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

Hotels with Swimming Pool in Pleasantville, New York

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Check availability on Pleasantville Hotels with Swimming Pool

Tonight
Oct 14 - Oct 15
Tomorrow
Oct 15 - Oct 16
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Pleasantville hotels with a pool

1. 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.
P10,487
P11,995 total
includes taxes & fees
Nov 12 - Nov 13
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

2. 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.
P8,487
P9,707 total
includes taxes & fees
Nov 2 - Nov 3
Baymont by Wyndham White Plains - Elmsford

3. Sheraton Tarrytown Hotel

Sheraton Tarrytown Hotel
Tarrytown
  • Refreshing indoor pool oasis awaits, complete with a hot tub for post-adventure relaxation.
P8,987
P10,279 total
includes taxes & fees
Nov 1 - Nov 2
Sheraton Tarrytown Hotel

4. 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.
P8,875
P10,151 total
includes taxes & fees
Oct 29 - Oct 30
Sleepy Hollow Hotel, a Dolce by Wyndham

5. Tarrytown House Estate

Tarrytown House Estate
Tarrytown
  • Soak up sunshine or swim indoors at this peaceful Hudson River estate with seasonal pool options.
P9,979
P12,982 total
includes taxes & fees
Nov 8 - Nov 9
Tarrytown House Estate

6. 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.
P9,726
P11,125 total
includes taxes & fees
Nov 1 - Nov 2
Hotel MTK Mount Kisco

7. Sonesta White Plains Downtown

Sonesta White Plains Downtown
White Plains
  • Dive into serenity at this downtown hotel's indoor pool sanctuary with plush sun loungers.
P12,290
P16,139 total
includes taxes & fees
Nov 8 - Nov 9
Sonesta White Plains Downtown

8. 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 Center.
P6,871
P9,559 total
includes taxes & fees
Nov 1 - Nov 2
Hotel Nyack, a JdV by Hyatt Hotel

9. 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.
P11,149
P12,752 total
includes taxes & fees
Nov 8 - Nov 9
HYATT house White Plains

10. The Opus Westchester, Autograph Collection

The Opus Westchester, Autograph Collection
White Plains
  • Sleek indoor pool oasis provides refreshing escape in this luxury hotel with loungers and spa treatments.
P18,765
P23,616 total
includes taxes & fees
Nov 8 - Nov 9
The Opus Westchester, Autograph Collection
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

10/10 Excellent
"Tout était parfait merci à tous"
Marc 1-night trip
Posted 3 hours ago
Sleepy Hollow Hotel, a Dolce by Wyndham
Hyatt Regency Greenwich

Hyatt Regency Greenwich

8/10 Good
"The property is very pretty. Unfortunately the greenhouse style ceiling in the lobby was leaking due to heavy rain. The rooms were clean but the bathroom needs some work. Not quite clean enough for my standards. It needs some freshening up. The staff is friendly. Breakfast was ok but the staff seems to need more training to meet the standards of this type of hotel."
Robert 2-night trip
Posted 15 hours ago
Hyatt Regency Greenwich
Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

8/10 Good
"It was very clean. Bed was comfortable. Elevators had issues. The pool water was not as warm as others described. Overall the stay was good. I would stay there again."
Kelly 3-night trip
Posted 1 day ago
Baymont by Wyndham White Plains - Elmsford

Frequently asked questions

What are some accommodations 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 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 center. 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 like 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 will be visiting Pleasantville in the warmest months of July, August, or June when the average temperature is 71°F. Lodging 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 34°F.