--- title: "The Best Hotels Closest to Pleasant Square in Ossining for 2026 | Expedia" description: "Stay close to Pleasant Square. Find 8 hotels near Pleasant Square in Ossining from $144. Compare room rates, hotel reviews and availability. Most hotels are fully refundable." canonical: "https://www.expedia.com/Pleasant-Square-Hotels.0-l553248621558034948-0.Travel-Guide-Filter-Hotels" language: en-US market: US currency: USD prices_as_of: 2026-11-14T04:41:02Z --- Plan your trip - [Ossining Travel Guide](https://www.expedia.com/Ossining.dx6190653) - [Flights to Ossining](https://www.expedia.com/Cheap-Flights-To-Ossining.d6190653.Travel-Guide-Flights) - [Car Rentals in Pleasant Square](https://www.expedia.com/Car-Rentals-In-Pleasant-Square.d553248621558034948.Car-Rental-Guide) - [Pleasant Square Vacations](https://www.expedia.com/Pleasant-Square-Ossining.d553248621558034948.Vacation-Attraction) - [Vacation Rentals in Ossining](https://www.expedia.com/Ossining-Vacation-Rentals.d6190653.Travel-Guide-VacationRentals) # Find hotels near Pleasant Square, Ossining from $144 ![Beautiful park with bench](https://images.trvl-media.com/place_category/urn:expe:taxo:media-place-category-fallbacks:park/57d64fed-c656-4786-81ee-1fb650d54644.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ## Check prices for these dates [Check prices for these dates, December 14 – 15, 2026](https://www.expedia.com/Hotel-Search?regionId=553248621558034948&startDate=2026-12-14&endDate=2026-12-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) [View in a map](https://www.expedia.com/Hotel-Search?regionId=553248621558034948&stayLength=1&daysInFuture=30&pwaOverlay=map) Recommended Price (low to high) Distance Star rating ## Our top choices for Pleasant Square hotels ### [1\. Windrose On Hudson](https://www.expedia.com/Ossining-Hotels-Crotonville-Hotel.h112806652.Hotel-Information) ![A spacious indoor area with large windows, modern furniture, and a view of a landscaped outdoor area.](https://images.trvl-media.com/lodging/113000000/112810000/112806700/112806652/797596e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: 1.9 mi from Pleasant Square - Guest rating: 8.6/10 (Excellent, 284 reviews) - Price: $164 nightly, $183 total, Nov 22 - Nov 23, Total with taxes and fees, for Our top choices for Pleasant Square hotels - Review: Would 100% stay again, by Michael ### [2\. DoubleTree by Hilton Hotel Nanuet](https://www.expedia.com/Nyack-Hotels-DoubleTree-By-Hilton-Hotel-Nanuet.h736.Hotel-Information) ![An indoor swimming pool with clear water, sunroof, and lounge chairs.](https://images.trvl-media.com/lodging/1000000/10000/800/736/w4359h2762x141y0-8798963a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: 8.5 mi from Pleasant Square - Guest rating: 9/10 (Wonderful, 1187 reviews) - Price: $127 nightly, $147 total, Nov 23 - Nov 24, Total with taxes and fees, for Our top choices for Pleasant Square hotels - Review: Great place, by Joel ### [3\. Westchester Marriott](https://www.expedia.com/Tarrytown-Hotels-Westchester-Marriott.h10829.Hotel-Information) ![An outdoor seating area with wicker chairs and tables, surrounded by greenery and a modern lamp structure.](https://images.trvl-media.com/lodging/1000000/20000/10900/10829/4a0fc51f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: 7.3 mi from Pleasant Square - Guest rating: 9/10 (Wonderful, 698 reviews) - Price: $206 nightly, $236 total, Nov 23 - Nov 24, Total with taxes and fees, for Our top choices for Pleasant Square hotels - Review: We enjoyed our stay at the Westchester Marriot. The room was comfortable and clean, the cleaning staff was exceptional, and the meals through room service were tasty and arrived hot and fresh. The front desk staff was professional and checked us in quickly. We would definitely stay here again., by Sandra ### [4\. Element by Marriott Spring Valley](https://www.expedia.com/Nyack-Hotels-Element-Spring-Valley.h45176216.Hotel-Information) ![A spacious hotel lobby with a modern design, featuring a large seating area, a dining table, and large windows providing views of the outdoors.](https://images.trvl-media.com/lodging/46000000/45180000/45176300/45176216/156c73f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: 