A calm lake surrounded by autumn-colored trees reflecting in the water.

Hotels with Swimming Pools in Pleasantville

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Pleasantville Hotels with Swimming Pools

Tonight
8 Oct - 9 Oct
Tomorrow
9 Oct - 10 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for Pleasantville hotels with a pool

An indoor swimming pool with a glass ceiling, clear signage indicating depth, and lounge chairs along the sides.
A modern hotel lobby with a seating area, a kitchen, and a bar.
A modern hotel lobby with a kitchen area, seating arrangements, and large windows offering a view of the outdoors.
A hotel room with a large bed, a desk, and a chair. There is a window with curtains and a wall with a geometric patterned design.

1. Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford
Elmsford
  • Splash into relaxation at this well-maintained indoor pool with lifeguard service and extended hours.
S$197
includes taxes & fees
1 Nov - 2 Nov
Baymont by Wyndham White Plains - Elmsford
An indoor swimming pool with a tiled floor, a ceiling with a grid pattern, and a view of greenery outside.
A hotel room with two beds, a blue sofa, a wooden coffee table, and a painting on the wall.
A modern reception area with a wooden reception desk, a blue accent wall, and a large glass door leading to an outdoor seating area.
A Holiday Inn Express & Suites hotel with a modern design, featuring a covered entrance and American flags.

2. Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
Hawthorne
  • Discover a relaxing escape with a pristine indoor pool sanctuary and poolside loungers for serene relaxation year-round.
S$239
includes taxes & fees
8 Nov - 9 Nov
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
An indoor swimming pool with a 3 feet 10 inches deep sign, surrounded by a white tiled area, benches, and a glass door leading to another room.
A modern office space with two monitors, a white desk, black chairs, and a large abstract painting on the wall.
A spacious lobby with a reception desk, sofas, and a coffee table. There are multiple seating areas and a large window providing natural light.
A Sheraton hotel with a modern facade, multiple floors, and a prominent entrance.

3. Sheraton Tarrytown Hotel

Sheraton Tarrytown Hotel
Tarrytown
  • Refreshing indoor pool oasis awaits, complete with a hot tub for post-adventure relaxation.
S$210
includes taxes & fees
1 Nov - 2 Nov
Sheraton Tarrytown Hotel
A swimming pool with lounge chairs and umbrellas, surrounded by a fence, with a castle-like building in the background.
A historic stone building with a turret, arched entrance, and a covered patio area.
A spacious lobby with a staircase, seating area, and large windows offering a view of the outdoors.
A large, historic building with a red roof, surrounded by a well-maintained garden with statues and flower beds.

4. Tarrytown House Estate

Tarrytown House Estate
Tarrytown
  • Soak up sunshine or swim indoors at this peaceful Hudson River estate with seasonal pool options.
S$265
includes taxes & fees
8 Nov - 9 Nov
Tarrytown House Estate
A swimming pool with lounge chairs and a sunbed area.
A modern lounge with leather sofas, a patterned rug, and red pendant lights.
A modern building with a glass facade, a red door, and a staircase leading to the entrance.
A modern bar area with a bar counter, multiple stools, and a seating area with a sofa and chairs.

5. Hotel Nyack, a JdV by Hyatt Hotel

Hotel Nyack, a JdV by Hyatt Hotel
Nyack
  • Seasonal poolside bliss awaits with free cabanas, loungers, and umbrellas at this upscale retreat near Palisades Centre.
S$202
includes taxes & fees
1 Nov - 2 Nov
Hotel Nyack, a JdV by Hyatt Hotel
An indoor swimming pool with a wooden ceiling and brick walls.
An outdoor patio with tables and chairs, surrounded by large umbrellas.
A spacious room with a stone fireplace, white sofas, and a large window offering a view of the outdoors.
A modern building with a stone facade and wooden beams, surrounded by a well-maintained lawn and trees.

6. Sleepy Hollow Hotel, a Dolce by Wyndham

Sleepy Hollow Hotel, a Dolce by Wyndham
Tarrytown
  • Slip into serenity at this tranquil indoor pool retreat with sun loungers for post-adventure relaxation.
S$207
includes taxes & fees
18 Oct - 19 Oct
Sleepy Hollow Hotel, a Dolce by Wyndham
An indoor swimming pool with clear water, surrounded by lounge chairs and a seating area.
A modern lobby with a large, tufted sofa, two armchairs, and a wooden coffee table. There are tall, cylindrical columns and a decorative wall with a geometric pattern.
An outdoor seating area with modern furniture, a fire pit, and ambient lighting.
A modern bar area with a long counter, multiple stools, and a bar stocked with bottles.

