
Total with taxes and fees
Hilton Pearl River
A checkered floor, a potted plant, and two metal ladders in a room with large windows.
A hotel lobby with a sofa, armchairs, a glass table, and lamps.
A modern office space with a large desk, multiple printers, and comfortable seating.
A restaurant with a counter, stools, and a menu board.

19. West Gate Inn Nyack

West Gate Inn Nyack
5.9 mi from Pleasant Square
United States
Stuart
$97 nightly
$111 total
Nov 8 - Nov 9
Total with taxes and fees
West Gate Inn Nyack
A hotel room with a sofa, a coffee table, a TV, a desk, and a bed.
A coffee station with multiple coffee dispensers, a hot water station, and various coffee products on shelves.
A coffee station with two coffee machines and a variety of coffee pods and cups.
A hotel room with a patterned sofa, a small ottoman, a desk with two chairs, a microwave, a wine bottle, and a framed picture on the wall.

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

Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG
8.9 mi from Pleasant Square
United States
Edwin
$131 nightly
$150 total
Nov 15 - Nov 16
Total with taxes and fees
Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG
View all properties

Compare popular hotels close to Pleasant Square

Property
Star rating
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
A spacious indoor area with a long row of chairs, a blue sofa, and a wooden table.
Windrose On Hudson
8.6
Excellent
264 reviews
View
A spacious lobby with a modern design, featuring a seating area with sofas and armchairs, a decorative wall panel, and a large window providing natural light.
DoubleTree by Hilton Hotel Nanuet
9.0
Wonderful
1,184 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
9.0
Wonderful
549 reviews
View
An outdoor seating area with wicker chairs and tables, surrounded by greenery and a modern lamp structure.
Westchester Marriott
9.0
Wonderful
674 reviews
View
A modern lobby with seating areas, a fireplace, and a flat-screen TV mounted on the wall.
Cambria Hotel & Suites - White Plains Downtown
9.4
Exceptional
1,002 reviews
View

Top Pleasant Square Hotel Reviews

Hyatt Regency Times Square

Hyatt Regency Times Square

10/10 Excellent
"The Hyatt Regency was amazing from the cleanliness of the property, excellent staff room size was very spacious our entire stay was fabulous. we are definitely staying at Hyatt Regency every chance we get when we are in New York City.!"
Jacqueline 1-night trip
Posted less than an hour ago
Hyatt Regency Times Square
Pod Times Square

Pod Times Square

10/10 Excellent
"Compact but well organized room"
Maria 5-night trip
Posted less than an hour ago
Pod Times Square
ROW NYC

ROW NYC

8/10 Good
"My bathroom door had a hole in it. But otherwise it’s not a bad place."
Anthony 2-night trip
Posted 1 hour ago
ROW NYC
Capital Hotel

Capital Hotel

8/10 Good
"Clean room and easy check-in process. The bed is a little higher than you expect, and the sheets can be too tight and slip off sometimes, but it’s still a comfortable sleep in a good location for a reasonable price."
Ronald 3-night trip
Posted 3 hours ago
Capital Hotel
Hotel Edison Times Square

Hotel Edison Times Square

10/10 Excellent
"Everything was outstanding. Every staff member was very accommodating from the moment we pulled up in front of the hotel. We were greeted with a hardy smile and welcome. Checking in and out was seamless. The security team was on point and helpful without being over bearing. The maid service on the floor was very attentive. The location speaks for itself, near everything and easy to access. Will definitely be back and will highly recommend to family and friends."
John 1-night trip
Posted 3 hours ago
Hotel Edison Times Square
The Belvedere Hotel

The Belvedere Hotel

10/10 Excellent
"My husband and I enjoyed our stay at the Belvedere. Great location in a beautiful hotel celebrating 100 years. We were greeted at the door and service was excellent."
Sharon 1-night trip
Posted 7 hours ago
The Belvedere Hotel
Hotel Belleclaire Central Park, a Small Luxury Hotel

Hotel Belleclaire Central Park, a Small Luxury Hotel

10/10 Excellent
"Clean, well-maintained hotel in a nice neighborhood on the upper west side. Short walk to the subway and Central Park. We enjoyed the bar inside the hotel and the coffee shop next door. We would consider staying there again."
Lee 2-night trip
Posted 9 hours ago
Hotel Belleclaire Central Park, a Small Luxury Hotel
Hilton Garden Inn New York/Central Park South-Midtown West

Hilton Garden Inn New York/Central Park South-Midtown West

8/10 Good
"I"
sandra 1-night trip
Posted 1 day ago
Hilton Garden Inn New York/Central Park South-Midtown West

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

Sing Sing Prison Museum

You can spend time browsing the exhibits at Sing Sing Prison Museum during your travels in Ossining. Amble around this family-friendly area's riverfront and enjoy its top-notch restaurants.
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Ossining Public Library

Learn about the local history of Ossining when you spend time at Ossining Public Library. Amble around the area's parks or visit its monuments.
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Snowden Avenue Park

Snowden Avenue Park is just one of the places to see in Ossining, so why not enjoy the other things to explore during your travels? Stroll along the riverfront in this family-friendly area, or check out its top-notch restaurants.
See properties

Depot Square

Explore the great outdoors at Depot Square, a lovely green space in Ossining. Stroll along the riverfront or attend a sporting event in this quaint area.
See properties

Nelson Park

Nelson Park is just one of the places to see in Ossining, so why not enjoy the other things to explore during your travels? Stroll along the riverfront in this quaint area, or check out its top-notch restaurants.
See properties

Crawbuckie Park

Explore the great outdoors at Crawbuckie Park, a lovely green space in Ossining. Amble around the area's parks or visit its monuments.
See properties

Louis Engel Waterfront Park

Louis Engel Waterfront Park is just one of the places to see in Ossining, so why not enjoy the other things to explore during your travels? Amble around this quaint area's riverfront and enjoy its top-notch restaurants.
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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