9.2 mi from Pleasant Square - Guest rating: 9/10 (Wonderful, 561 reviews) - Price: $134 nightly, $156 total, Nov 22 - Nov 23, Total with taxes and fees, for Our top choices for Pleasant Square hotels - Review: Delicious breakfast, clean room, nice gym!, by Rohan ### [5\. Courtyard by Marriott Tarrytown Westchester County](https://www.expedia.com/White-Plains-Hotels-Courtyard-By-Marriott-Tarrytown-Westchester-County.h25340.Hotel-Information) ![A modern kitchen with a central island, bar stools, a fireplace, and a contemporary pendant light.](https://images.trvl-media.com/lodging/1000000/30000/25400/25340/816df1a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: 6.8 mi from Pleasant Square - Guest rating: 9/10 (Wonderful, 1001 reviews) - Price: $152 nightly, $174 total, Nov 22 - Nov 23, Total with taxes and fees, for Our top choices for Pleasant Square hotels - Review: Very clean property with pleasant staff., by Syble ### [6\. SpringHill Suites by Marriott Tarrytown Westchester County](https://www.expedia.com/White-Plains-Hotels-SpringHill-Suites-By-Marriott-Tarrytown-Westchester-County.h918639.Hotel-Information) ![A hotel with a modern facade, a prominent signage for SpringHill Suites Marriott, and a covered entrance area with seating.](https://images.trvl-media.com/lodging/1000000/920000/918700/918639/746d369f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: 6.9 mi from Pleasant Square - Guest rating: 8.8/10 (Excellent, 1000 reviews) - Price: $156 nightly, $178 total, Nov 22 - Nov 23, Total with taxes and fees, for Our top choices for Pleasant Square hotels - Review: Clean, friendly staff, would stay again, by Gwen ### [7\. Holiday Inn Express & Suites Hawthorne Elmsford North by IHG](https://www.expedia.com/White-Plains-Hotels-Comfort-Inn-Suites.h2692.Hotel-Information) ![A modern reception area with a wooden reception desk, a blue accent wall, and a large glass door leading to an outdoor seating area.](https://images.trvl-media.com/lodging/1000000/10000/2700/2692/0065725d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: 5.3 mi from Pleasant Square - Guest rating: 9/10 (Wonderful, 1003 reviews) - Price: $126 nightly, $144 total, Dec 13 - Dec 14, Total with taxes and fees, for Our top choices for Pleasant Square hotels - Review: Great stay, by Sean P. ### [8\. Hotel Nyack, a JdV by Hyatt Hotel](https://www.expedia.com/Nyack-Hotels-Hotel-Nyack.h11943081.Hotel-Information) ![A modern bar area with a bar counter, multiple stools, and a seating area with a sofa and chairs.](https://images.trvl-media.com/lodging/12000000/11950000/11943100/11943081/b27e2d2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: 5.9 mi from Pleasant Square - Guest rating: 8.6/10 (Excellent, 1333 reviews) - Price: $140 nightly, $160 total, Nov 29 - Nov 30, Total with taxes and fees, for Our top choices for Pleasant Square hotels - Review: Great stay!, by Kristen ### [9\. Baymont by Wyndham White Plains - Elmsford](https://www.expedia.com/White-Plains-Hotels-La-Quinta-Inn-Suites-By-Wyndham-White-Plains-Elmsford.h438.Hotel-Information) ![A modern hotel lobby with a kitchen area, seating arrangements, and large windows offering a view of the outdoors.](https://images.trvl-media.com/lodging/1000000/10000/500/438/w8985h6000x10y0-9d556f34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: 6.7 mi from Pleasant Square - Guest rating: 8.2/10 (Very good, 1902 reviews) - Price: $134 nightly, $154 total, Dec 13 - Dec 14, Total with taxes and fees, for Our top choices for Pleasant Square hotels - Review: I would definitely recommend a stay at this location., by Dwayne ### [10\. Sonesta White Plains Downtown](https://www.expedia.com/White-Plains-Hotels-Sonesta-White-Plains-Downtown.h9979.Hotel-Information) ![An outdoor seating area with modern furniture, a fire pit, and ambient lighting.](https://images.trvl-media.com/lodging/1000000/10000/10000/9979/76900125.