Title: The Best Hotels Closest to Pleasant Square in Ossining - 2026 Updated Prices | Expedia.co.uk [Holiday Rentals in Ossining](https://expedia.co.uk/Ossining-Holiday-Rentals.d6190653.Travel-Guide-HolidayRentals)[Pleasant Square Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Pleasant-Square.d553248621558034948.Car-Hire-Guide)[Pleasant Square Holidays](https://expedia.co.uk/Pleasant-Square-Ossining.d553248621558034948.Attraction) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Tonight [7 Feb - 8 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=553248621558034948&startDate=2026-02-07&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [8 Feb - 9 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=553248621558034948&startDate=2026-02-08&endDate=2026-02-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [13 Feb - 15 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=553248621558034948&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [20 Feb - 22 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=553248621558034948&startDate=2026-02-20&endDate=2026-02-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Recommended Price (low to high) Distance Property class ## Our top choices for Pleasant Square hotels ![Restaurant](https://images.trvl-media.com/lodging/113000000/112810000/112806700/112806652/d1beb6ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Queen Bed, Mobility Accessible | Desk, laptop workspace, iron/ironing board, free cots/infant beds](https://images.trvl-media.com/lodging/113000000/112810000/112806700/112806652/30d2fd7e.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) ![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112810000/112806700/112806652/f251141f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Windrose On Hudson [](https://www.expedia.co.uk/Ossining-Hotels-Crotonville-Hotel.h112806652.Hotel-Information) 1.9 mi from Pleasant Square 8.2/10 Very good (109 reviews) "Great staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Timothy £147 includes taxes & fees 15 Feb - 16 Feb [](https://www.expedia.co.uk/Ossining-Hotels-Crotonville-Hotel.h112806652.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2700/2692/0065725d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2700/2692/789126d5.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/f494d5ec.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/a8507453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Hawthorne Elmsford North by IHG [](https://www.expedia.co.uk/White-Plains-Hotels-Comfort-Inn-Suites.h2692.Hotel-Information) 5.3 mi from Pleasant Square 9.0/10 Wonderful (990 reviews) "great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Janet £113 includes taxes & fees 19 Feb - 20 Feb [](https://www.expedia.co.uk/White-Plains-Hotels-Comfort-Inn-Suites.h2692.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/12000000/11950000/11943100/11943081/b27e2d2e.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) ![Premium bedding, pillow-top 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) ![Lobby](https://images.trvl-media.com/lodging/12000000/11950000/11943100/11943081/a38df02c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Nyack, a JdV by Hyatt Hotel [](https://www.expedia.co.uk/Nyack-Hotels-Hotel-Nyack.h11943081.Hotel-Information) 5.9 mi from Pleasant Square 8.6/10 Excellent (1,002 reviews) "I loved the hotel and its decor and ambience. I would definitely recommend the hotel and I will be staying there again !!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carmen £123 includes taxes & fees 10 Feb - 11 Feb [](https://www.expedia.co.uk/Nyack-Hotels-Hotel-Nyack.h11943081.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) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/30000/25400/25340/7f8b477e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast meal](https://images.trvl-media.com/lodging/1000000/30000/25400/25340/122f255f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/30000/25400/25340/28011148.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Tarrytown Westchester County [](https://www.expedia.co.uk/White-Plains-Hotels-Courtyard-By-Marriott-Tarrytown-Westchester-County.h25340.Hotel-Information) 6.8 mi from Pleasant Square 9.0/10 Wonderful (1,003 reviews) "Rooms very clean and staffs we're courteous. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sonya £120 includes taxes & fees 22 Feb - 23 Feb [](https://www.expedia.co.uk/White-Plains-Hotels-Courtyard-By-Marriott-Tarrytown-Westchester-County.h25340.Hotel-Information) ![Free daily self-service breakfast ](https://images.trvl-media.com/lodging/1000000/10000/500/438/w8985h6000x10y0-9d556f34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/500/438/bce3395d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/500/438/fc526b62.