Title: Best Hotels Near Pleasant Square, Ossining from CA $158 | Expedia.ca

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# Find hotels near Pleasant Square, Ossining from CA $158

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## Check prices for these dates

Tonight

[Dec 4 - Dec 5](https://www.expedia.ca/Hotel-Search?regionId=553248621558034948&startDate=2025-12-04&endDate=2025-12-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 5 - Dec 6](https://www.expedia.ca/Hotel-Search?regionId=553248621558034948&startDate=2025-12-05&endDate=2025-12-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=553248621558034948&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248621558034948&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Recommended

Price (low to high)

Distance

Star rating

## Top Hotels Close to Pleasant Square

![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112810000/112806700/112806652/f251141f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 Queen Bed, Mobility Accessible](https://images.trvl-media.com/lodging/113000000/112810000/112806700/112806652/30d2fd7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/113000000/112810000/112806700/112806652/d1beb6ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/113000000/112810000/112806700/112806652/589f9bbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Windrose On Hudson

3.1 km from Pleasant Square

8.0/10

Very good

(94)

"Clean rooms, quiet, beautiful grounds"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

patricia

CA $175

CA $195 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Ossining-Hotels-Crotonville-Hotel.h112806652.Hotel-Information)

![House](https://images.trvl-media.com/lodging/122000000/121530000/121520500/121520491/ae91b214.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/122000000/121530000/121520500/121520491/005990bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/122000000/121530000/121520500/121520491/6b001cf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/122000000/121530000/121520500/121520491/05844142.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Foliage at Westchester Manor - Near Sleepy Hollow

0.7 km from Pleasant Square

CA $593

CA $1,319 total

includes taxes & fees

Dec 8 - Dec 9

[](https://www.expedia.ca/Ossining-Hotels-Foliage-At-Westchester-Manor-Near-Sleepy-Hollow.h121520491.Hotel-Information)

![Property amenity](https://images.trvl-media.com/lodging/1000000/30000/25400/25340/816df1a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/1000000/30000/25400/25340/0945a9bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/30000/25400/25340/882db230.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast and dinner served](https://images.trvl-media.com/lodging/1000000/30000/25400/25340/f8aa98ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Courtyard by Marriott Tarrytown Westchester County

10.9 km from Pleasant Square

9.0/10

Wonderful

(1000)

"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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Donald

CA $200

CA $228 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/White-Plains-Hotels-Courtyard-By-Marriott-Tarrytown-Westchester-County.h25340.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2700/2692/789126d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2700/2692/0065725d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily full breakfast](https://images.trvl-media.com/lodging/1000000/10000/2700/2692/ef08228c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, soundproofing, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/10000/2700/2692/abc819b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

8.5 km from Pleasant Square

8.8/10

Excellent

(944)

"Great hotel to enjoy all the SleepHollow excursions. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michelle

CA $200

CA $229 total

includes taxes & fees

Dec 7 - Dec 8

[](https://www.expedia.ca/White-Plains-Hotels-Comfort-Inn-Suites.h2692.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/46000000/45610000/45603300/45603202/d4243906.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Double Full Accessible](https://images.trvl-media.com/lodging/46000000/45610000/45603300/45603202/f5dd9616.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/46000000/45610000/45603300/45603202/8ab39edb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Porch](https://images.trvl-media.com/lodging/46000000/45610000/45603300/45603202/6eaf4dea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Abbey Inn & Spa

15.6 km from Pleasant Square

9.2/10

Wonderful

(224)

"The staff, the room, the restaurant and bar were all excellent. The Abby is a special place. Beautiful architecture, great art! Location can’t be beat. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lya

CA $354

CA $469 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/White-Plains-Hotels-The-Abbey-Inn-Spa.h45603202.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/12000000/11950000/11943100/11943081/a38df02c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/12000000/11950000/11943100/11943081/be6358d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/12000000/11950000/11943100/11943081/501c20f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/12000000/11950000/11943100/11943081/5c062132.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Nyack, a JdV by Hyatt Hotel

9.5 km from Pleasant Square

8.6/10

Excellent

(1000)

"Room was clean, staff was pleasant, hotel overall was great"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Cara

CA $129

CA $186 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Nyack-Hotels-Hotel-Nyack.h11943081.Hotel-Information)

![Reception](https://images.trvl-media.com/lodging/1000000/20000/10900/10829/w3995h2667x0y0-3f6e8d0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/10900/10829/1d1fc977.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/1000000/20000/10900/10829/01967267.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/1000000/20000/10900/10829/7c0ad25c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Westchester Marriott

