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Find hotels near Pleasant Square, Ossining from CA $138

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Next weekend
Aug 7 - Aug 9
In two weeks
Aug 14 - Aug 16

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Our top choices for Pleasant Square hotels

Meeting facility

1. Windrose On Hudson

Windrose On Hudson
3.0 star property
3.1 km from Pleasant Square
8.6 out of 10, Excellent, (206 reviews)
"The hotel have a beautiful surroundings and view of the river and mountains. Clean room and helpful staff."
United States
Mitchell
The price is CA $254
CA $283 total
includes taxes & fees
Aug 3 - Aug 4
Windrose On Hudson
Exterior

2. 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, (1,000 reviews)
"Great stay"
United States
Lorraine
The price is CA $171
CA $196 total
includes taxes & fees
Aug 31 - Sep 1
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
Interior

3. Cambria Hotel & Suites - White Plains Downtown

Cambria Hotel & Suites - White Plains Downtown
3.5 star property
16.5 km from Pleasant Square
9.4 out of 10, Exceptional, (1,001 reviews)
"Great stay"
United States
Matthew
The price is CA $257
CA $294 total
includes taxes & fees
Aug 30 - Aug 31
Cambria Hotel & Suites - White Plains Downtown
Free daily self-serve breakfast

4. Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford
2.5 star property
10.9 km from Pleasant Square
8.4 out of 10, Very good, (1,771 reviews)
"Very nice mattress, close to shoping and food. Will stay again."
United States
Charles
The price is CA $187
CA $214 total
includes taxes & fees
Aug 31 - Sep 1
Baymont by Wyndham White Plains - Elmsford
Property amenity

5. 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)
"Really excellent hotel all around. Just as nice as a place far more expensive."
United States
Clara
The price is CA $213
CA $244 total
includes taxes & fees
Aug 16 - Aug 17
Courtyard by Marriott Tarrytown Westchester County
Indoor pool, open 8:30 AM to 9:30 PM, sun loungers

6. 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, (1,176 reviews)
"Convenient, safe and very clean and quiet."
United States
Joyce
The price is CA $171
CA $199 total
includes taxes & fees
Aug 31 - Sep 1
DoubleTree by Hilton Hotel Nanuet
Terrace/patio

7. Westchester Marriott

Westchester Marriott
4.5 star property
11.7 km from Pleasant Square
8.8 out of 10, Excellent, (607 reviews)
"Great place. "
United States
Richard
The price is CA $276
CA $316 total
includes taxes & fees
Aug 6 - Aug 7
Westchester Marriott
Standard Room, 1 King Bed

8. Ardsley Acres Hotel Westchester

Ardsley Acres Hotel Westchester
2.0 star property
17.1 km from Pleasant Square
8.8 out of 10, Excellent, (1,114 reviews)
"Everything was excellent, clean quiet great stay"
United States
Matthew
The price is CA $166
CA $190 total
includes taxes & fees
Aug 12 - Aug 13
Ardsley Acres Hotel Westchester
Free daily on-the-go breakfast

9. 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)
"We stayed 2 nights. The place doesn't look like much on the outside, but rooms were nice and facility was clean. Good location. Comfortable bed. Water pressure in shower was good. Would definitely stay again."
United States
Michael
The price is CA $134
CA $161 total
includes taxes & fees
Aug 2 - Aug 3
FairBridge Inn Express Nyack
Restaurant

10. 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, (1,204 reviews)
"Great hotel if you are in that area."
United States
Jacob Glauco
The price is CA $178
CA $242 total
includes taxes & fees
Aug 31 - Sep 1
Hotel Nyack, a JdV by Hyatt Hotel
Interior entrance

11. West Gate Inn Nyack

West Gate Inn Nyack
3.0 star property
9.6 km from Pleasant Square
7.4 out of 10, Good, (1,384 reviews)
"Good place"
United States
Carol Aristelis
The price is CA $121
CA $138 total
includes taxes & fees
Aug 30 - Aug 31
West Gate Inn Nyack
Exterior

12. Sonesta White Plains Downtown

Sonesta White Plains Downtown
4.0 star property
17 km from Pleasant Square
8.8 out of 10, Excellent, (1,322 reviews)
"Beautiful hotel. And pleasant staff. I would definitely recommend and return for another stay"
United States
Angela Marquita
The price is CA $238
CA $319 total
includes taxes & fees
Aug 31 - Sep 1
Sonesta White Plains Downtown
Exterior

13. 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, (1,226 reviews)
"Always stay here when I travel to NY."
United States
Richard
The price is CA $158
CA $184 total
includes taxes & fees
Aug 16 - Aug 17
Sonesta Simply Suites Nanuet
Pool views, open daily

