Find hotels near Pleasant Square, Ossining from CA $115

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Top Hotels Close to Pleasant Square

Windrose On Hudson

2.0 star property
5.0 out of 10, (2)
"I regret I didn’t take pictures, but the scenery was beautiful"
The price is CA $314
CA $350 total
includes taxes & fees
Jul 27 - Jul 28
Windrose On Hudson

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

2.5 star property
8.8 out of 10, Excellent, (832)
"Spotless, well appointed rooms, excellent location, superior staff."
The price is CA $273
CA $312 total
includes taxes & fees
Jul 16 - Jul 17
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

Hotel Nyack, a JdV by Hyatt Hotel

4.0 star property
8.4 out of 10, Very good, (1007)
"Nice restaurant "
The price is CA $139
CA $196 total
includes taxes & fees
Jul 27 - Jul 28
Hotel Nyack, a JdV by Hyatt Hotel

Courtyard by Marriott Tarrytown Westchester County

3.0 star property
9.0 out of 10, Wonderful, (1002)
"Nice hotel"
The price is CA $230
CA $263 total
includes taxes & fees
Jul 27 - Jul 28
Courtyard by Marriott Tarrytown Westchester County

West Gate Inn Nyack

3.0 star property
7.4 out of 10, Good, (1023)
"The breakfast is good and the rooms are clean."
The price is CA $127
CA $146 total
includes taxes & fees
Aug 14 - Aug 15
West Gate Inn Nyack

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

2.5 star property
9.2 out of 10, Wonderful, (1006)
"Would stay again"
The price is CA $174
CA $199 total
includes taxes & fees
Jul 29 - Jul 30
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG

Days Inn by Wyndham Nanuet / Spring Valley

2.0 star property
6.8 out of 10, (1004)
"Property was clean, quiet, and very convenient for our travel purposes."
The price is CA $115
CA $134 total
includes taxes & fees
Jul 16 - Jul 17
Days Inn by Wyndham Nanuet / Spring Valley

Extended Stay America Suites White Plains Elmsford

2.5 star property
6.8 out of 10, (1014)
"nice stay"
The price is CA $171
CA $196 total
includes taxes & fees
Aug 3 - Aug 4
Extended Stay America Suites White Plains Elmsford

Baymont by Wyndham White Plains - Elmsford

2.5 star property
8.2 out of 10, Very good, (1383)
"Good place to stay "
The price is CA $209
CA $239 total
includes taxes & fees
Aug 3 - Aug 4
Baymont by Wyndham White Plains - Elmsford

Days Inn by Wyndham Elmsford / White Plains

2.0 star property
6.6 out of 10, (1003)
"Large rooms, close to town, clean."
The price is CA $126
CA $149 total
includes taxes & fees
Jul 27 - Jul 28
Days Inn by Wyndham Elmsford / White Plains

Inn on the Hudson

2.0 star property
6.8 out of 10, (1004)
"Great area but wasn’t a fan of the hotel. "
The price is CA $156
CA $179 total
includes taxes & fees
Jul 20 - Jul 21
Inn on the Hudson

FairBridge Inn Express Nyack

2.0 star property
7.6 out of 10, Good, (1005)
"This property is completely remodeled, a 90% improvement under the new management. I would stay here again and recommend it"
The price is CA $130
CA $155 total
includes taxes & fees
Jul 22 - Jul 23
FairBridge Inn Express Nyack

Sleepy Hollow Hotel

3.5 star property
6.6 out of 10, (1004)
"Hotel was very clean and quiet. Great location "
The price is CA $218
CA $250 total
includes taxes & fees
Aug 14 - Aug 15
Sleepy Hollow Hotel

SpringHill Suites by Marriott Tarrytown Westchester County

3.0 star property
8.4 out of 10, Very good, (1007)
"Location"
The price is CA $232
CA $265 total
includes taxes & fees
Jul 24 - Jul 25
SpringHill Suites by Marriott Tarrytown Westchester County

Westchester Marriott

4.5 star property
8.8 out of 10, Excellent, (320)
"Great hotel, well maintained"
The price is CA $270
CA $309 total
includes taxes & fees
Aug 3 - Aug 4
Westchester Marriott

Tappan Zee Hotel

2.0 star property
6.4 out of 10, (602)
"Good location, next to mall."
The price is CA $132
CA $154 total
includes taxes & fees
Jul 16 - Jul 17
Tappan Zee Hotel

Motel 6 Elmsford, NY - White Plains

2.0 star property
6.4 out of 10, (805)
"kool place "
The price is CA $144
CA $165 total
includes taxes & fees
Jul 16 - Jul 17
Motel 6 Elmsford, NY - White Plains

Armoni Inn & Suites

3.5 star property
6.0 out of 10, (1970)
"Walkable to several stores. Very nice pool. Good value for cost"
The price is CA $121
CA $135 total
includes taxes & fees
Jul 16 - Jul 17
Armoni Inn & Suites

Quality Inn Spring Valley - Nanuet

2.5 star property
6.2 out of 10, (1007)
"Great"
The price is CA $117
CA $136 total
includes taxes & fees
Jul 20 - Jul 21
Quality Inn Spring Valley - Nanuet

DoubleTree by Hilton Hotel Nanuet

4.0 star property
8.8 out of 10, Excellent, (1018)
"Great place to stay and quiet"
The price is CA $185
CA $216 total
includes taxes & fees
Jul 27 - Jul 28
DoubleTree by Hilton Hotel 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.

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 34 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 La Quinta Inn & Suites by Wyndham Secaucus Meadowlands.

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

Expedia has 34 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.

Where can I learn more about changing or cancelling my trip in the area near Pleasant Square?

For additional details about updating your stay near Pleasant Square or cancelling it, go to https://www.expedia.com/service/.

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, Rockefeller State Park Preserve, or Rockland Lake State Park.