11.7 km from Pleasant Square

8.8/10

Excellent

(436)

"Staff was friendly hotel is beautiful"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Doris

CA $224

CA $256 total

includes taxes & fees

Dec 7 - Dec 8

[](https://www.expedia.ca/Tarrytown-Hotels-Westchester-Marriott.h10829.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/2000000/1790000/1789400/1789323/80a97b29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1790000/1789400/1789323/45a95d2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sauna, steam room, body treatments, hydrotherapy, hot stone massages](https://images.trvl-media.com/lodging/2000000/1790000/1789400/1789323/daf1d0e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Presidential Suite, 1 Bedroom](https://images.trvl-media.com/lodging/2000000/1790000/1789400/1789323/w4000h2662x0y0-aae7375c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Opus Westchester, Autograph Collection

16.5 km from Pleasant Square

9.2/10

Wonderful

(526)

"our room was very clean on beds very comfortable staff friendly, breakfast wonderful"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Susan

CA $417

CA $525 total

includes taxes & fees

Jan 1 - Jan 2, 2026

[](https://www.expedia.ca/White-Plains-Hotels-The-Opus-Westchester.h1789323.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/800/736/w3839h2556x0y3-9a7a26d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/800/736/13a47184.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Ballroom](https://images.trvl-media.com/lodging/1000000/10000/800/736/8e33505f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/800/736/a3863609.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### DoubleTree by Hilton Hotel Nanuet

13.8 km from Pleasant Square

8.8/10

Excellent

(1018)

"Very clean very beautiful very good hospitality would stay again"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Bobby

CA $136

CA $158 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Nyack-Hotels-DoubleTree-By-Hilton-Hotel-Nanuet.h736.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/46000000/45180000/45176300/45176216/156c73f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/46000000/45180000/45176300/45176216/db8aec90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/46000000/45180000/45176300/45176216/c21c1bb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/46000000/45180000/45176300/45176216/1639ac1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Element Spring Valley

14.8 km from Pleasant Square

8.8/10

Excellent

(429)

"Staff, cleanliness, nice breakfast"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jesus

CA $171

CA $199 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Nyack-Hotels-Element-Spring-Valley.h45176216.Hotel-Information)

![View from property](https://images.trvl-media.com/lodging/7000000/6810000/6809300/6809210/67e0491f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/7000000/6810000/6809300/6809210/b820f36b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio, 1 King Bed with Sofa bed](https://images.trvl-media.com/lodging/7000000/6810000/6809300/6809210/e96def29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/7000000/6810000/6809300/6809210/7b1bc57f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Residence Inn Orangeburg

15.4 km from Pleasant Square

8.8/10

Excellent

(1013)

"Great staff, great location "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Luis

CA $212

CA $236 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Nyack-Hotels-Residence-Inn-Orangeburg.h6809210.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/920000/918700/918639/746d369f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio, 2 Double Beds](https://images.trvl-media.com/lodging/1000000/920000/918700/918639/17e3241a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/920000/918700/918639/427525a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio, 1 King Bed with Sofa bed | Private spa tub](https://images.trvl-media.com/lodging/1000000/920000/918700/918639/3afe8c48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### SpringHill Suites by Marriott Tarrytown Westchester County

11.1 km from Pleasant Square

8.4/10

Very good

(1010)

"The hotel did the job. Staff was great and accommodating. It was clean and rooms were nice. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alex

CA $212

CA $243 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/White-Plains-Hotels-SpringHill-Suites-By-Marriott-Tarrytown-Westchester-County.h918639.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/2000000/1580000/1577100/1577022/w4887h3068x11y11-ff384944.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1580000/1577100/1577022/faf581cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Daily continental breakfast for a fee](https://images.trvl-media.com/lodging/2000000/1580000/1577100/1577022/e4f82386.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lounge](https://images.trvl-media.com/lodging/2000000/1580000/1577100/1577022/eb3b78f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sheraton Tarrytown Hotel

11.4 km from Pleasant Square

8.4/10

Very good

(1001)

"Very awsome hotel!!! It had charm!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

kimberli

CA $189

CA $216 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/White-Plains-Hotels-Sheraton-Tarrytown-Hotel.h1577022.Hotel-Information)

![Free daily self-serve breakfast](https://images.trvl-media.com/lodging/7000000/6550000/6541500/6541495/58071d11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/7000000/6550000/6541500/6541495/ab21b3e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/7000000/6550000/6541500/6541495/5d58f7e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/7000000/6550000/6541500/6541495/87e148ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