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) ### Baymont by Wyndham White Plains - Elmsford [](https://www.expedia.co.uk/White-Plains-Hotels-La-Quinta-Inn-Suites-By-Wyndham-White-Plains-Elmsford.h438.Hotel-Information) 6.7 mi from Pleasant Square 8.2/10 Very good (1,532 reviews) "Room was very clean and comfortable. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michele £105 includes taxes & fees 22 Feb - 23 Feb [](https://www.expedia.co.uk/White-Plains-Hotels-La-Quinta-Inn-Suites-By-Wyndham-White-Plains-Elmsford.h438.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/920000/918700/918639/3522e51d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/920000/918700/918639/4bf3ad47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, 1 King Bed with Sofa bed | Hypo-allergenic bedding, desk, iron/ironing board, free cots/infant beds](https://images.trvl-media.com/lodging/1000000/920000/918700/918639/d1dfca96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SpringHill Suites by Marriott Tarrytown Westchester County [](https://www.expedia.co.uk/White-Plains-Hotels-SpringHill-Suites-By-Marriott-Tarrytown-Westchester-County.h918639.Hotel-Information) 6.9 mi from Pleasant Square 8.4/10 Very good (1,001 reviews) "Clean and quiet - breakfast had a variety of great options!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joann £106 includes taxes & fees 15 Feb - 16 Feb [](https://www.expedia.co.uk/White-Plains-Hotels-SpringHill-Suites-By-Marriott-Tarrytown-Westchester-County.h918639.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/1000000/10000/4000/3956/95277453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4000/3956/7da4b671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4000/3956/34db2306.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4000/3956/4e1c48e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleepy Hollow Hotel [](https://www.expedia.co.uk/White-Plains-Hotels-Sleepy-Hollow-Hotel-Conference-Center.h3956.Hotel-Information) 7 mi from Pleasant Square 6.8/10 (1,000 reviews) "Overall the staff was great and the rooms were nice!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ashley £102 includes taxes & fees 2 Mar - 3 Mar [](https://www.expedia.co.uk/White-Plains-Hotels-Sleepy-Hollow-Hotel-Conference-Center.h3956.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/10900/10829/4a0fc51f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, down duvets, pillow-top beds](https://images.trvl-media.com/lodging/1000000/20000/10900/10829/01967267.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![32-inch flat-screen TV with cable channels, Smart TV, first-run films](https://images.trvl-media.com/lodging/1000000/20000/10900/10829/4c901ec0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/10900/10829/w3995h2667x0y0-3f6e8d0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Westchester Marriott [](https://www.expedia.co.uk/Tarrytown-Hotels-Westchester-Marriott.h10829.Hotel-Information) 7.3 mi from Pleasant Square 8.8/10 Excellent (476 reviews) "Friendly staff and the check in and out process was quick. My husband and I stay here several times a year. We are never disappointed. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donna £156 includes taxes & fees 12 Feb - 13 Feb [](https://www.expedia.co.uk/Tarrytown-Hotels-Westchester-Marriott.h10829.Hotel-Information) ![Indoor pool, open 8:30 AM to 9:30 PM, pool loungers](https://images.trvl-media.com/lodging/1000000/10000/800/736/c532560d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/800/736/w3839h2556x0y3-9a7a26d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/10000/800/736/w3832h2559x4y0-2bb2a540.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/800/736/df09fa9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Hotel Nanuet [](https://www.expedia.co.uk/Nyack-Hotels-DoubleTree-By-Hilton-Hotel-Nanuet.h736.Hotel-Information) 8.5 mi from Pleasant Square 9.0/10 Wonderful (1,065 reviews) "Clean room, helpful staff and good bar/restaurant " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephen £87 includes taxes & fees 22 Feb - 23 Feb [](https://www.expedia.co.uk/Nyack-Hotels-DoubleTree-By-Hilton-Hotel-Nanuet.h736.Hotel-Information) ![Interior entrance](https://images.trvl-media.com/lodging/6000000/5850000/5843400/5843352/393dcf26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/6000000/5850000/5843400/5843352/b007b1c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/6000000/5850000/5843400/5843352/594a6f8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/6000000/5850000/5843400/5843352/13a478de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### West Gate Inn Nyack [](https://www.expedia.co.uk/Nyack-Hotels-West-Gate-Inn-Nyack.h5843352.Hotel-Information) 5.9 mi from Pleasant Square 7.4/10 Good (1,225 reviews) "Clean room, friendly staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Miranda [](https://www.expedia.co.uk/Nyack-Hotels-West-Gate-Inn-Nyack.h5843352.Hotel-Information) ![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1580000/1577100/1577022/d6d76901.