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Check prices for these dates

Tonight
2 Mar - 3 Mar
Tomorrow
3 Mar - 4 Mar
This weekend
6 Mar - 8 Mar
Next weekend
13 Mar - 15 Mar

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Our top choices for Pleasant Square hotels

Restaurant

Windrose On Hudson

Windrose On Hudson
3.0 star property
3.1 km from Pleasant Square
8.4 out of 10, Very good, (116 reviews)
"Great staff"
United States
Timothy
The price is 4.475.461 ₫
4.984.544 ₫ total
includes taxes & fees
3 Mar - 4 Mar
Windrose On Hudson
Exterior

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
8.8 out of 10, Excellent, (1,000 reviews)
"great stay"
United States
Janet
The price is 3.309.366 ₫
3.785.087 ₫ total
includes taxes & fees
8 Mar - 9 Mar
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
Restaurant

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, (1,007 reviews)
"I loved the hotel and its decor and ambience. I would definitely recommend the hotel and I will be staying there again !!!"
United States
Carmen
The price is 3.517.830 ₫
4.729.428 ₫ total
includes taxes & fees
8 Mar - 9 Mar
Hotel Nyack, a JdV by Hyatt Hotel
Property amenity

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, (1,000 reviews)
"Rooms very clean and staffs we're courteous. "
United States
Sonya
The price is 3.743.232 ₫
4.281.322 ₫ total
includes taxes & fees
8 Mar - 9 Mar
Courtyard by Marriott Tarrytown Westchester County
Free daily self-service breakfast

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, (1,581 reviews)
"Clean, comfortable bed and great breakfast!!"
United States
Jennifer
The price is 3.410.992 ₫
3.901.322 ₫ total
includes taxes & fees
8 Mar - 9 Mar
Baymont by Wyndham White Plains - Elmsford
Exterior

SpringHill Suites by Marriott Tarrytown Westchester County

SpringHill Suites by Marriott Tarrytown Westchester County
3.0 star property
11.2 km from Pleasant Square
8.4 out of 10, Very good, (1,000 reviews)
"Clean and quiet - breakfast had a variety of great options!"
United States
Joann
The price is 3.743.232 ₫
4.281.324 ₫ total
includes taxes & fees
8 Mar - 9 Mar
SpringHill Suites by Marriott Tarrytown Westchester County
Interior entrance

West Gate Inn Nyack

West Gate Inn Nyack
3.0 star property
9.6 km from Pleasant Square
7.4 out of 10, Good, (1,236 reviews)
"Good price...Clean, friendly staff, comfy rooms and it has breakfast and plenty of parking space, definitely coming back! "
United States
Israhel
West Gate Inn Nyack
Indoor pool, open 8:30 AM to 9:30 PM, pool loungers

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, (1,072 reviews)
"Clean room, helpful staff and good bar/restaurant "
United States
Stephen
The price is 2.756.415 ₫
3.207.779 ₫ total
includes taxes & fees
22 Mar - 23 Mar
DoubleTree by Hilton Hotel Nanuet
Free daily on-the-go breakfast

FairBridge Inn Express Nyack

FairBridge Inn Express Nyack
2.0 star property
9.8 km from Pleasant Square
7.8 out of 10, Good, (1,002 reviews)
"The staff was really friendly and the place is clean"
Canada
Sara
The price is 2.325.677 ₫
2.776.277 ₫ total
includes taxes & fees
8 Mar - 9 Mar
FairBridge Inn Express Nyack
Terrace/patio

Westchester Marriott

Westchester Marriott
4.5 star property
11.7 km from Pleasant Square
8.8 out of 10, Excellent, (483 reviews)
"Friendly staff and the check in and out process was quick. My husband and I stay here several times a year. We are never disappointed. "
United States
Donna
The price is 4.638.324 ₫
5.305.083 ₫ total
includes taxes & fees
29 Mar - 30 Mar
Westchester Marriott
Lobby lounge

Sheraton Tarrytown Hotel

Sheraton Tarrytown Hotel
3.5 star property
11.4 km from Pleasant Square
8.4 out of 10, Very good, (1,001 reviews)
"great comfortable stay !"
United States
Niesha
The price is 3.521.739 ₫
4.027.988 ₫ total
includes taxes & fees
15 Mar - 16 Mar
Sheraton Tarrytown Hotel
Free daily self-service breakfast