14.4 km from Pleasant Square

9.2/10

Wonderful

(1012)

"Beautiful hotel, great breakfast!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Elaine

CA $166

CA $190 total

includes taxes & fees

Dec 7 - Dec 8

[](https://www.expedia.ca/White-Plains-Hotels-Holiday-Inn-Express-Hotel-Suites-Peekskill-Hudson-Valley.h6541495.Hotel-Information)

![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/10000/9979/2c718cc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/10000/9979/76900125.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/10000/10000/9979/9a4f7e20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/10000/9979/665c6eda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sonesta White Plains Downtown

16.9 km from Pleasant Square

8.8/10

Excellent

(1153)

"Great stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dedra

CA $210

CA $286 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/White-Plains-Hotels-Sonesta-White-Plains-Downtown.h9979.Hotel-Information)

![Free daily self-serve breakfast](https://images.trvl-media.com/lodging/1000000/10000/500/438/w8985h6000x10y0-9d556f34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/500/438/7097d010.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/500/438/3cab7719.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/1000000/10000/500/438/ae457390.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Baymont by Wyndham White Plains - Elmsford

10.9 km from Pleasant Square

8.2/10

Very good

(1457)

"Great experience can’t wait to come back "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Marvin

CA $175

CA $200 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/White-Plains-Hotels-La-Quinta-Inn-Suites-By-Wyndham-White-Plains-Elmsford.h438.Hotel-Information)

![Interior entrance](https://images.trvl-media.com/lodging/1000000/30000/26800/26788/0d5d6da0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/26800/26788/142dd06d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/30000/26800/26788/9a2b47a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast and dinner served](https://images.trvl-media.com/lodging/1000000/30000/26800/26788/348f17bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel MTK Mount Kisco

13.2 km from Pleasant Square

8.4/10

Very good

(1000)

"Excellent hotel. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Samuel

CA $205

CA $234 total

includes taxes & fees

Jan 1 - Jan 2, 2026

[](https://www.expedia.ca/White-Plains-Hotels-Holiday-Inn-Mt-Kisco.h26788.Hotel-Information)

![Premium bedding, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/2000000/1170000/1166900/1166864/4b305bf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/2000000/1170000/1166900/1166864/a590e886.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/2000000/1170000/1166900/1166864/2e6d72d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Gazebo](https://images.trvl-media.com/lodging/2000000/1170000/1166900/1166864/ab38c3ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ardsley Acres Hotel Westchester

17.1 km from Pleasant Square

8.6/10

Excellent

(1000)

"Omg the rooms of this hotel are amazing and cute"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Abdele

CA $175

CA $200 total

includes taxes & fees

Dec 31 - Jan 1, 2026

[](https://www.expedia.ca/White-Plains-Hotels-Ardsley-Acres-Hotel-Westchester.h1166864.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/50000/40900/40811/5639f850.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/50000/40900/40811/d1948adb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/1000000/50000/40900/40811/f0112c53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Double Bed, Corner | Private kitchen](https://images.trvl-media.com/lodging/1000000/50000/40900/40811/28b0659f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Residence Inn by Marriott White Plains Westchester County

16.1 km from Pleasant Square

8.6/10

Excellent

(650)

"Staff very helpful "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Bianca

CA $244

CA $279 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/White-Plains-Hotels-Residence-Inn-By-Marriott-White-Plains-Westchester-County.h40811.Hotel-Information)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/30000/23300/23291/d5b0e16e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/30000/23300/23291/cf777994.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/23300/23291/da264f63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/30000/23300/23291/9eba8fe4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn White Plains/Tarrytown

12 km from Pleasant Square

8.0/10

Very good

(1283)

"Will definitely stay again"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Elainne

CA $169

CA $193 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/White-Plains-Hotels-Hampton-Inn-White-Plains.h23291.Hotel-Information)

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](https://expedia.ca/Hotel-Search?startDate=2025-12-18&endDate=2025-12-19&regionId=553248621558034948&adults=2&sort=RECOMMENDED&openPlayBack=true)

## Top Pleasant Square Hotel Reviews

![Hard Rock Hotel New York](https://images.trvl-media.com/lodging/75000000/74800000/74799500/74799455/f555e13c_y.jpg)

### Hard Rock Hotel New York

10/10 Excellent

"Staff was kind and helpful. "

[](https://expedia.ca/New-York-Hotels-Hard-Rock-Hotel-New-York.h74799455.Hotel-Information)

![Pod Times Square](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_y.jpg)

### Pod Times Square

10/10 Excellent

"Clean room"

