10 Best Hotels & Accommodation Closest to Pleasant Square in Ossining from NZ$208

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Our top choices for Pleasant Square hotels

A hotel room with a large bed, two bedside lamps, a nightstand, a blue chair, and a view of greenery through the window.

A modern interior with seating areas, tables, and artwork on the walls.

A stone fireplace with a fire, surrounded by outdoor seating.

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

1. Windrose On Hudson

3.1 km from Pleasant Square

Rachel

NZ$418

includes taxes & fees

27 Sept - 28 Sept

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 modern breakfast bar with a variety of food options, including cereal and hot food. There are signs indicating breakfast and hot food availability.

A Holiday Inn Express & Suites hotel with a modern design, featuring a covered entrance and American flags.

A hotel room with two beds, a blue sofa, a wooden coffee table, and a painting on the wall.

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

8.5 km from Pleasant Square

Wanda

NZ$342

includes taxes & fees

25 Oct - 26 Oct

A modern hotel lobby with a kitchen area, seating arrangements, and large windows offering a view of the outdoors.

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.

A hotel corridor with a patterned carpet, a railing, and a reception desk with a glass partition.

3. Baymont by Wyndham White Plains - Elmsford

10.9 km from Pleasant Square

Ebony

NZ$287

includes taxes & fees

1 Oct - 2 Oct

A hotel room with a wooden headboard, a bedside table with a lamp, and a bed with white bedding and pillows.

A sign for Ardsley Acres Hotel Court with a landscaped garden in the background.

A reception area with a wooden reception desk, a bulletin board with various items, and an exit sign.

A motel with a gazebo in the front lawn, a signboard, and several parked cars.

4. Ardsley Acres Hotel Westchester

17.1 km from Pleasant Square

David

NZ$223

includes taxes & fees

29 Sept - 30 Sept

A spacious lobby with a red sofa, green armchairs, a fireplace, and a staircase leading to an upper level.

A spacious lobby with a red sofa set, 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.

A hotel entrance with a covered walkway, stone pillars, and potted plants.

5. Hotel MTK Mount Kisco

13.2 km from Pleasant Square

Patricia

NZ$296

includes taxes & fees

11 Oct - 12 Oct

An outdoor seating area with wicker chairs and tables, surrounded by greenery and a modern lamp structure.

A formal dining setup with multiple tables, each set with clear glassware, plates, and cutlery.

A bar area with a long counter, multiple shelves with bottles, and several bar stools.

6. Westchester Marriott

11.7 km from Pleasant Square

Donna

NZ$389

includes taxes & fees

4 Oct - 5 Oct

A hotel with a modern facade, a prominent signage for SpringHill Suites Marriott, and a covered entrance area with seating.

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.

A hotel room with a bed, a desk with a chair, a TV, and artwork on the walls.

7. SpringHill Suites by Marriott Tarrytown Westchester County

11.2 km from Pleasant Square

ERIC

NZ$311

includes taxes & fees

4 Oct - 5 Oct

A modern lobby with seating areas, a fireplace, and a flat-screen TV mounted on the wall.

A modern lobby with a reception desk, seating area, and a decorative wall.

A spacious hotel lobby with a modern design, featuring a central seating area with sofas and armchairs, a coffee table, and a television.

A modern bar area with a bar counter, seating, and a colorful mural.

8. Cambria Hotel & Suites - White Plains Downtown

16.5 km from Pleasant Square

Aylissia

NZ$450

includes taxes & fees

18 Oct - 19 Oct

A modern kitchen with a central island, bar stools, a fireplace, and a contemporary pendant light.

A modern cafe with multiple seating options including tables, chairs, and sofas.

A courtyard with a fire pit, outdoor seating, and modern apartment buildings.

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.

9. Courtyard by Marriott Tarrytown Westchester County

10.9 km from Pleasant Square

Gabriella

NZ$361

includes taxes & fees

18 Oct - 19 Oct

A spacious lobby with a reception desk, sofas, and a coffee table. There are multiple seating areas and a large window providing natural light.

A gym with exercise equipment, large windows, and a wooden reception desk.

A modern office space with two monitors, a white desk, black chairs, and a large abstract painting on the wall.

An indoor swimming pool with a 3 feet 10 inches deep sign, surrounded by a white tiled area, benches, and a glass door leading to another room.

10. Sheraton Tarrytown Hotel

11.4 km from Pleasant Square

Desorene

NZ$353

includes taxes & fees

1 Oct - 2 Oct

An indoor swimming pool with clear glass ceilings, stone walls, and multiple lounge chairs around the pool area.

A spacious lobby with a central seating area, a decorative wall, and a reception desk in the background.

A hotel room with a large bed, a bedside table with a lamp, a TV, and a bathroom with a mirror and sink.

A modern building with large glass windows, a brick facade, and a curved section.

11. DoubleTree by Hilton Hotel Nanuet

13.8 km from Pleasant Square

Linda

NZ$265

includes taxes & fees

5 Oct - 6 Oct

A modern hotel entrance with a glass door, a car parked outside, and a well-lit pathway leading to the entrance.

A spa room with a massage table, a circular hot tub, and candles.

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.

12. The Opus Westchester, Autograph Collection

16.4 km from Pleasant Square

patricia

NZ$663

includes taxes & fees

4 Oct - 5 Oct

A spacious lounge area with comfortable seating, a bar with a well-stocked shelf, and a modern ceiling design.

A multi-story hotel with a prominent 'Hyatt House' sign, surrounded by well-maintained lawns and trees.

A spacious lobby with seating areas, a reception desk, and a large plant.

An outdoor patio area with a fire pit, sofas, and umbrellas.