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/2000000/1580000/1577100/1577022/b10d7946.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1580000/1577100/1577022/d5b6f045.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1580000/1577100/1577022/w4887h3068x11y11-ff384944.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sheraton Tarrytown Hotel [](https://www.expedia.co.uk/White-Plains-Hotels-Sheraton-Tarrytown-Hotel.h1577022.Hotel-Information) 7.1 mi from Pleasant Square 8.4/10 Very good (1,001 reviews) "great comfortable stay !" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Niesha £106 includes taxes & fees 22 Feb - 23 Feb [](https://www.expedia.co.uk/White-Plains-Hotels-Sheraton-Tarrytown-Hotel.h1577022.Hotel-Information) ![Vending machine](https://images.trvl-media.com/lodging/2000000/1420000/1411400/1411304/4215aa47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1420000/1411400/1411304/d936fa1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee service](https://images.trvl-media.com/lodging/2000000/1420000/1411400/1411304/57e948dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1420000/1411400/1411304/eaa6720c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Motel 6 Elmsford, NY - White Plains [](https://www.expedia.co.uk/White-Plains-Hotels-Motel-6-Elmsford.h1411304.Hotel-Information) 7.6 mi from Pleasant Square 6.6/10 (947 reviews) "Easy parking, lots of restaurants near, dogs are welcome, beds are old, " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) kathy £83 includes taxes & fees 9 Feb - 10 Feb [](https://www.expedia.co.uk/White-Plains-Hotels-Motel-6-Elmsford.h1411304.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/12000000/11550000/11546900/11546856/219f5e19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/12000000/11550000/11546900/11546856/644950a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Vending machine](https://images.trvl-media.com/lodging/12000000/11550000/11546900/11546856/34f01a27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/12000000/11550000/11546900/11546856/2f18ae31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tappan Zee Hotel [](https://www.expedia.co.uk/Nyack-Hotels-Tappan-Zee-Hotel.h11546856.Hotel-Information) 6.5 mi from Pleasant Square 6.4/10 (651 reviews) "Clean room very quiet" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kayla [](https://www.expedia.co.uk/Nyack-Hotels-Tappan-Zee-Hotel.h11546856.Hotel-Information) ![Free daily buffet breakfast ](https://images.trvl-media.com/lodging/1000000/30000/23300/23291/ea472a69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/30000/23300/23291/39a0c2b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/30000/23300/23291/77104878.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/1000000/30000/23300/23291/d9c4eaff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn White Plains/Tarrytown [](https://www.expedia.co.uk/White-Plains-Hotels-Hampton-Inn-White-Plains.h23291.Hotel-Information) 7.4 mi from Pleasant Square 8.0/10 Very good (1,361 reviews) "Place is clean and the breakfast is good " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Antonio £104 includes taxes & fees 17 Feb - 18 Feb [](https://www.expedia.co.uk/White-Plains-Hotels-Hampton-Inn-White-Plains.h23291.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/49700/49674/b7afffa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/49700/49674/15b760e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner and brunch served, Asian cuisine](https://images.trvl-media.com/lodging/1000000/50000/49700/49674/03994778.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/50000/49700/49674/8848142c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tarrytown House Estate [](https://www.expedia.co.uk/White-Plains-Hotels-Tarrytown-House-Estate-On-The-Hudson.h49674.Hotel-Information) 7.8 mi from Pleasant Square 8.2/10 Very good (1,006 reviews) "It was a perfect short stay there" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carl £138 includes taxes & fees 16 Feb - 17 Feb [](https://www.expedia.co.uk/White-Plains-Hotels-Tarrytown-House-Estate-On-The-Hudson.h49674.Hotel-Information) ![Free daily on-the-go breakfast ](https://images.trvl-media.com/lodging/1000000/460000/459800/459797/f08ef395.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/460000/459800/459797/b471bf39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Double Beds, Non Smoking | Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/460000/459800/459797/9f074a62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/460000/459800/459797/2cbe90bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### FairBridge Inn Express Nyack [](https://www.expedia.co.uk/Nyack-Hotels-Super-8-By-Wyndham-Nyack-NY.h459797.Hotel-Information) 6.1 mi from Pleasant Square 7.6/10 Good (1,002 reviews) "The staff was really friendly and the place is clean" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Sara £74 includes taxes & fees 15 Feb - 16 Feb [](https://www.expedia.co.uk/Nyack-Hotels-Super-8-By-Wyndham-Nyack-NY.h459797.