10 Best Hotels & Accommodation Closest to Pleasant Square in Ossining from NZ$233

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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

3.1 km from Pleasant Square

Michael

includes taxes & fees

22 Nov - 23 Nov

A spacious living room with a large window, a ceiling fan, a dining area with a table and chairs, and a staircase leading to an upper level.

2. Summer Pool Oasis Custom Bar Arcade Pool Table

0.7 km from Pleasant Square

includes taxes & fees

9 Nov - 10 Nov

3. DoubleTree by Hilton Hotel Nanuet

13.8 km from Pleasant Square

Joel

includes taxes & fees

6 Dec - 7 Dec

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

4. Westchester Marriott

11.7 km from Pleasant Square

Karrie

includes taxes & fees

22 Nov - 23 Nov

A buffet with various food items, including omelets and baked goods, served in metal containers.

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

14.4 km from Pleasant Square

John

includes taxes & fees

6 Dec - 7 Dec

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

6. Courtyard by Marriott Tarrytown Westchester County

10.9 km from Pleasant Square

Syble

includes taxes & fees

19 Nov - 20 Nov

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

7. Sheraton Tarrytown Hotel

11.4 km from Pleasant Square

Jiamin

includes taxes & fees

22 Nov - 23 Nov

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

8. Element by Marriott Spring Valley

14.8 km from Pleasant Square

Rohan

includes taxes & fees

22 Nov - 23 Nov

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

9. SpringHill Suites by Marriott Tarrytown Westchester County

11.2 km from Pleasant Square

Gwen

includes taxes & fees

15 Nov - 16 Nov

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

10. Cambria Hotel & Suites - White Plains Downtown

16.5 km from Pleasant Square

Anthony

includes taxes & fees

29 Nov - 30 Nov

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

11. Sonesta White Plains Downtown

17 km from Pleasant Square

Laura

includes taxes & fees

22 Nov - 23 Nov

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

12. Baymont by Wyndham White Plains - Elmsford

10.9 km from Pleasant Square

Omari

includes taxes & fees

29 Nov - 30 Nov

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

13. Ardsley Acres Hotel Westchester

17.1 km from Pleasant Square

Wendell

includes taxes & fees

9 Dec - 10 Dec

A modern kitchen with a large island, bar stools, a flat-screen TV, and a stone backsplash.

14. Hampton Inn White Plains/Tarrytown

12 km from Pleasant Square

Michelle

includes taxes & fees

22 Nov - 23 Nov

A modern reception area with a wooden reception desk, a blue accent wall, and a large glass door leading to an outdoor seating area.

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

8.5 km from Pleasant Square

Sean P.

includes taxes & fees

6 Dec - 7 Dec

A modern bar area with a bar counter, multiple stools, and a seating area with a sofa and chairs.

16. Hotel Nyack, a JdV by Hyatt Hotel

9.5 km from Pleasant Square

Kristen

includes taxes & fees

15 Nov - 16 Nov

A hotel patio with outdoor seating, a fire pit, and a covered area with glass doors.

17. Residence Inn Orangeburg

15.4 km from Pleasant Square

Jessica

includes taxes & fees

29 Nov - 30 Nov

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

18. Hotel MTK Mount Kisco

13.2 km from Pleasant Square

Joseph

includes taxes & fees

15 Nov - 16 Nov

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

19. HYATT house White Plains

19.6 km from Pleasant Square

Brandi

includes taxes & fees

22 Nov - 23 Nov

A modern hotel lobby with a dining area, seating, and a large window offering a view of greenery.

20. Hilton Garden Inn Westchester Dobbs Ferry, NY

17.7 km from Pleasant Square

Caleb

includes taxes & fees

19 Nov - 20 Nov

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Top Pleasant Square Hotel Reviews

The Belvedere Hotel

10/10 Excellent

"The Belvedere is one of the great old hotels still flourishing near Times Square, and offers a pleasant room and good service with an excellent location"

Paramount Times Square – A Generator Hotel

10/10 Excellent

"This is a great centrally located hotel steps from all the action. My room was small but it was cozy and all I needed considering the price was good for NYC. There are lots of restaurants nearby and in particular the little French cafe next to the lobby where you can grab a coffee and some patties and even eggs. I also liked that they offer a car service to the airports for a charge . The driver Marko was great and it was a little less than getting a taxi. Marko picked me up in the lobby and took care of my bags which was nice . I would definitely stay there again."

ROW NYC

10/10 Excellent

"This is the PERFECT place to stay in Time Square. Centrally located to the metro & hop on/hop off bus stops, Restaurant Row, the Theater District and so much more. The staff was extremely helpful - from the front desk, the doormen and housekeeping. The room was nicely appointed and had everything we needed. This is where we’ll be staying when we return!"

Hyatt Regency Times Square

10/10 Excellent

"Nice large room, very clean. We got a $15.00 credit for the restaurant/bar but it was only available until that evening -- it would have been nice to have been available the next morning as well. Otherwise, we very much enjoyed our stay, and the front desk staff were very helpful in directing us what subway to take for the Halloween parade in the Village, and how to get to it."

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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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 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 36 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 Louis Engel Waterfront Park.

Top Hotels Near Pleasant Square in Ossining from NZ$233

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Our top choices for Pleasant Square hotels

1. Windrose On Hudson

2. Summer Pool Oasis Custom Bar Arcade Pool Table

3. DoubleTree by Hilton Hotel Nanuet

4. Westchester Marriott

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

6. Courtyard by Marriott Tarrytown Westchester County

7. Sheraton Tarrytown Hotel

8. Element by Marriott Spring Valley

9. SpringHill Suites by Marriott Tarrytown Westchester County

10. Cambria Hotel & Suites - White Plains Downtown

11. Sonesta White Plains Downtown

12. Baymont by Wyndham White Plains - Elmsford

13. Ardsley Acres Hotel Westchester

14. Hampton Inn White Plains/Tarrytown

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

16. Hotel Nyack, a JdV by Hyatt Hotel

17. Residence Inn Orangeburg

18. Hotel MTK Mount Kisco

19. HYATT house White Plains

20. Hilton Garden Inn Westchester Dobbs Ferry, NY

Top Pleasant Square Hotel Reviews

The Belvedere Hotel

Other attractions near Pleasant Square

Merchants Square

Frequently asked questions