Ossining Pleasant Square Hotels

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Our top choices for Pleasant Square hotels

Windrose On Hudson

Windrose On Hudson
3.0 star property
3.1 km from Pleasant Square
8.4 out of 10, Very good, (127 reviews)
"Room was clean, super quiet, staff was very helpful and nice"
United States
Dawn
The price is HK$1,290
HK$1,437 total
includes taxes & fees
3 May - 4 May
Windrose On Hudson

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
9.0 out of 10, Wonderful, (1,003 reviews)
"Spotless room and friendly staff. "
United States
Michael
The price is HK$1,088
HK$1,244 total
includes taxes & fees
26 Apr - 27 Apr
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

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, (1,049 reviews)
"The hotel and amenities are very appealing, and the staff and services are topnotch."
United States
Neil
The price is HK$786
HK$1,111 total
includes taxes & fees
30 Apr - 1 May
Hotel Nyack, a JdV by Hyatt Hotel

FairBridge Inn Express Nyack

FairBridge Inn Express Nyack
2.0 star property
9.8 km from Pleasant Square
7.8 out of 10, Good, (1,000 reviews)
"Quiet ok place to stay "
United States
Luis
The price is HK$651
HK$777 total
includes taxes & fees
3 May - 4 May
FairBridge Inn Express Nyack

West Gate Inn Nyack

West Gate Inn Nyack
3.0 star property
9.6 km from Pleasant Square
7.4 out of 10, Good, (1,249 reviews)
"The front staff Stu, Andre, Stephanie are all so professional and helpful. This place is an amazing place to stay! Breakfast is a plus!"
United States
Joseph
The price is HK$682
HK$780 total
includes taxes & fees
21 Apr - 22 Apr
West Gate Inn Nyack

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, (1,002 reviews)
"Rooms very clean and staffs we're courteous. "
United States
Sonya
The price is HK$1,244
HK$1,423 total
includes taxes & fees
26 Apr - 27 Apr
Courtyard by Marriott Tarrytown Westchester County

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, (1,095 reviews)
"Great stay! Clean, friendly and accommodating! "
United States
Emily
The price is HK$965
HK$1,123 total
includes taxes & fees
26 Apr - 27 Apr
DoubleTree by Hilton Hotel Nanuet

Tappan Zee Hotel

Tappan Zee Hotel
2.0 star property
10.4 km from Pleasant Square
6.4 out of 10, (659 reviews)
"Parking spacious Mall convenient Price affordable "
United States
dalia
The price is HK$635
HK$739 total
includes taxes & fees
27 Apr - 28 Apr
Tappan Zee Hotel

Westchester Marriott

Westchester Marriott
4.5 star property
11.7 km from Pleasant Square
8.8 out of 10, Excellent, (523 reviews)
"This hotel was great and noticeably a level above other available properties. Had one of the best night's sleep here I'm not sure if their mattresses are different but these are extremely comfortable rooms and the property is very well kept a model example for other hotels and the chain"
United States
william
The price is HK$1,612
HK$1,844 total
includes taxes & fees
18 Apr - 19 Apr
Westchester Marriott

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, (1,657 reviews)
"Hotel and room were clean but had some notable aging. Location was perfect for our visit to the area. Complimentary breakfast a big plus!!"
United States
Debra
The price is HK$1,007
HK$1,152 total
includes taxes & fees
19 Apr - 20 Apr
Baymont by Wyndham White Plains - Elmsford

SpringHill Suites by Marriott Tarrytown Westchester County

SpringHill Suites by Marriott Tarrytown Westchester County
3.0 star property
11.2 km from Pleasant Square
8.6 out of 10, Excellent, (1,008 reviews)
"Clean and quiet - breakfast had a variety of great options!"
United States
Joann
The price is HK$984
HK$1,125 total
includes taxes & fees
23 Apr - 24 Apr
SpringHill Suites by Marriott Tarrytown Westchester County

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)
"I enjoyed my stay rooms are very clean comfortable bed pool and hot was good also buffet was breakfast was good staff very nice check in was easy and fast "
United States
Florence
The price is HK$1,124
HK$1,286 total
includes taxes & fees
30 Apr - 1 May
Sheraton Tarrytown Hotel

Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown
3.0 star property
12 km from Pleasant Square
8.0 out of 10, Very good, (1,400 reviews)
"Perfect location right off Highway and inly 45 minutes to JFK. Friendly staff, decent breakfast and the coffee and cookies hit the spot when we arrived! Room was clean and perfect for our one night stay. Would absolutely stay there again. "
United States
Gordon
The price is HK$1,058
HK$1,210 total
includes taxes & fees
19 Apr - 20 Apr
Hampton Inn White Plains/Tarrytown

Motel 6 Elmsford, NY - White Plains

Motel 6 Elmsford, NY - White Plains
2.0 star property
12.2 km from Pleasant Square
6.6 out of 10, (956 reviews)
"Staff was courteous and helpful "
United States
Tina
The price is HK$775
HK$886 total
includes taxes & fees
26 Apr - 27 Apr
Motel 6 Elmsford, NY - White Plains

Tarrytown House Estate

Tarrytown House Estate
3.5 star property
12.5 km from Pleasant Square
8.2 out of 10, Very good, (1,043 reviews)
"Lovely property and staff!"
United States
Gray
The price is HK$1,191
HK$1,557 total
includes taxes & fees
19 Apr - 20 Apr
Tarrytown House Estate

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)
"room is clean, staff are friendly"
United States
Biyuan
The price is HK$1,149
HK$1,314 total
includes taxes & fees
3 May - 4 May
Hotel MTK Mount Kisco

Element Spring Valley

Element Spring Valley
3.0 star property
14.8 km from Pleasant Square
8.8 out of 10, Excellent, (472 reviews)
"Property was clean and up to date. "
United States
Shanice
The price is HK$1,119
HK$1,302 total
includes taxes & fees
23 Apr - 24 Apr
Element Spring Valley

Quality Inn Spring Valley - Nanuet

Quality Inn Spring Valley - Nanuet
2.5 star property
15.2 km from Pleasant Square
6.2 out of 10, (1,000 reviews)
"Clean room "
United States
DIPEN
The price is HK$697
HK$811 total
includes taxes & fees
3 May - 4 May
Quality Inn Spring Valley - Nanuet

Armoni Inn & Suites

Armoni Inn & Suites
3.5 star property
14.6 km from Pleasant Square
6.0 out of 10, (2,181 reviews)
"Very nice staff, the front desk rep was great...the room was fine...nice shower, TV, microwave, albig fridge and the ice-maker was rightbacross the hall and worked well. The mattress and pillows were great and the room was very clean, it just needed some updating and sprucing up...all n all the place was great and you can't beat the price!"
United States
robert
The price is HK$582
HK$648 total
includes taxes & fees
19 Apr - 20 Apr
Armoni Inn & Suites

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, (1,162 reviews)
"Price reasonable, staff are friendly, good location."
United States
Marilou
The price is HK$739
HK$860 total
includes taxes & fees
26 Apr - 27 Apr
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.

Compare popular hotels close to Pleasant Square

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
Restaurant
Windrose On Hudson
3.0 star property
8.4
Very good
127 reviews
View
Exterior
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
2.5 star property
9.0
Wonderful
1,003 reviews
View
Restaurant
Hotel Nyack, a JdV by Hyatt Hotel
4.0 star property
8.6
Excellent
1,049 reviews
View
Free daily on-the-go breakfast
FairBridge Inn Express Nyack
2.0 star property
7.8
Good
1,000 reviews
View
Interior entrance
West Gate Inn Nyack
3.0 star property
7.4
Good
1,249 reviews
View

Top Pleasant Square Hotel Reviews

Hotels near other Pleasant Square attractions

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?
Night Hotel Broadway is one of the top choices for your stay based on our traveller data, and this hotel offers free WiFi and laundry facilities. You'll find it 26.1 mi (42.1 km) from Pleasant Square. Other good options around the area include Ly New York Hotel and Hotel Belleclaire.
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.