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/26800/26788/9a2b47a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily cooked-to-order breakfast (USD 19.95 per person)](https://images.trvl-media.com/lodging/1000000/30000/26800/26788/57582683.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) ### Hotel MTK Mount Kisco [](https://www.expedia.co.uk/White-Plains-Hotels-Holiday-Inn-Mt-Kisco.h26788.Hotel-Information) 8.2 mi from Pleasant Square 8.6/10 Excellent (1,002 reviews) "Great hotel. The town is nice. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric £116 includes taxes & fees 22 Feb - 23 Feb [](https://www.expedia.co.uk/White-Plains-Hotels-Holiday-Inn-Mt-Kisco.h26788.Hotel-Information) ![Free daily self-service 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/7000000/6550000/6541500/6541495/150c0508.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) ![Exterior](https://images.trvl-media.com/lodging/7000000/6550000/6541500/6541495/w5520h3677x0y0-69f9a2c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG [](https://www.expedia.co.uk/White-Plains-Hotels-Holiday-Inn-Express-Hotel-Suites-Peekskill-Hudson-Valley.h6541495.Hotel-Information) 8.9 mi from Pleasant Square 9.2/10 Wonderful (1,003 reviews) "Very comfortable beds,clean and breakfast was great." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dawn £107 includes taxes & fees 8 Mar - 9 Mar [](https://www.expedia.co.uk/White-Plains-Hotels-Holiday-Inn-Express-Hotel-Suites-Peekskill-Hudson-Valley.h6541495.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/1000000/20000/12100/12036/5f0c23aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/20000/12100/12036/0847cb8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/20000/12100/12036/82b54960.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Room, 2 Double Beds | In-room safe, desk, laptop workspace, blackout curtains](https://images.trvl-media.com/lodging/1000000/20000/12100/12036/cfa0a617.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Armoni Inn & Suites [](https://www.expedia.co.uk/Orangeburg-Hotels-Armoni-Inn-Suites.h12036.Hotel-Information) 9.1 mi from Pleasant Square 6.0/10 (2,157 reviews) "Reasonable for price, and quiet" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew £63 includes taxes & fees 26 Feb - 27 Feb [](https://www.expedia.co.uk/Orangeburg-Hotels-Armoni-Inn-Suites.h12036.Hotel-Information) ![Premium bedding, desk, blackout curtains, free WiFi](https://images.trvl-media.com/lodging/1000000/30000/25400/25400/6f1f25b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bathtub, towels](https://images.trvl-media.com/lodging/1000000/30000/25400/25400/f311324e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/1000000/30000/25400/25400/f882e593.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/25400/25400/e47c542d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Spring Valley - Nanuet [](https://www.expedia.co.uk/Nyack-Hotels-Quality-Inn-Spring-Valley-Nanuet.h25400.Hotel-Information) 9.4 mi from Pleasant Square 6.2/10 (1,002 reviews) "You can’t beat the price and quality, but that’s just Quality Inn." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jharon £85 includes taxes & fees 10 Feb - 11 Feb [](https://www.expedia.co.uk/Nyack-Hotels-Quality-Inn-Spring-Valley-Nanuet.h25400.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.co.uk/Hotel-Search?startDate=2026-02-22&endDate=2026-02-23®ionId=553248621558034948&adults=2&sort=RECOMMENDED&openPlayBack=true) ## Compare popular hotels close to Pleasant Square | Property | Property class | Guest rating | Breakfast included | Pool | Spa | Pet-friendly | WiFi included | | | ----------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | ----------------- | ------------------------- | ------------------ | ---- | --- | ------------ | ------------- | | | ![Restaurant](https://images.trvl-media.com/lodging/113000000/112810000/112806700/112806652/d1beb6ce.jpg?impolicy=fcrop&w=900&h=675&p=1&q=medium)Windrose On Hudson | 3.0 star property | 8.2Very good109 reviews | View | | | | | | | ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2700/2692/0065725d.jpg?impolicy=fcrop&w=900&h=675&p=1&q=medium)Holiday Inn Express & Suites Hawthorne Elmsford North by IHG | 2.5 star property | 9.0Wonderful990 reviews | View | | | | | | | ![Restaurant](https://images.trvl-media.com/lodging/12000000/11950000/11943100/11943081/b27e2d2e.jpg?impolicy=fcrop&w=900&h=675&p=1&q=medium)Hotel Nyack, a JdV by Hyatt Hotel | 4.0 star property | 8.6Excellent1,002 reviews | View | | | | | | | ![Property