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

Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG
2.5 star property
14.4 km from Pleasant Square
9.2 out of 10, Wonderful, (1,000 reviews)
"Very comfortable beds,clean and breakfast was great."
United States
Dawn
The price is 3.179.076 ₫
3.636.067 ₫ total
includes taxes & fees
19 Mar - 20 Mar
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG
Free daily buffet breakfast

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, (1,376 reviews)
"Place is clean and the breakfast is good "
United States
Antonio
The price is 3.183.766 ₫
3.641.432 ₫ total
includes taxes & fees
8 Mar - 9 Mar
Hampton Inn White Plains/Tarrytown
Lobby sitting area

Tappan Zee Hotel

Tappan Zee Hotel
2.0 star property
10.4 km from Pleasant Square
6.4 out of 10, (655 reviews)
"Clean room very quiet"
United States
Kayla
Tappan Zee Hotel
Exterior

Tarrytown House Estate

Tarrytown House Estate
3.5 star property
12.5 km from Pleasant Square
8.2 out of 10, Very good, (1,005 reviews)
"It was a perfect short stay there"
United States
Carl
The price is 3.417.686 ₫
4.560.426 ₫ total
includes taxes & fees
1 Apr - 2 Apr
Tarrytown House Estate
Interior entrance

Hotel MTK Mount Kisco

Hotel MTK Mount Kisco
3.0 star property
13.2 km from Pleasant Square
8.6 out of 10, Excellent, (1,003 reviews)
"Great hotel. The town is nice. "
United States
Eric
The price is 3.611.118 ₫
4.130.216 ₫ total
includes taxes & fees
8 Mar - 9 Mar
Hotel MTK Mount Kisco
Vending machine

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, (949 reviews)
"Easy parking, lots of restaurants near, dogs are welcome, beds are old, "
United States
kathy
The price is 2.579.742 ₫
2.950.547 ₫ total
includes taxes & fees
3 Mar - 4 Mar
Motel 6 Elmsford, NY - White Plains
Restaurant

Armoni Inn & Suites

Armoni Inn & Suites
3.5 star property
14.6 km from Pleasant Square
6.0 out of 10, (2,160 reviews)
"Reasonable for price, and quiet"
United States
Andrew
The price is 1.749.795 ₫
1.948.878 ₫ total
includes taxes & fees
3 Mar - 4 Mar
Armoni Inn & Suites
Premium bedding, desk, blackout curtains, free WiFi

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, (1,001 reviews)
"You can’t beat the price and quality, but that’s just Quality Inn."
United States
Jharon
The price is 2.462.220 ₫
2.865.409 ₫ total
includes taxes & fees
4 Mar - 5 Mar
Quality Inn Spring Valley - Nanuet
Lobby

Element Spring Valley

Element Spring Valley
3.0 star property
14.8 km from Pleasant Square
8.8 out of 10, Excellent, (458 reviews)
"This was our third time staying there and it continues to be great!"
United States
Debra
The price is 3.726.294 ₫
4.336.475 ₫ total
includes taxes & fees
8 Mar - 9 Mar
Element Spring Valley
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.
View all properties

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
116 reviews
View
Exterior
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
2.5 star property
8.8
Excellent
1,000 reviews
View
Restaurant
Hotel Nyack, a JdV by Hyatt Hotel
4.0 star property
8.6
Excellent
1,007 reviews
View
Property amenity
Courtyard by Marriott Tarrytown Westchester County
3.0 star property
9.0
Wonderful
1,000 reviews
View
Free daily self-service breakfast
Baymont by Wyndham White Plains - Elmsford
2.5 star property
8.2
Very good
1,581 reviews
View

Top Pleasant Square Hotel Reviews

Hotel Belleclaire

Hotel Belleclaire

10/10 Excellent
"Love staying here. Great room and lovely staff. "
Alexandra 2-night trip
Posted 1 day ago
Hotel Belleclaire

Hotels near other Pleasant Square attractions

Merchants Square

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.
See properties

Sing Sing Prison Museum

You can spend time studying the exhibits at Sing Sing Prison Museum in Ossining. 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 50 hotels and other accommodations within a few miles for a convenient home base.
How many hotels should I expect to find near Pleasant Square?
Expedia has 50 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.