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: 10.5 mi from Pleasant Square - Guest rating: 9/10 (Wonderful, 1361 reviews) - Price: $207 nightly, $237 total, Nov 22 - Nov 23, Total with taxes and fees, for Our top choices for Pleasant Square hotels - Review: Well, maintained property and great location!, by Laura ### [11\. Residence Inn Orangeburg](https://www.expedia.com/Nyack-Hotels-Residence-Inn-Orangeburg.h6809210.Hotel-Information) ![A hotel patio with outdoor seating, a fire pit, and a covered area with glass doors.](https://images.trvl-media.com/lodging/7000000/6810000/6809300/6809210/67e0491f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: 9.5 mi from Pleasant Square - Guest rating: 8.8/10 (Excellent, 1000 reviews) - Price: $143 nightly, $159 total, Nov 29 - Nov 30, Total with taxes and fees, for Our top choices for Pleasant Square hotels - Review: Breakfast and overall staff were amazing!!, by Jessica ### [12\. Cambria Hotel & Suites - White Plains Downtown](https://www.expedia.com/White-Plains-Hotels-Cambria-Hotel-White-Plains-Downtown.h6097614.Hotel-Information) ![A modern lobby with seating areas, a fireplace, and a flat-screen TV mounted on the wall.](https://images.trvl-media.com/lodging/7000000/6100000/6097700/6097614/8eb1224e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: 10.2 mi from Pleasant Square - Guest rating: 9.2/10 (Wonderful, 1001 reviews) - Price: $191 nightly, $219 total, Dec 6 - Dec 7, Total with taxes and fees, for Our top choices for Pleasant Square hotels - Review: Very conveniently located hotel, and great service, by Anthony ### [13\. Hampton Inn Nanuet](https://www.expedia.com/Nyack-Hotels-Hampton-Inn-Nanuet.h1551336.Hotel-Information) ![A hotel room with a wooden desk, a green chair, a gray sofa, a kitchenette, and a door with a sign.](https://images.trvl-media.com/lodging/2000000/1560000/1551400/1551336/f02832d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: 9.4 mi from Pleasant Square - Guest rating: 8.2/10 (Very good, 1003 reviews) - Price: $126 nightly, $147 total, Nov 22 - Nov 23, Total with taxes and fees, for Our top choices for Pleasant Square hotels - Review: A blessed stay overall., by Leonard ### [14\. Ardsley Acres Hotel Westchester](https://www.expedia.com/White-Plains-Hotels-Ardsley-Acres-Hotel-Westchester.h1166864.Hotel-Information) ![A hotel room with a wooden headboard, a bedside table with a lamp, and a bed with white bedding and pillows.](https://images.trvl-media.com/lodging/2000000/1170000/1166900/1166864/ac0845e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: 10.6 mi from Pleasant Square - Guest rating: 8.8/10 (Excellent, 1285 reviews) - Price: $114 nightly, $130 total, Dec 14 - Dec 15, Total with taxes and fees, for Our top choices for Pleasant Square hotels - Review: Great Stay, by Wendell ### [15\. Residence Inn by Marriott White Plains Westchester County](https://www.expedia.com/White-Plains-Hotels-Residence-Inn-By-Marriott-White-Plains-Westchester-County.h40811.Hotel-Information) ![A modern high-rise hotel with a curved facade, multiple floors, and a well-lit entrance.](https://images.trvl-media.com/lodging/1000000/50000/40900/40811/7f1fe0fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: 10 mi from Pleasant Square - Guest rating: 8.6/10 (Excellent, 762 reviews) - Price: $201 nightly, $230 total, Nov 28 - Nov 29, Total with taxes and fees, for Our top choices for Pleasant Square hotels - Review: Everything was great, by Cristal ### [16\. Hotel MTK Mount Kisco](https://www.expedia.com/White-Plains-Hotels-Holiday-Inn-Mt-Kisco.h26788.Hotel-Information) ![A hotel entrance with a covered walkway, stone pillars, and potted plants.](https://images.trvl-media.com/lodging/1000000/30000/26800/26788/142dd06d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: 8.2 mi from Pleasant Square - Guest rating: 8.6/10 (Excellent, 1001 reviews) - Price: $139 nightly, $159 total, Dec 6 - Dec 7, Total with taxes and fees, for Our top choices for Pleasant Square hotels - Review: This hotel served our purposes very well., by Joseph ### [17\. Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG](https://www.expedia.com/White-Plains-Hotels-Holiday-Inn-Express-Hotel-Suites-Peekskill-Hudson-Valley.h6541495.Hotel-Information) ![A buffet with various food items, including omelets and baked goods, served in metal containers.](https://images.trvl-media.com/lodging/7000000/6550000/6541500/6541495/e000dfe4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: 8.9 mi from Pleasant Square - Guest rating: 9.2/10 (Wonderful, 1000 reviews) - Price: $127 nightly, $145 total, Nov 22 - Nov 23, Total with taxes and fees, for Our top choices for Pleasant Square hotels - Review: Very clean, great staff, great breakfast., by John ### [18\. Sonesta Simply Suites Nanuet](https://www.expedia.com/Nyack-Hotels-Sonesta-Simply-Suites-Nanuet.h694250.Hotel-Information) ![A hotel entrance with a sign reading "SONESTA Simply Suites".](https://images.trvl-media.com/lodging/1000000/700000/694300/694250/46d5cbe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: 9.4 mi from Pleasant Square - Guest rating: 8.4/10 (Very good, 1234 reviews) - Price: $112 nightly, $130 total, Nov 22 - Nov 23, Total with taxes and fees, for Our top choices for Pleasant Square hotels - Review: Pet friendly, by Diana ### [19\. West Gate Inn Nyack](https://www.expedia.com/Nyack-Hotels-West-Gate-Inn-Nyack.h5843352.Hotel-Information) ![A checkered floor, a potted plant, and two metal ladders in a room with large windows.](https://images.trvl-media.com/lodging/6000000/5850000/5843400/5843352/393dcf26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: 5.9 mi from Pleasant Square - Guest rating: 7.4/10 (Good, 1516 reviews) - Price: $107 nightly, $122 total, Nov 22 - Nov 23, Total with taxes and fees, for Our top choices for Pleasant Square hotels - Review: Awesome place will still again if in area, by Joshua ### [20\. Hilton Garden Inn Westchester Dobbs Ferry, NY](https://www.expedia.com/White-Plains-Hotels-Hilton-Garden-Inn-Westchester-Dobbs-Ferry.h19991840.Hotel-Information) ![A modern hotel lobby with a dining area, seating, and a large window offering a view of greenery.](https://images.trvl-media.com/lodging/20000000/20000000/19991900/19991840/33eeaa1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: 11 mi from Pleasant Square - Guest rating: 8.4/10 (Very good, 1002 reviews) - Price: $135 nightly, $155 total, Dec 6 - Dec 7, Total with taxes and fees, for Our top choices for Pleasant Square hotels - Review: Great stay, convenient location, by Caleb 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://www.expedia.com/Hotel-Search?startDate=2026-11-28&endDate=2026-11-29®ionId=553248621558034948&adults=2&sort=RECOMMENDED&openPlayBack=true) ## Compare popular hotels close to Pleasant Square | Property | Star rating | Guest rating | Breakfast included | Pool | Spa | Pet friendly | WiFi included | | ------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | ------------------------- | ------------ | ------------------ | ---- | --- | ------------ | ------------- | | ![A spacious indoor area with large windows, modern furniture, and a view of a landscaped outdoor area.](https://images.trvl-media.com/lodging/113000000/112810000/112806700/112806652/797596e4.jpg?impolicy=fcrop&w=900&h=675&p=1&q=medium)Windrose On Hudson | 8.6Excellent284 reviews | View | | | | | | | ![An indoor swimming pool with clear water, sunroof, and lounge chairs.](https://images.trvl-media.com/lodging/1000000/10000/800/736/w4359h2762x141y0-8798963a.jpg?impolicy=fcrop&w=900&h=675&p=1&q=medium)DoubleTree by Hilton Hotel Nanuet | 9.0Wonderful1,187 reviews | View | | | | | | | ![An outdoor seating area with wicker chairs and tables, surrounded by greenery and a modern lamp structure.](https://images.trvl-media.com/lodging/1000000/20000/10900/10829/4a0fc51f.jpg?impolicy=fcrop&w=900&h=675&p=1&q=medium)Westchester Marriott | 9.0Wonderful698 reviews | View | | | | | | | ![A spacious hotel lobby with a modern design, featuring a large seating area, a dining table, and large windows providing views of the outdoors.](https://images.trvl-media.com/lodging/46000000/45180000/45176300/45176216/156c73f2.jpg?impolicy=fcrop&w=900&h=675&p=1&q=medium)Element by Marriott Spring Valley | 9.0Wonderful561 reviews | View | | | | | | | ![A modern kitchen with a central island, bar stools, a fireplace, and a contemporary pendant light.](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 | 9.0Wonderful1,001 reviews | View | | | | | | ## Other attractions near Pleasant Square ### Merchants Square Rating: 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 quaint area. