Hotels closest to Pleasant Square in Ossining

Our top choices for Pleasant Square hotels

Windrose On Hudson

3.1 km from Pleasant Square

Faisal

includes taxes & fees

26 Jul - 27 Jul

Summer Pool Oasis Custom Bar Arcade Pool Table

0.7 km from Pleasant Square

includes taxes & fees

15 Jul - 16 Jul

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

14.4 km from Pleasant Square

Jennifer

includes taxes & fees

26 Jul - 27 Jul

Baymont by Wyndham White Plains - Elmsford

10.9 km from Pleasant Square

Moumita

includes taxes & fees

27 Jul - 28 Jul

Hotel Nyack, a JdV by Hyatt Hotel

9.5 km from Pleasant Square

Jay

includes taxes & fees

3 Aug - 4 Aug

Tarrytown House Estate

12.5 km from Pleasant Square

Gregory

includes taxes & fees

2 Aug - 3 Aug

Cambria Hotel & Suites - White Plains Downtown

16.5 km from Pleasant Square

Sean

includes taxes & fees

26 Jul - 27 Jul

Ardsley Acres Hotel Westchester

17.1 km from Pleasant Square

Srijani

includes taxes & fees

15 Jul - 16 Jul

SpringHill Suites by Marriott Tarrytown Westchester County

11.2 km from Pleasant Square

merri

includes taxes & fees

20 Jul - 21 Jul

Hampton Inn White Plains/Tarrytown

12 km from Pleasant Square

Dominique

includes taxes & fees

2 Aug - 3 Aug

Hotel MTK Mount Kisco

13.2 km from Pleasant Square

Heidi

includes taxes & fees

2 Aug - 3 Aug

Courtyard by Marriott Tarrytown Westchester County

10.9 km from Pleasant Square

Clara

includes taxes & fees

9 Aug - 10 Aug

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

8.5 km from Pleasant Square

Lorraine

includes taxes & fees

2 Aug - 3 Aug

Westchester Marriott

11.7 km from Pleasant Square

Andy

includes taxes & fees

16 Jul - 17 Jul

Indoor pool, open 8:30 AM to 9:30 PM, pool loungers

DoubleTree by Hilton Hotel Nanuet

13.8 km from Pleasant Square

Elena

includes taxes & fees

2 Aug - 3 Aug

West Gate Inn Nyack

9.6 km from Pleasant Square

Jodie

includes taxes & fees

15 Jul - 16 Jul

FairBridge Inn Express Nyack

9.8 km from Pleasant Square

Jorge

includes taxes & fees

20 Jul - 21 Jul

Sonesta White Plains Downtown

17 km from Pleasant Square

Charlie

includes taxes & fees

9 Aug - 10 Aug

Element by Marriott Spring Valley

14.8 km from Pleasant Square

Mark

includes taxes & fees

2 Aug - 3 Aug

Hilton Garden Inn Westchester Dobbs Ferry, NY

17.7 km from Pleasant Square

Anthony

includes taxes & fees

2 Aug - 3 Aug

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Top Pleasant Square Hotel Reviews

Hotel Edison Times Square

10/10 Excellent

"Like that it was close to the activities I was going to do . ."

New York Hilton Midtown

10/10 Excellent

"The Hilton NYC was a great place for an unexpected overnight stay. The staff were friendly and helpful. The bar was delightful and provided a great escape after a stressful day. There were issues with the elevators but guests were given access to the service elevators. Overall, a great stay!"

ROW NYC

10/10 Excellent

"From start to finish this was the best choice I could have made. I was between three hotels and this one with the review and proximity to the Theatre District was a no brainer for me. Check in was smooth and we were even able to check in early to get situated. I didn't get the name of the person who checked me in, but she was great. Mature, Latin, woman with a bubbly personality. My wife met new friends, two of the concierges. Ali and a mature gentleman with grey hair, just amazing. They gave us suggestions for restaurants and it was my wife's birthday and he suggested she get an I love NY t-shirt which started the trip off on a great note. What I noticed and I am a mystery shopper is that their energy for us was for everyone they interacted with so this wasn't a forced interactio as part of their job. They loved meeting and greeting guests. Being on 8th avenue made it easy to get to Times Square and we exercised so we go to the West Village and to the park for our workouts. Jasmine in the restaurant went above and beyond to help us with questions we had about menu items we were considering. The person dedicated to our room an African or Caribbean woman was so pleasant in helping us with everything we needed. my wife misplaced a personal item, we let her know and she found it. The room was on the 25th floor and gave us a great vantage point as well as a great point for taking photographs various times of the day. The hotel is located close to the train too."

Hotels near other Pleasant Square attractions

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.

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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 41 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 traveller data, and this hotel offers free breakfast and a fitness centre. You'll find it 22.7 mi (36.5 km) from Pleasant Square. Other good options around the area include Night Hotel Broadway and Empire Hotel.

How many hotels should I expect to find near Pleasant Square?

Expedia has 41 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. 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 Rockwood Hall Park.

Ossining Hotel Guide - Pleasant Square hotels in Ossining, United States of America.

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Our top choices for Pleasant Square hotels

Windrose On Hudson

Summer Pool Oasis Custom Bar Arcade Pool Table

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

Baymont by Wyndham White Plains - Elmsford

Hotel Nyack, a JdV by Hyatt Hotel

Tarrytown House Estate

Cambria Hotel & Suites - White Plains Downtown

Ardsley Acres Hotel Westchester

SpringHill Suites by Marriott Tarrytown Westchester County

Hampton Inn White Plains/Tarrytown

Hotel MTK Mount Kisco

Courtyard by Marriott Tarrytown Westchester County

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

Westchester Marriott

DoubleTree by Hilton Hotel Nanuet

West Gate Inn Nyack

FairBridge Inn Express Nyack

Sonesta White Plains Downtown

Element by Marriott Spring Valley

Hilton Garden Inn Westchester Dobbs Ferry, NY

Top Pleasant Square Hotel Reviews

Hotel Edison Times Square

Hotels near other Pleasant Square attractions

Merchants Square

Frequently asked questions