amenity](https://images.trvl-media.com/lodging/1000000/30000/25400/25340/816df1a7.jpg?impolicy=fcrop&w=900&h=675&p=1&q=medium)Courtyard by Marriott Tarrytown Westchester County | 3.0 star property | 9.0Wonderful1,003 reviews | View | | | | | | | ![Free daily self-service breakfast ](https://images.trvl-media.com/lodging/1000000/10000/500/438/w8985h6000x10y0-9d556f34.jpg?impolicy=fcrop&w=900&h=675&p=1&q=medium)Baymont by Wyndham White Plains - Elmsford | 2.5 star property | 8.2Very good1,532 reviews | View | | | | | | ## Top Pleasant Square Hotel Reviews ![Sheraton New York Times Square Hotel](https://images.trvl-media.com/lodging/1000000/10000/100/87/576ccb20_y.jpg) ### Sheraton New York Times Square Hotel 10/10 Excellent "Excellent service very friendly staff " [](https://expedia.co.uk/New-York-Hotels-Sheraton-New-York-Times-Square-Hotel.h87.Hotel-Information) ![Millennium Hotel Broadway Times Square](https://images.trvl-media.com/lodging/1000000/30000/25500/25449/4b967480_y.jpg) ### Millennium Hotel Broadway Times Square 10/10 Excellent "Great view from room. Very clean and helpful with late check out." [](https://expedia.co.uk/New-York-Hotels-Millennium-Hotel-Broadway-Times-Square.h25449.Hotel-Information) ![Hyatt Regency Times Square](https://images.trvl-media.com/lodging/1000000/30000/25000/24954/4493e452_y.jpg) ### Hyatt Regency Times Square 10/10 Excellent "The hotel was very clean and well kept. The staff was amazing and very helpful." [](https://expedia.co.uk/New-York-Hotels-HYATT-REGENCY-TIMES-SQUARE.h24954.Hotel-Information) ![Hotel Edison Times Square](https://images.trvl-media.com/lodging/1000000/10000/6300/6260/df9c2f28_y.jpg) ### Hotel Edison Times Square 10/10 Excellent "The receptionist Staff was Friendly and Cooperative, the room and the Toilet was spacious and Very clean containing all the amenities. Thanks to all Hotel Edison Staff,it was an Excellent stay." [](https://expedia.co.uk/New-York-Hotels-Hotel-Edison-Times-Square.h6260.Hotel-Information) ![Park Central Hotel New York](https://images.trvl-media.com/lodging/1000000/10000/4200/4164/777054c0_y.jpg) ### Park Central Hotel New York 10/10 Excellent "Clean room Comfortable bed Quiet room Good value" [](https://expedia.co.uk/New-York-Hotels-Park-Central-Hotel-New-York.h4164.Hotel-Information) ![Hyatt Grand Central New York](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_y.jpg) ### Hyatt Grand Central New York 10/10 Excellent "Amazing staff, comfortable rooms. I will be back" [](https://expedia.co.uk/New-York-Hotels-Grand-Hyatt-New-York.h23677.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 "Hotel was very clean and convenient for areas of New York- they had a small selection of goods available to purchase rather than finding a shop. " [](https://expedia.co.uk/New-York-Hotels-Hampton-Inn-New-York-Times-Square.h91827910.Hotel-Information) ![Hotel 57](https://images.trvl-media.com/lodging/2000000/1210000/1208300/1208242/954f5b6b_y.jpg) ### Hotel 57 10/10 Excellent "YES " [](https://expedia.co.uk/New-York-Hotels-Hotel-57.h1208242.Hotel-Information) ![Ameritania Hotel at Times Square](https://images.trvl-media.com/lodging/1000000/30000/20900/20842/01603f7f_y.jpg) ### Ameritania Hotel at Times Square 10/10 Excellent "The room was very clean and well laid out. Every member of the staff was very helpful. Also we were pleasantly surprised they had tea and coffee in the morning. The hotel is conveniently located to MoMA." [](https://expedia.co.uk/New-York-Hotels-Ameritania-At-Times-Square.h20842.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.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621558034947) ### Sing Sing Prison Museum You can spend time studying the exhibits at Sing Sing Prison Museum in Ossining. Amble around this quaint area's riverfront and enjoy its top-notch restaurants. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621561873062) ### Ossining Public Library Learn about the local history of Ossining when you take a trip to Ossining Public Library. Amble around the area's parks or visit its monuments. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=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 family-friendly area or visit its top-notch restaurants. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=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.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=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.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=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 visit its top-notch restaurants. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=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.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=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 should 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?