Find hotels near Pleasant Square, Ossining from $85

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Apr 29 - Apr 30
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Our top choices for Pleasant Square hotels

Restaurant

Windrose On Hudson

Windrose On Hudson
3.0 star property
1.9 mi from Pleasant Square
8.4 out of 10, Very Good, (131 reviews)
"Room was clean, super quiet, staff was very helpful and nice"
United States
Dawn
$172 nightly
The price is $191
May 3 - May 4
Total with taxes and fees
Windrose On Hudson
Villa | 5 bedrooms

Westchester Summer Pool Pet Friendly Events Games

Westchester Summer Pool Pet Friendly Events Games
2.0 star property
0.4 mi from Pleasant Square
$1,459 nightly
The price is $1,625
May 4 - May 5
Total with taxes and fees
Westchester Summer Pool Pet Friendly Events Games
Restaurant

Hotel Nyack, a JdV by Hyatt Hotel

Hotel Nyack, a JdV by Hyatt Hotel
4.0 star property
5.9 mi from Pleasant Square
8.6 out of 10, Excellent, (1,069 reviews)
"Great stay "
United States
James
$125 nightly
The price is $143
May 6 - May 7
Total with taxes and fees
Hotel Nyack, a JdV by Hyatt Hotel
Exterior

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
2.5 star property
5.3 mi from Pleasant Square
9.0 out of 10, Wonderful, (1,001 reviews)
"Clean rooms, good breakfast "
United States
Santa
$136 nightly
The price is $156
May 3 - May 4
Total with taxes and fees
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
Free daily self-serve breakfast

Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford
2.5 star property
6.7 mi from Pleasant Square
8.2 out of 10, Very Good, (1,680 reviews)
"Clean room great staff "
United States
Carlos
$125 nightly
The price is $143
May 5 - May 6
Total with taxes and fees
Baymont by Wyndham White Plains - Elmsford
Interior entrance

West Gate Inn Nyack

West Gate Inn Nyack
3.0 star property
5.9 mi from Pleasant Square
7.4 out of 10, Good, (1,267 reviews)
"Clean room. Good parking and great breakfast included."
United States
gail
$88 nightly
The price is $101
Apr 30 - May 1
Total with taxes and fees
West Gate Inn Nyack
Free daily on-the-go breakfast

FairBridge Inn Express Nyack

FairBridge Inn Express Nyack
2.0 star property
6.1 mi from Pleasant Square
7.8 out of 10, Good, (1,005 reviews)
"Quiet ok place to stay "
United States
Luis
$84 nightly
The price is $100
May 6 - May 7
Total with taxes and fees
FairBridge Inn Express Nyack
Free daily buffet breakfast

Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown
3.0 star property
7.4 mi from Pleasant Square
8.0 out of 10, Very Good, (1,414 reviews)
"Breakfast was great, folks were all very nice, and room was comfortable "
United States
Joye
$130 nightly
The price is $149
May 10 - May 11
Total with taxes and fees
Hampton Inn White Plains/Tarrytown
Indoor pool, open 8:30 AM to 9:30 PM, sun loungers

DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet
4.0 star property
8.5 mi from Pleasant Square
9.0 out of 10, Wonderful, (1,111 reviews)
"Nice hotel all around."
United States
Dan
$114 nightly
The price is $133
May 10 - May 11
Total with taxes and fees
DoubleTree by Hilton Hotel Nanuet
Exterior

SpringHill Suites by Marriott Tarrytown Westchester County

SpringHill Suites by Marriott Tarrytown Westchester County
3.0 star property
6.9 mi from Pleasant Square
8.6 out of 10, Excellent, (1,005 reviews)
"Helpful staff, clean rooms, hot food at breakfast and plenty of tables so it’s not crowded, bar open evenings, quiet and clean. Will definitely stay here again."
United States
Peter
$133 nightly
The price is $152
May 10 - May 11
Total with taxes and fees
SpringHill Suites by Marriott Tarrytown Westchester County
Property amenity

Courtyard by Marriott Tarrytown Westchester County

Courtyard by Marriott Tarrytown Westchester County
3.0 star property
6.8 mi from Pleasant Square
9.0 out of 10, Wonderful, (1,000 reviews)
"Great hidden gem"
United States
Jaime
$161 nightly
The price is $184
May 21 - May 22
Total with taxes and fees
Courtyard by Marriott Tarrytown Westchester County
Basic Triple Room | Interior