[](https://expedia.ca/New-York-Hotels-Pod-Times-Square.h19681371.Hotel-Information)

![Hotel St. James](https://images.trvl-media.com/lodging/2000000/1150000/1144500/1144474/ecd19bcc_y.jpg)

### Hotel St. James

10/10 Excellent

"Clean, courteous staff, great location"

[](https://expedia.ca/New-York-Hotels-Hotel-St-James.h1144474.Hotel-Information)

![Hilton Garden Inn New York/Central Park South-Midtown West](https://images.trvl-media.com/lodging/7000000/6940000/6939800/6939750/b92665f3_y.jpg)

### Hilton Garden Inn New York/Central Park South-Midtown West

10/10 Excellent

"Front desk staff were amazing, room was clean and location was everything!"

[](https://expedia.ca/New-York-Hotels-Hilton-Garden-Inn-New-YorkCentral-Park-South-Midtown-West.h6939750.Hotel-Information)

![Hampton Inn New York Times Square](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_y.jpg)

### Hampton Inn New York Times Square

10/10 Excellent

"Greay stay. Cozy room. Clean hotel. Great complimentary breakfast and friendly staff"

[](https://expedia.ca/New-York-Hotels-Hampton-Inn-New-York-Times-Square.h91827910.Hotel-Information)

![Lotte New York Palace](https://images.trvl-media.com/lodging/1000000/10000/4900/4818/w1695h1110x0y0-027534be_y.jpg)

### Lotte New York Palace

10/10 Excellent

"Always winderful!!"

[](https://expedia.ca/New-York-Hotels-Lotte-New-York-Palace.h4818.Hotel-Information)

![Empire Hotel](https://images.trvl-media.com/lodging/1000000/10000/3700/3670/f27a1835_y.jpg)

### Empire Hotel

10/10 Excellent

"Ariel and the rest of the front staff provide a very accommodating and friendly service. Will definitely come back and stay here. "

[](https://expedia.ca/New-York-Hotels-Empire-Hotel.h3670.Hotel-Information)

![New York Hilton Midtown](https://images.trvl-media.com/lodging/1000000/20000/19800/19768/edb0a1f1_y.jpg)

### New York Hilton Midtown

10/10 Excellent

"Excellent hotel"

[](https://expedia.ca/New-York-Hotels-New-York-Hilton-Midtown.h19768.Hotel-Information)

![Paramount Times Square – A Generator Hotel](https://images.trvl-media.com/lodging/1000000/30000/24300/24245/0cfe01b2_y.jpg)

### Paramount Times Square – A Generator Hotel

10/10 Excellent

"The stafff was very nice. The room was clean. Loved the facilities! Very accessible to the places wanted visit. "

[](https://expedia.ca/New-York-Hotels-Paramount-Times-Square.h24245.Hotel-Information)

## 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](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621558034947)

### Sing Sing Prison Museum

You can spend time browsing the exhibits at Sing Sing Prison Museum during your travels in Ossining. Amble around this quaint area's riverfront and enjoy its top-notch restaurants. 

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621561873062)

### Ossining Public Library

Learn about the local history of Ossining when you spend time at Ossining Public Library. Amble around the area's parks or visit its monuments. 

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=950929294549757952)

### Snowden Avenue Park

Snowden Avenue Park is just one of the places to see in Ossining, so why not enjoy the other things to explore during your travels? Stroll along the riverfront in this quaint area, or check out its top-notch restaurants. 

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621558038861)

### Depot Square

Explore the great outdoors at Depot Square, a lovely green space in Ossining. Stroll along the riverfront or attend a sporting event in this family-friendly area. 

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621558038859)

### Crawbuckie Park

Explore the great outdoors at Crawbuckie Park, a lovely green space in Ossining. Amble around the area's parks or visit its monuments. 

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=950888068527779840)

### Nelson Park

Nelson Park is just one of the places to see in Ossining, so why not enjoy the other things to explore during your travels? Stroll along the riverfront in this quaint area, or check out its top-notch restaurants. 

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621557931331)

### Sing Sing Correctional Facility

After visiting Sing Sing Correctional Facility, make a plan to see the other sights and activities in Ossining. Amble around this family-friendly area's riverfront and enjoy its top-notch restaurants. 

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621558038857)

## Frequently asked questions

### What's the area like around Pleasant Square?

### Where is the best place to stay close to Pleasant Square?

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

### If I need to cancel the hotel reservation for my stay near Pleasant Square, will I receive a refund?

### What can I see and do near Pleasant Square?

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