7. Sonesta White Plains Downtown

Sonesta White Plains Downtown
White Plains
  • Dive into serenity at this city centre hotel's indoor pool sanctuary with plush sun loungers.
S$304
includes taxes & fees
8 Nov - 9 Nov
Sonesta White Plains Downtown
A swimming pool with a clear blue water, surrounded by lounge chairs and umbrellas, and a building with a modern design in the background.
A spacious lobby with a red sofa set, a fireplace, and a staircase leading to an upper level.
A spacious restaurant with high tables and stools, a bar area, and a television screen displaying a sports game.
A spacious lobby with a red sofa, green armchairs, a fireplace, and a staircase leading to an upper level.

8. Hotel MTK Mount Kisco

Hotel MTK Mount Kisco
Mount Kisco
  • Dive into a seasonal pool oasis in Mount Kisco, where sun loungers invite relaxation just minutes from the airport.
S$227
includes taxes & fees
1 Nov - 2 Nov
Hotel MTK Mount Kisco
Indoor pool
A modern building with large glass windows, a brick facade, and a curved section.
A spacious lobby with a modern design, featuring a seating area with sofas and armchairs, a decorative wall panel, and a large window providing natural light.
A hotel room with a large bed, a bedside table with a lamp, a TV, and a bathroom with a mirror and sink.

9. DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet
Nanuet
  • Sink into this pristine hotel's sun-lounger lined indoor pool and hot tub oasis, just moments from Rockland Lake State Park.
S$201
includes taxes & fees
27 Oct - 28 Oct
DoubleTree by Hilton Hotel Nanuet
A swimming pool with lounge chairs and umbrellas, surrounded by a brick building with multiple windows.
A spacious lobby with seating areas, a reception desk, and a large plant.
A modern bar area with a long counter, multiple bar stools, and a variety of bottles and glasses.
An outdoor patio area with a fire pit, sofas, and umbrellas.

10. HYATT house White Plains

HYATT house White Plains
West Harrison
  • Swim by day, sip by night at this refreshing poolside retreat with 24-hour fitness options and dining views.
S$260
includes taxes & fees
8 Nov - 9 Nov
HYATT house White Plains
View all properties

Choose what matters most at hotels with a pool in Pleasantville

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Pleasantville Hotel Reviews

Sleepy Hollow Hotel, a Dolce by Wyndham

Sleepy Hollow Hotel, a Dolce by Wyndham

8/10 Good
"It was clean and conveniently located. There were stairs in the middle of the walkway that didn’t allow us to bring the cart to the room, which was annoying. Definitely ask about that if you have a lot of stuff."
destonie 2-night trip
Posted 1 hour ago
Sleepy Hollow Hotel, a Dolce by Wyndham
Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

10/10 Excellent
"Great spot for my business travel. Good access to Tarrytown train station to get to NYC. Rooms are clean, ample parking, great staff."
David 1-night trip
Posted 8 hours ago
Hampton Inn White Plains/Tarrytown
J House Greenwich

J House Greenwich

10/10 Excellent
"Everything was amazing!"
leslie 2-night trip
Posted 9 hours ago
J House Greenwich
Armoni Inn & Suites

Armoni Inn & Suites

8/10 Good
"Great location despite being slightly remodeled during occupancy"
Michael 7-night trip
Posted 10 days ago
Armoni Inn & Suites

Frequently asked questions

What are some accommodation options with pools in Pleasantville?
Radio Hotel: Provides a seasonal outdoor pool, an indoor pool and a sauna. DoubleTree by Hilton Fort Lee - George Washington Bridge: Features complimentary high-speed (wired) Internet access, a seasonal outdoor pool and free self parking. Tarrytown House Estate: Hotel located near Westchester County Center. Provides complimentary wireless Internet access, an indoor pool and a 24-hour fitness centre. Armoni Inn & Suites: Offers a snack bar/deli, an indoor pool and daily. Westchester Marriott: Offers 2 restaurants, an indoor pool and complimentary wireless Internet access.
What is there to see and do in Pleasantville?
Make a point to visit attractions such as Rockefeller State Park Preserve and Jacob Burns Film Center Theater. Discover sights such as Jacob Burns Film Center Media Arts Lab during your stay.
When is the best time to book a hotel with a pool in Pleasantville?
You may want to consider a place to stay that offers an outdoor pool if you'll be visiting Pleasantville in the warmest months of July, August or June, when the average temp is 22°C. Accommodation with an indoor pool may be the way to go if you visit during the coldest months of January, February or December, when the average temperature is 1°C.