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=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 family-friendly area's riverfront and enjoy its top-notch restaurants. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=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.com/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 check out its top-notch restaurants. [See properties](https://www.expedia.com/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 quaint area. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621558038859) ### 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.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621557931331) ### 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.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=950888068527779840) ### Louis Engel Waterfront Park Louis Engel Waterfront Park is just one of the places to see in Ossining, so why not enjoy the other things to explore during your travels? Amble around this quaint area's riverfront and enjoy its top-notch restaurants. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621587293691) ## Top Pleasant Square Hotel Reviews ### [Holiday Inn Express & Suites Hawthorne Elmsford North by IHG](https://www.expedia.com/White-Plains-Hotels-Comfort-Inn-Suites.h2692.Hotel-Information) ![A modern reception area with a wooden reception desk, a blue accent wall, and a large glass door leading to an outdoor seating area.](https://images.trvl-media.com/lodging/1000000/10000/2700/2692/0065725d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 20 Saw Mill River Rd., Hawthorne, NY, 10532, US - Location: Hawthorne - Star rating: 2.5/5 - Guest rating: 9/10 (1003 reviews) - Review: The room was very clean and the hotel itself looked very clean. Beds were comfortable and the room was very spacious. I would definitely recommend this hotel to anyone staying in this area., by Lorena, December 27, 2023, rated 10/10 Excellent ### [The Abbey Inn & Spa](https://www.expedia.com/White-Plains-Hotels-The-Abbey-Inn-Spa.h45603202.Hotel-Information) ![A stone building with a tower, surrounded by a garden with large rocks and various plants.](https://images.trvl-media.com/lodging/46000000/45610000/45603300/45603202/d4243906.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: Peekskill - Review: Very nice hotel although immediate hotel surroundings not that attractive., by Ralph, November 9, 2024, rated 10/10 Excellent ### [Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG](https://www.expedia.com/White-Plains-Hotels-Holiday-Inn-Express-Hotel-Suites-Peekskill-Hudson-Valley.h6541495.Hotel-Information) ![A buffet with various food items, including omelets and baked goods, served in metal containers.](https://images.trvl-media.com/lodging/7000000/6550000/6541500/6541495/e000dfe4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 2 John Walsh Boulevard, Peekskill, NY, 10566, US - Location: Peekskill - Star rating: 2.5/5 - Guest rating: 9.2/10 (1000 reviews) - Review: Very nice lodging across the street from a riverside park and walking trail., by David Allen, May 5, 2023, rated 10/10 Excellent ### [Courtyard by Marriott Tarrytown Westchester County](https://www.expedia.com/White-Plains-Hotels-Courtyard-By-Marriott-Tarrytown-Westchester-County.h25340.Hotel-Information) ![A modern kitchen with a central island, bar stools, a fireplace, and a contemporary pendant light.](https://images.trvl-media.com/lodging/1000000/30000/25400/25340/816df1a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 475 White Plains Rd, Tarrytown, NY, 10591, US - Location: Tarrytown - Star rating: 3/5 - Guest rating: 9/10 (1001 reviews) - Review: C, by Nolverto, November 13, 2026, rated 10/10 Excellent ### [Westchester Marriott](https://www.expedia.com/Tarrytown-Hotels-Westchester-Marriott.h10829.Hotel-Information) ![An outdoor seating area with wicker chairs and tables, surrounded by greenery and a modern lamp structure.](https://images.trvl-media.com/lodging/1000000/20000/10900/10829/4a0fc51f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 670 White Plains Rd, Tarrytown, NY, 