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

Search Hotels with Swimming Pool 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 Pool

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for Pleasantville hotels with a pool

An indoor swimming pool with a tiled floor, a ceiling with a grid pattern, and a view of greenery outside.

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

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
2.5 star property
Hawthorne
8.8 out of 10, Excellent, (1,004 reviews)
  • cleanliness
    Discover a relaxing escape with a pristine indoor pool sanctuary and poolside loungers for serene relaxation year-round.
The price is ₹13,136
₹15,025 total
includes taxes & fees
15 Nov - 16 Nov
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
An indoor swimming pool with a glass ceiling, clear signage indicating depth, and lounge chairs along the sides.

2. Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford
2.5 star property
Elmsford
8.2 out of 10, Very good, (1,895 reviews)
  • cleanliness
    Splash into relaxation at this well-maintained indoor pool with lifeguard service and extended hours.
The price is ₹13,189
₹15,085 total
includes taxes & fees
16 Nov - 17 Nov
Baymont by Wyndham White Plains - Elmsford
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.

3. Sheraton Tarrytown Hotel

Sheraton Tarrytown Hotel
3.5 star property
Tarrytown
8.4 out of 10, Very good, (1,006 reviews)
  • cleanliness
    Refreshing indoor pool oasis awaits, complete with a hot tub for post-adventure relaxation.
The price is ₹12,870
₹14,720 total
includes taxes & fees
22 Nov - 23 Nov
Sheraton Tarrytown Hotel
An indoor swimming pool with a wooden ceiling and brick walls.

4. Sleepy Hollow Hotel, a Dolce by Wyndham

Sleepy Hollow Hotel, a Dolce by Wyndham
3.5 star property
Tarrytown
7.0 out of 10, Good, (1,014 reviews)
  • cleanliness
    Slip into serenity at this tranquil indoor pool retreat with sun loungers for post-adventure relaxation.
The price is ₹13,586
₹15,539 total
includes taxes & fees
2 Nov - 3 Nov
Sleepy Hollow Hotel, a Dolce by Wyndham
A swimming pool with lounge chairs and umbrellas, surrounded by a fence, with a castle-like building in the background.

5. Tarrytown House Estate

Tarrytown House Estate
3.5 star property
Tarrytown
8.2 out of 10, Very good, (1,393 reviews)
  • cleanliness
    Soak up sunshine or swim indoors at this peaceful Hudson River estate with seasonal pool options.
The price is ₹15,100
₹19,650 total
includes taxes & fees
24 Nov - 25 Nov
Tarrytown House Estate
A swimming pool with a clear blue water, surrounded by lounge chairs and umbrellas, and a building with a modern design in the background.

6. Hotel MTK Mount Kisco

Hotel MTK Mount Kisco
3.0 star property
Mount Kisco
8.6 out of 10, Excellent, (1,001 reviews)
  • cleanliness
    Dive into a seasonal pool oasis in Mount Kisco, where sun loungers invite relaxation just minutes from the airport.
The price is ₹12,768
₹14,603 total
includes taxes & fees
9 Nov - 10 Nov
Hotel MTK Mount Kisco
An indoor swimming pool with clear water, surrounded by lounge chairs and a seating area.

7. Sonesta White Plains Downtown

Sonesta White Plains Downtown
4.0 star property
White Plains
9.0 out of 10, Wonderful, (1,359 reviews)
  • cleanliness
    Dive into serenity at this city centre hotel's indoor pool sanctuary with plush sun loungers.
The price is ₹14,017
₹19,189 total
includes taxes & fees
22 Nov - 23 Nov
Sonesta White Plains Downtown
A swimming pool with lounge chairs and a sunbed area.

8. Hotel Nyack, a JdV by Hyatt Hotel

Hotel Nyack, a JdV by Hyatt Hotel
4.0 star property
Nyack
8.6 out of 10, Excellent, (1,322 reviews)
  • cleanliness
    Seasonal poolside bliss awaits with free cabanas, loungers, and umbrellas at this upscale retreat near Palisades Centre.
The price is ₹9,995
₹14,011 total
includes taxes & fees
18 Nov - 19 Nov
Hotel Nyack, a JdV by Hyatt Hotel
A swimming pool with lounge chairs and umbrellas, surrounded by a brick building with multiple windows.

9. HYATT house White Plains

HYATT house White Plains
3.0 star property
West Harrison
8.8 out of 10, Excellent, (1,197 reviews)
  • cleanliness
    Swim by day, sip by night at this refreshing poolside retreat with 24-hour fitness options and dining views.
The price is ₹16,911
₹19,342 total
includes taxes & fees
15 Nov - 16 Nov
HYATT house White Plains
An indoor swimming pool with multiple lounge chairs and a skylight.

10. The Opus Westchester, Autograph Collection

The Opus Westchester, Autograph Collection
5.0 star property
White Plains
9.2 out of 10, Wonderful, (592 reviews)
  • cleanliness
    Sleek indoor pool oasis provides refreshing escape in this luxury hotel with loungers and spa treatments.
The price is ₹28,462
₹35,820 total
includes taxes & fees
8 Nov - 9 Nov
The Opus Westchester, Autograph Collection
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

Choose what matters most at hotels with a pool in Pleasantville

Breakfast included
4 stars

Top Pleasantville Hotel Reviews

Hyatt Regency Greenwich

Hyatt Regency Greenwich

10/10 Excellent
"I will definitely be back. such a great hotel. Especially love the lobby and staff; the rooms are super cute and cozy."
Uz 2-night trip
Posted 12 hours ago
Hyatt Regency Greenwich

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.