14. HYATT house White Plains

HYATT house White Plains
3.0 star property
19.6 km from Pleasant Square
8.8 out of 10, Excellent, (1,132 reviews)
"Everything was clean, friendly staff, enjoyed our stay."
United States
Phillip
The price is CA $265
CA $303 total
includes taxes & fees
Aug 16 - Aug 17
HYATT house White Plains
Lobby

15. Element by Marriott Spring Valley

Element by Marriott Spring Valley
3.0 star property
14.8 km from Pleasant Square
8.8 out of 10, Excellent, (504 reviews)
"Our room was clean and spacious. The staff was very kind and helped with anything we needed. Would stay here again!"
United States
Michael
The price is CA $195
CA $227 total
includes taxes & fees
Aug 16 - Aug 17
Element by Marriott Spring Valley
Lobby

16. 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)
"Have stayed at this location many times before friendly and knowledgeable staff. Nice and clean rooms will stay there next time when in Whiteplains."
United States
SANDRA
The price is CA $201
CA $230 total
includes taxes & fees
Aug 16 - Aug 17
Sheraton Tarrytown Hotel
Exterior

17. Tarrytown House Estate

Tarrytown House Estate
3.5 star property
12.5 km from Pleasant Square
8.2 out of 10, Very good, (1,194 reviews)
"Great stay, beautiful property. Look forward to coming again!"
United States
Jennifer
The price is CA $210
CA $275 total
includes taxes & fees
Aug 2 - Aug 3
Tarrytown House Estate
Exterior

18. Residence Inn by Marriott White Plains Westchester County

Residence Inn by Marriott White Plains Westchester County
3.0 star property
16.1 km from Pleasant Square
8.6 out of 10, Excellent, (720 reviews)
"I liked everything"
United States
John
The price is CA $269
CA $308 total
includes taxes & fees
Aug 16 - Aug 17
Residence Inn by Marriott White Plains Westchester County
Exterior

19. The Opus Westchester, Autograph Collection

The Opus Westchester, Autograph Collection
5.0 star property
16.4 km from Pleasant Square
9.2 out of 10, Wonderful, (573 reviews)
"Amazing stay. Will be visiting again. "
United States
Vann
The price is CA $447
CA $560 total
includes taxes & fees
Aug 7 - Aug 8
The Opus Westchester, Autograph Collection
Restaurant

20. Days Inn by Wyndham Elmsford / White Plains

Days Inn by Wyndham Elmsford / White Plains
2.0 star property
12.4 km from Pleasant Square
7.2 out of 10, Good, (1,006 reviews)
"The staff were really kind"
United States
Victoria
The price is CA $140
CA $165 total
includes taxes & fees
Sep 1 - Sep 2
Days Inn by Wyndham Elmsford / White Plains
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
Star rating
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
Exterior
Windrose On Hudson
3.0 star property
8.6
Excellent
206 reviews
View
Exterior
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
2.5 star property
9.0
Wonderful
1,000 reviews
View
Interior
Cambria Hotel & Suites - White Plains Downtown
3.5 star property
9.4
Exceptional
1,001 reviews
View
Free daily self-serve breakfast
Baymont by Wyndham White Plains - Elmsford
2.5 star property
8.4
Very good
1,771 reviews
View
Property amenity
Courtyard by Marriott Tarrytown Westchester County
3.0 star property
9.0
Wonderful
1,000 reviews
View

Top Pleasant Square Hotel Reviews

Night Hotel Broadway

Night Hotel Broadway

8/10 Good
"Property is a convenient location from the metro and the staff are very kind. The room itself is what you get for the price to be fair. There were some small bugs and a lot of the equipment was either old and/or rusty. The carpet was unexpectedly dirty definitely recommend wearing slippers inside the room and bathroom. The bed was really big and nice. Me and my friend had no issue sharing. The size is (i would say) a bit larger than a king sized bed (maybe the same, main point is that it was spacious). The key card requirement to enter the hotel also helped us feel safe."
Mina 2-night trip
Posted 5 hours ago
Night Hotel Broadway

Other attractions near Pleasant Square

Merchants Square

9.0/10 (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 family-friendly 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 43 hotels and other accommodations within a few miles for a convenient home base.
Where is the best place to stay close to Pleasant Square?
Highbridge Hotel is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and a fitness center. You'll find it 22.7 mi (36.5 km) from Pleasant Square. Other good options around the area include Night Hotel Broadway and Arthouse Hotel New York City.
How many hotels can I expect to find near Pleasant Square?
Expedia has 43 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 Louis Engel Waterfront Park.

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