10591, US - Location: Tarrytown - Star rating: 4.5/5 - Guest rating: 9/10 (698 reviews) - Review: This hotel was nice, the only thing I was not a big fan of was the overcrowded lobby. I felt like it was a hassle to enter and exit the doors because people were permitted to block doorways and the main hallway to get to the elevators. I understand people are eager to congregate, but a kind reminder to move over for guests just trying to get up to their rooms by staff would have made the experience much more welcoming., by KELLY, November 10, 2024, rated 10/10 Excellent ### [DoubleTree by Hilton Hotel Nanuet](https://www.expedia.com/Nyack-Hotels-DoubleTree-By-Hilton-Hotel-Nanuet.h736.Hotel-Information) ![An indoor swimming pool with clear water, sunroof, and lounge chairs.](https://images.trvl-media.com/lodging/1000000/10000/800/736/w4359h2762x141y0-8798963a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 425 E Route 59, Nanuet, NY, 10954, US - Location: Nanuet - Star rating: 4/5 - Guest rating: 9/10 (1187 reviews) - Review: Beautiful hotel., by Brenda, November 26, 2024, rated 10/10 Excellent ### [Cambria Hotel & Suites - White Plains Downtown](https://www.expedia.com/White-Plains-Hotels-Cambria-Hotel-White-Plains-Downtown.h6097614.Hotel-Information) ![A modern lobby with seating areas, a fireplace, and a flat-screen TV mounted on the wall.](https://images.trvl-media.com/lodging/7000000/6100000/6097700/6097614/8eb1224e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 250 Main Street, White Plains, NY, 10601, US - Location: White Plains - Star rating: 3.5/5 - Guest rating: 9.2/10 (1001 reviews) - Review: Keeping in mind its 3-star classification, this hotel does not disappoint. Front desk staff is outstanding. Metro-North station is in easy walking distance. Of special note: In partnership with the Chazz Palminteri restaurant next door, guests can order a meal, get it delivered and charged to the room. Very nice option when traveling all day. On a lesser note, the slamming doors made a lot of disruption. Soft close, as in other hotels, would improve the guest experience and be worth the..., by William, March 18, 2025, rated 10/10 Excellent ### [SpringHill Suites by Marriott Tarrytown Westchester County](https://www.expedia.com/White-Plains-Hotels-SpringHill-Suites-By-Marriott-Tarrytown-Westchester-County.h918639.Hotel-Information) ![A hotel with a modern facade, a prominent signage for SpringHill Suites Marriott, and a covered entrance area with seating.](https://images.trvl-media.com/lodging/1000000/920000/918700/918639/746d369f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 480 White Plains Rd, Tarrytown, NY, 10591, US - Location: Tarrytown - Star rating: 3/5 - Guest rating: 8.8/10 (1000 reviews) - Review: Clean Quiet & Courteous, also conveniently close to NJ / Conn/ Penn/ & up-state NYC near Tapanzee Bridge/ Governor Cuomo‘s Bridge., by James, January 1, 2025, rated 10/10 Excellent ### [The Opus Westchester, Autograph Collection](https://www.expedia.com/White-Plains-Hotels-The-Opus-Westchester.h1789323.Hotel-Information) ![A modern hotel entrance with a glass door, a car parked outside, and a well-lit pathway leading to the entrance.](https://images.trvl-media.com/lodging/2000000/1790000/1789400/1789323/80a97b29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: White Plains - Review: I have stayed at the Rirz Carlton in White Plains several times and it is the best short get away. The rooms are beautiful, and very high end., by Anonymous traveler, June 19, 2017, rated 10/10 Excellent ### [Element by Marriott Spring Valley](https://www.expedia.com/Nyack-Hotels-Element-Spring-Valley.h45176216.Hotel-Information) ![A spacious hotel lobby with a modern design, featuring a large seating area, a dining table, and large windows providing views of the outdoors.](https://images.trvl-media.com/lodging/46000000/45180000/45176300/45176216/156c73f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 90 Spring Valley Market Place, Spring Valley, NY, 10977, US - Location: Spring Valley - Star rating: 3/5 - Guest rating: 9/10 (561 reviews) - Review: Great say!, by Jasmine, April 23, 2024, rated 10/10 Excellent ### [Hotel