Tappan Zee Hotel

Tappan Zee Hotel
2.0 star property
6.5 mi from Pleasant Square
6.4 out of 10, (660 reviews)
"Parking spacious Mall convenient Price affordable "
United States
dalia
$90 nightly
The price is $105
Apr 30 - May 1
Total with taxes and fees
Tappan Zee Hotel
Restaurant

Armoni Inn & Suites

Armoni Inn & Suites
3.5 star property
9.1 mi from Pleasant Square
6.0 out of 10, (2,184 reviews)
"The air conditioning is good. Plenty of parking! Th"
United States
Vensky
$77 nightly
The price is $85
Apr 30 - May 1
Total with taxes and fees
Armoni Inn & Suites
Exterior

Tarrytown House Estate

Tarrytown House Estate
3.5 star property
7.8 mi from Pleasant Square
8.2 out of 10, Very Good, (1,049 reviews)
"Nice hotel good location"
United States
Krista
$174 nightly
The price is $199
Apr 30 - May 1
Total with taxes and fees
Tarrytown House Estate
Terrace/patio

Westchester Marriott

Westchester Marriott
4.5 star property
7.3 mi from Pleasant Square
8.8 out of 10, Excellent, (536 reviews)
"Clean room and good staff"
United States
TERESA TEENA
$197 nightly
The price is $225
May 24 - May 25
Total with taxes and fees
Westchester Marriott
Vending machine

Motel 6 Elmsford, NY - White Plains

Motel 6 Elmsford, NY - White Plains
2.0 star property
7.6 mi from Pleasant Square
6.6 out of 10, (957 reviews)
"Yes"
United States
Faith
$129 nightly
The price is $148
Apr 30 - May 1
Total with taxes and fees
Motel 6 Elmsford, NY - White Plains
Free daily self-serve breakfast

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

Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG
2.5 star property
8.9 mi from Pleasant Square
9.2 out of 10, Wonderful, (1,003 reviews)
"Great place to stay. "
United States
Jennifer
$152 nightly
The price is $174
May 3 - May 4
Total with taxes and fees
Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG
Lobby lounge

Sheraton Tarrytown Hotel

Sheraton Tarrytown Hotel
3.5 star property
7.1 mi from Pleasant Square
8.4 out of 10, Very Good, (1,001 reviews)
"Excellent service and great location for value "
United States
Alice
$161 nightly
The price is $184
May 10 - May 11
Total with taxes and fees
Sheraton Tarrytown Hotel
Interior entrance

Hotel MTK Mount Kisco

Hotel MTK Mount Kisco
3.0 star property
8.2 mi from Pleasant Square
8.6 out of 10, Excellent, (1,001 reviews)
"Nice stay. Friendly staff"
United States
Jared
$143 nightly
The price is $163
May 25 - May 26
Total with taxes and fees
Hotel MTK Mount Kisco
Premium bedding, desk, blackout drapes, free WiFi

Quality Inn Spring Valley - Nanuet

Quality Inn Spring Valley - Nanuet
2.5 star property
9.4 mi from Pleasant Square
6.2 out of 10, (1,000 reviews)
"The staffs are very friendly and rooms are clean."
United States
Anna Lorraine
$99 nightly
The price is $115
May 3 - May 4
Total with taxes and fees
Quality Inn Spring Valley - 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.
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Top Pleasant Square Hotel Reviews

OYO Times Square

OYO Times Square

6/10 Okay
"The staff was amazing. The venue is old and worn out. There is one elevator, I waited 10 minutes to get to my floor. Housekeeping does a good job of making it as clean as possible, but the bed creaks, and the rugs are in need of replacement. As is everything in the room. Although it was not cheap, for a NYC hotel room, it was affordable. The room was quiet. TV worked well."
Ann 1-night trip
Posted 1 hour ago
OYO Times Square

Hotels near other Pleasant Square attractions

Merchants Square

4.5/5 (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 quaint area.
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 42 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 (35.5 km) from Pleasant Square. Other good options around the area include Night Hotel Broadway and Ly New York Hotel.
How many hotels can I expect to find near Pleasant Square?
Expedia has 42 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, Teatown Lake Reservation, or Rockland Lake State Park.

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