Hotels near Pleasant Square

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Top Trending Hotels Near Pleasant Square

Windrose On Hudson

3.0 star property
3.1 km from Pleasant Square
7.8 out of 10, Good, (73)
"Nice place to stay, very quiet and comfortable."
United States
Mariano
The price is P11,103
P12,366 total
includes taxes & fees
Nov 30 - Dec 1
Windrose On Hudson

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, (934)
"Great hotel to enjoy all the SleepHollow excursions. "
United States
Michelle
The price is P9,976
P11,410 total
includes taxes & fees
Dec 8 - Dec 9
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

Hotel Nyack, a JdV by Hyatt Hotel

4.0 star property
9.5 km from Pleasant Square
8.6 out of 10, Excellent, (1004)
"The staff were all polite and extremely helpful."
United States
Elizabeth
The price is P5,844
P8,283 total
includes taxes & fees
Nov 25 - Nov 26
Hotel Nyack, a JdV by Hyatt Hotel

Courtyard by Marriott Tarrytown Westchester County

3.0 star property
10.9 km from Pleasant Square
9.0 out of 10, Wonderful, (1001)
"Our stay was very cozy and comfortable. Our room was clean and had a great view. Conveniently located for our plans. Would recommend "
United States
Donald
The price is P8,795
P10,060 total
includes taxes & fees
Nov 30 - Dec 1
Courtyard by Marriott Tarrytown Westchester County

Baymont by Wyndham White Plains - Elmsford

2.5 star property
10.9 km from Pleasant Square
8.2 out of 10, Very Good, (1445)
"The rooms and the hospitality was amazing."
United States
Debra
The price is P7,928
P9,067 total
includes taxes & fees
Nov 30 - Dec 1
Baymont by Wyndham White Plains - Elmsford

Sleepy Hollow Hotel

3.5 star property
11.3 km from Pleasant Square
6.8 out of 10, (1008)
"Was a good stay."
United States
Kelly
The price is P7,832
P8,958 total
includes taxes & fees
Dec 2 - Dec 3
Sleepy Hollow Hotel

Extended Stay America Suites White Plains Elmsford

2.5 star property
12 km from Pleasant Square
6.8 out of 10, (1002)
"There was a tiny bit of a smell in the room when I walked in but other than that it was a very nice room and hotel "
United States
Helen
The price is P6,959
P7,960 total
includes taxes & fees
Nov 16 - Nov 17
Extended Stay America Suites White Plains Elmsford

Days Inn by Wyndham Elmsford / White Plains

2.0 star property
12.4 km from Pleasant Square
6.8 out of 10, (1004)
"Clean and convenient "
United States
Sharon
The price is P5,894
P6,948 total
includes taxes & fees
Nov 16 - Nov 17
Days Inn by Wyndham Elmsford / White Plains

Inn on the Hudson

2.0 star property
15.3 km from Pleasant Square
6.8 out of 10, (1005)
"Always a pleasant place "
United States
Abner
The price is P5,254
P6,009 total
includes taxes & fees
Nov 30 - Dec 1
Inn on the Hudson

SpringHill Suites by Marriott Tarrytown Westchester County

3.0 star property
11.1 km from Pleasant Square
8.4 out of 10, Very Good, (1001)
"Staff were awesome"
United States
Terry
The price is P8,981
P10,272 total
includes taxes & fees
Nov 16 - Nov 17
SpringHill Suites by Marriott Tarrytown Westchester County

Westchester Marriott

4.5 star property
11.7 km from Pleasant Square
8.8 out of 10, Excellent, (421)
"Everyone was helpful, pleasant. Excellent staff working at that location"
United States
LAURA DIANE
The price is P10,979
P12,558 total
includes taxes & fees
Dec 4 - Dec 5
Westchester Marriott

Motel 6 Elmsford, NY - White Plains

2.0 star property
12.2 km from Pleasant Square
6.6 out of 10, (901)
"Great staff"
United States
Daynesha
The price is P5,844
P6,684 total
includes taxes & fees
Nov 10 - Nov 11
Motel 6 Elmsford, NY - White Plains

DoubleTree by Hilton Hotel Nanuet

4.0 star property
13.8 km from Pleasant Square
8.8 out of 10, Excellent, (1002)
"Very clean very beautiful very good hospitality would stay again"
United States
Bobby
The price is P6,244
P7,267 total
includes taxes & fees
Nov 30 - Dec 1
DoubleTree by Hilton Hotel Nanuet

West Gate Inn Nyack

3.0 star property
9.6 km from Pleasant Square
7.2 out of 10, Good, (1136)
"Great location"
United States
Abraham
The price is P7,673
P8,776 total
includes taxes & fees
Nov 28 - Nov 29
West Gate Inn Nyack

Sheraton Tarrytown Hotel

3.5 star property
11.4 km from Pleasant Square
8.2 out of 10, Very Good, (1004)
"Great place "
United States
Michael
The price is P8,480
P9,698 total
includes taxes & fees
Nov 23 - Nov 24
Sheraton Tarrytown Hotel

Tappan Zee Hotel

2.0 star property
10.4 km from Pleasant Square
6.4 out of 10, (638)
"No place to hang your clothes , shower hard to turn on , took time to find hot water"
United States
Larry
Tappan Zee Hotel

Hampton Inn White Plains/Tarrytown

3.0 star property
12 km from Pleasant Square
8.0 out of 10, Very Good, (1258)
"The check in was very quick and the room was clean and quiet. Enjoyed the stay."
United States
James
The price is P7,508
P8,588 total
includes taxes & fees
Nov 16 - Nov 17
Hampton Inn White Plains/Tarrytown

Days Inn by Wyndham Nanuet / Spring Valley

2.0 star property
15.4 km from Pleasant Square
6.8 out of 10, (1004)
"Great stay"
United States
Deon Francine
The price is P5,971
P6,948 total
includes taxes & fees
Nov 11 - Nov 12
Days Inn by Wyndham Nanuet / Spring Valley

FairBridge Inn Express Nyack

2.0 star property
9.8 km from Pleasant Square
7.6 out of 10, Good, (1000)
"Room was ready early. Room was clean. Staff was pleasant. Convenient location. Plenty of parking. Just an all around good stay!!!! "
United States
Tracey
The price is P5,519
P6,589 total
includes taxes & fees
Nov 17 - Nov 18
FairBridge Inn Express Nyack

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, (1001)
"Quick check in, and efficient and friendly staff. "
United States
Julissa
The price is P7,497
P8,574 total
includes taxes & fees
Nov 30 - Dec 1
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG
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.

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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?
Radio Hotel is one of the top choices for your stay based on our traveler data, and this hotel offers a restaurant and a 24-hour fitness center. You'll find it 22 mi (35.4 km) from Pleasant Square. Other good options around the area include Night Hotel Broadway and Sheraton New York Times Square Hotel.
How many hotels can I expect to find near Pleasant Square?
Expedia has 41 hotels and other accommodations 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, you'll find most room reservations are fully refundable if you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of your arrival date. If your reservation is non-refundable, you might be able to cancel it and receive a refund within a 24-hour period of booking. Add your dates and click on "Search", then you can filter by "fully refundable" to review top deals close to 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 Depot Square.