Nyack, a JdV by Hyatt Hotel](https://www.expedia.com/Nyack-Hotels-Hotel-Nyack.h11943081.Hotel-Information) ![A modern bar area with a bar counter, multiple stools, and a seating area with a sofa and chairs.](https://images.trvl-media.com/lodging/12000000/11950000/11943100/11943081/b27e2d2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 400 High Avenue, Nyack, NY, 10960, US - Location: Nyack - Star rating: 4/5 - Guest rating: 8.6/10 (1333 reviews) - Review: Great spot to stay and then half hour into the city. Right off the exit and easy back to the highway. Only stayed for a few hours but place looks great with a nice pool and restaurant. Very cool, looks like an old warehouse. Will definitely be back!, by JASON, June 24, 2024, rated 10/10 Excellent ### [Sonesta White Plains Downtown](https://www.expedia.com/White-Plains-Hotels-Sonesta-White-Plains-Downtown.h9979.Hotel-Information) ![An outdoor seating area with modern furniture, a fire pit, and ambient lighting.](https://images.trvl-media.com/lodging/1000000/10000/10000/9979/76900125.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 66 Hale Ave, White Plains, NY, 10601, US - Location: White Plains - Star rating: 4/5 - Guest rating: 9/10 (1361 reviews) - Review: Great stay thanks. Didn't really want the $20 a dollar "benefit" of unlimited water/tea/coffee; like how much are we seriously drinking??, by Amy, May 13, 2025, rated 10/10 Excellent ### [Residence Inn Orangeburg](https://www.expedia.com/Nyack-Hotels-Residence-Inn-Orangeburg.h6809210.Hotel-Information) ![A hotel patio with outdoor seating, a fire pit, and a covered area with glass doors.](https://images.trvl-media.com/lodging/7000000/6810000/6809300/6809210/67e0491f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 3 Stevens Way, Orangeburg, NY, 10962, US - Location: Orangeburg - Star rating: 3/5 - Guest rating: 8.8/10 (1000 reviews) - Review: Very clean, comfortable, quiet and well equipped., by Kim, February 15, 2023, rated 10/10 Excellent ### [Hotel MTK Mount Kisco](https://www.expedia.com/White-Plains-Hotels-Holiday-Inn-Mt-Kisco.h26788.Hotel-Information) ![A hotel entrance with a covered walkway, stone pillars, and potted plants.](https://images.trvl-media.com/lodging/1000000/30000/26800/26788/142dd06d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 1 Pat Reilly Way, Mount Kisco, NY, 10549, US - Location: Mount Kisco - Star rating: 3/5 - Guest rating: 8.6/10 (1001 reviews) - Review: Overall our stay at MTK was very positive. Generally staff was responsive and friendly but not our experience in the restaurant. Service person barely greeted us, sat looking at his phone, apparently not checking on our food for which we waited a very long time. He made it quite clear that he did not enjoy his job and did not want to be there. However, we definitely would stay at MTK again without hesitation., by Shirley, August 8, 2022, rated 10/10 Excellent ### [Ardsley Acres Hotel Westchester](https://www.expedia.com/White-Plains-Hotels-Ardsley-Acres-Hotel-Westchester.h1166864.Hotel-Information) ![A hotel room with a wooden headboard, a bedside table with a lamp, and a bed with white bedding and pillows.](https://images.trvl-media.com/lodging/2000000/1170000/1166900/1166864/ac0845e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 560 Saw Mill River Rd, Ardsley, NY, 10502, US - Location: Ardsley - Star rating: 2/5 - Guest rating: 8.8/10 (1285 reviews) - Review: My husband and I use this hotel often. Just to get some rest and relaxation from our hectic schedules. Definitely worth the effort every time, by Valerie, December 26, 2024, rated 10/10 Excellent ### [Sheraton Tarrytown Hotel](https://www.expedia.com/White-Plains-Hotels-Sheraton-Tarrytown-Hotel.h1577022.Hotel-Information) ![A spacious lobby with a reception desk, sofas, and a coffee table. There are multiple seating areas and a large window providing natural light.](https://images.trvl-media.com/lodging/2000000/1580000/1577100/1577022/d6d76901.