13. HYATT house White Plains

19.6 km from Pleasant Square

Charles

NZ$401

includes taxes & fees

1 Oct - 2 Oct

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 hotel room with a bed, a sofa, a nightstand, a lamp, and a framed picture on the wall.

14. Hampton Inn White Plains/Tarrytown

12 km from Pleasant Square

NZ$264

includes taxes & fees

1 Oct - 2 Oct

A historic stone building with a turret, arched entrance, and a covered patio area.

A large building with a white facade and columns, surrounded by a lawn with outdoor seating and string lights.

A spacious lobby with a staircase, seating area, and large windows offering a view of the outdoors.

A spacious lobby with a high ceiling, patterned walls, and a central seating area with ottomans and a coffee table.

15. Tarrytown House Estate

12.5 km from Pleasant Square

RAMESH

NZ$361

includes taxes & fees

4 Oct - 5 Oct

A checkered floor, a potted plant, and two metal ladders in a room with large windows.

A modern building with a glass facade, surrounded by a landscaped garden with various plants and a classical-style urn.

A modern office space with a large desk, multiple printers, and comfortable seating.

A restaurant with a counter, stools, and a menu board.

16. West Gate Inn Nyack

9.6 km from Pleasant Square

Wendell

NZ$208

includes taxes & fees

1 Oct - 2 Oct

A spacious hotel lobby with a modern design, featuring a large seating area, a dining table, and large windows providing views of the outdoors.

A large indoor swimming pool with clear glass walls, multiple lounge chairs, and ceiling lights.

A modern kitchen with a central island, bar stools, wooden cabinets, and pendant lighting.

17. Element by Marriott Spring Valley

14.8 km from Pleasant Square

Michaelle

NZ$266

includes taxes & fees

4 Oct - 5 Oct

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.

18. Residence Inn Orangeburg

15.4 km from Pleasant Square

Jessica

NZ$316

includes taxes & fees

18 Oct - 19 Oct

A hotel room with a sofa, a coffee table, a TV, a desk, and a bed.

A coffee station with two coffee machines and a variety of coffee pods and cups.

A coffee station with multiple coffee dispensers, a hot water station, and various coffee products on shelves.

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.

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

14.4 km from Pleasant Square

Dexter

NZ$332

includes taxes & fees

7 Oct - 8 Oct

An outdoor seating area with modern furniture, a fire pit, and ambient lighting.

A hotel entrance with a glass door, a blue-lit entrance, and a skylight above.

A modern lobby with a large, tufted sofa, two armchairs, and a wooden coffee table. There are tall, cylindrical columns and a decorative wall with a geometric pattern.

A modern bar area with a long counter, multiple stools, and a bar stocked with bottles.

20. Sonesta White Plains Downtown

17 km from Pleasant Square

Tamara

NZ$439

includes taxes & fees

25 Oct - 26 Oct

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Compare popular hotels close to Pleasant Square

Property	Property class	Guest rating
Windrose On Hudson	8.6 Excellent 245 reviews	View
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG	9.0 Wonderful 1,000 reviews	View
Baymont by Wyndham White Plains - Elmsford	8.4 Very good 1,855 reviews	View
Ardsley Acres Hotel Westchester	8.8 Excellent 1,177 reviews	View
Hotel MTK Mount Kisco	8.6 Excellent 1,001 reviews	View

Top Pleasant Square Hotel Reviews

Pod Times Square

8/10 Good

"Close to Moynihan Train station at Penn Station"

Warwick New York

10/10 Excellent

"Everything was great! The staff in particular were very kind and helpful."

Hotel Belleclaire Central Park, a Small Luxury Hotel

8/10 Good

"No hand soap by the sink."

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.

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Sing Sing Prison Museum

You can spend time studying the exhibits at Sing Sing Prison Museum 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 take a trip to 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 visit its top-notch restaurants.

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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.

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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 visit its top-notch restaurants.

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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.

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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.

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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 37 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 traveller data, and this hotel offers a restaurant and a 24-hour fitness centre. 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 should I expect to find near Pleasant Square?

Expedia has 37 hotels and other accommodation options 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, most hotel room reservations are refundable if you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before check in. If you have a non-refundable reservation, you might still have the option to cancel and receive a refund within 24 hours of booking. Plug in your dates, click on "Search", then filter by "fully refundable" to get the best deals near Pleasant Square.

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 Croton Landing Park.

Top Hotels Near Pleasant Square in Ossining from NZ$208

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Pleasant Square hotels

1. Windrose On Hudson

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

3. Baymont by Wyndham White Plains - Elmsford

4. Ardsley Acres Hotel Westchester

5. Hotel MTK Mount Kisco

6. Westchester Marriott

7. SpringHill Suites by Marriott Tarrytown Westchester County

8. Cambria Hotel & Suites - White Plains Downtown

9. Courtyard by Marriott Tarrytown Westchester County

10. Sheraton Tarrytown Hotel

11. DoubleTree by Hilton Hotel Nanuet

12. The Opus Westchester, Autograph Collection

13. HYATT house White Plains

14. Hampton Inn White Plains/Tarrytown

15. Tarrytown House Estate

16. West Gate Inn Nyack

17. Element by Marriott Spring Valley

18. Residence Inn Orangeburg

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

20. Sonesta White Plains Downtown

Compare popular hotels close to Pleasant Square

Top Pleasant Square Hotel Reviews

Pod Times Square

Warwick New York

Hotel Belleclaire Central Park, a Small Luxury Hotel

Other attractions near Pleasant Square

Merchants Square

Sing Sing Prison Museum

Ossining Public Library

Snowden Avenue Park

Depot Square

Nelson Park

Crawbuckie Park

Louis Engel Waterfront Park

Frequently asked questions