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: Tarrytown - Review: I highly enjoyed my experience/ stay at this hotel. I would highly recommend and can’t wait wait to visit again soon. A great location, nice big clean hotel, nice room. Overall great value for your money ✅, by Jason, December 9, 2024, rated 10/10 Excellent ### [Baymont by Wyndham White Plains - Elmsford](https://www.expedia.com/White-Plains-Hotels-La-Quinta-Inn-Suites-By-Wyndham-White-Plains-Elmsford.h438.Hotel-Information) ![A modern hotel lobby with a kitchen area, seating arrangements, and large windows offering a view of the outdoors.](https://images.trvl-media.com/lodging/1000000/10000/500/438/w8985h6000x10y0-9d556f34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 540 Saw Mill River Rd, Elmsford, NY, 10523, US - Location: Elmsford - Star rating: 2.5/5 - Guest rating: 8.2/10 (1902 reviews) - Review: Liked that it offered complimentary breakfast. Very convienient when you aren't familiar with an area., by Norma Jean, November 19, 2023, rated 10/10 Excellent ### [Residence Inn by Marriott White Plains Westchester County](https://www.expedia.com/White-Plains-Hotels-Residence-Inn-By-Marriott-White-Plains-Westchester-County.h40811.Hotel-Information) ![A modern high-rise hotel with a curved facade, multiple floors, and a well-lit entrance.](https://images.trvl-media.com/lodging/1000000/50000/40900/40811/7f1fe0fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 5 Barker Avenue, White Plains, NY, 10601, US - Location: White Plains - Star rating: 3/5 - Guest rating: 8.6/10 (762 reviews) - Review: The receptionist was awesome, professional, and really connects with us, very positive, courteous, informative, and shows a lot of customer care, great service. The corner suite was pretty awesome spacious, and felt like I was in a new home or an apartment. Very clean. I would recommend the suites , especially with the kitchen for multiple nights and long stays. I've been to the Chinese restaurant, and it's got awesome dim sum, and pretty authentic. Everything else you want is local and a few..., by Anonymous traveler, October 1, 2015, rated 10/10 Excellent ### [HYATT house White Plains](https://www.expedia.com/White-Plains-Hotels-HYATT-House-White-Plains.h427283.Hotel-Information) ![A spacious lounge area with comfortable seating, a bar with a well-stocked shelf, and a modern ceiling design.](https://images.trvl-media.com/lodging/1000000/430000/427300/427283/a49852b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: West Harrison - Review: No response, by James, July 4, 2025, rated 10/10 Excellent ## 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 36 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](https://www.expedia.com/New-York-Hotels-Radio-Hotel.h73530346.Hotel-Information) 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](https://www.expedia.com/New-York-Hotels-Night-Hotel-Broadway.h129325.Hotel-Information) and [Hotel Belleclaire Central Park, a Small Luxury Hotel](https://www.expedia.com/New-York-Hotels-Hotel-Belleclaire.h201239.Hotel-Information). ### How many hotels can I expect to find near Pleasant Square? Expedia has 36 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 . ### 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. Van Cortlandt Manor, Sleepy Hollow Cemetery, and Old Dutch Church of Sleepy Hollow 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. ## Explore a world of travel with Expedia - [Lodging](?equalTargetTab=tab-0) - [Elmsford Hotels](https://www.expedia.com/Elmsford-Hotels.d7829.Travel-Guide-Hotels) - [Valhalla Hotels](https://www.expedia.com/Valhalla-Hotels.d3000449748.Travel-Guide-Hotels) - [Hotels near Rockland Lake State Park Championship Golf Course](https://www.expedia.com/Rockland-Lake-State-Park-Championship-Golf-Course-Hotels.0-l6253469-0.Travel-Guide-Filter-Hotels) - [Brooklyn Hotels](https://www.expedia.com/Brooklyn-Hotels.d177851.Travel-Guide-Hotels) - [Purchase Hotels](https://www.expedia.com/Purchase-Hotels.d6172129.Travel-Guide-Hotels) - [Hotels near Depot Square](https://www.expedia.com/Depot-Square-Hotels.0-l553248621558038859-0.Travel-Guide-Filter-Hotels) - [Monsey Hotels](https://www.expedia.com/Monsey-Hotels.d3000449107.Travel-Guide-Hotels) - [Armonk Hotels](https://www.expedia.com/Armonk-Hotels.d9324.Travel-Guide-Hotels) - 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