A wooden boardwalk with a wooden chair and a sign reading "Swamp River Boardwalk."

Pawling Hotel Guide - Hotels with Pool in Pawling, New York

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Check availability on Pawling Hotels with Pool

Our top choices for Pawling hotels with a pool

Outdoor pool

Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG
2.5 star property
Danbury
9.2 out of 10, Wonderful, (404 reviews)
  • cleanliness
    Seasonal splash paradise with a refreshing outdoor pool and fitness centre creates an invigorating summer escape in Danbury.
The price is €104
includes taxes & fees
2 Aug - 3 Aug
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG
Indoor pool

Hampton Inn Danbury

Hampton Inn Danbury
2.5 star property
Danbury
9.0 out of 10, Wonderful, (1,006 reviews)
  • cleanliness
    Dive into aquatic bliss at this hotel with its pristine indoor pool and soothing hot tub, perfect for all-weather relaxation.
The price is €136
includes taxes & fees
16 Aug - 17 Aug
Hampton Inn Danbury
Land view from property

Heidi's Inn

Heidi's Inn
2.5 star property
Brewster
8.8 out of 10, Excellent, (872 reviews)
  • cleanliness
    Refreshing pool escape surrounds this garden hotel with tranquil loungers and shady cabanas.
The price is €140
includes taxes & fees
29 Jul - 30 Jul
Heidi's Inn
Indoor pool

SpringHill Suites by Marriott Fishkill

SpringHill Suites by Marriott Fishkill
3.0 star property
Fishkill
9.6 out of 10, Exceptional, (1,002 reviews)
  • cleanliness
    Soak up relaxation at this family-friendly hotel with a pristine indoor pool for year-round swims.
The price is €137
includes taxes & fees
2 Aug - 3 Aug
SpringHill Suites by Marriott Fishkill
Indoor pool

Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

Holiday Inn Express Fishkill-Mid Hudson Valley by IHG
2.5 star property
Fishkill
8.6 out of 10, Excellent, (1,008 reviews)
  • cleanliness
    Swim under indoor skylights as the hot tub bubbles nearby at this relaxing poolside escape.
The price is €112
includes taxes & fees
26 Jul - 27 Jul
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG
Seasonal outdoor pool

La Quinta Inn & Suites by Wyndham Danbury

La Quinta Inn & Suites by Wyndham Danbury
3.0 star property
Danbury
8.4 out of 10, Very good, (1,008 reviews)
  • cleanliness
    Dive into summer bliss at this hotel's seasonal outdoor pool, where relaxation awaits after exploring nearby Danbury attractions.
The price is €99
includes taxes & fees
16 Aug - 17 Aug
La Quinta Inn & Suites by Wyndham Danbury
Seasonal outdoor pool

Comfort Inn & Suites Danbury-Bethel

Comfort Inn & Suites Danbury-Bethel
2.5 star property
Danbury
8.6 out of 10, Excellent, (781 reviews)
  • cleanliness
    Splash into sunny leisure at this hotel's seasonal outdoor pool, perfect for summer refreshment in Danbury.
The price is €108
includes taxes & fees
16 Aug - 17 Aug
Comfort Inn & Suites Danbury-Bethel
Indoor pool, pool loungers

HYATT house Fishkill/Poughkeepsie

HYATT house Fishkill/Poughkeepsie
3.0 star property
Fishkill
8.8 out of 10, Excellent, (1,007 reviews)
  • cleanliness
    Sleek indoor pool sanctuary with bubbling hot tub invites relaxation, complete with plush loungers for ultimate comfort.
The price is €128
includes taxes & fees
26 Jul - 27 Jul
HYATT house Fishkill/Poughkeepsie
Indoor pool

Courtyard By Marriott Danbury

Courtyard By Marriott Danbury
3.0 star property
Danbury
9.0 out of 10, Wonderful, (540 reviews)
  • cleanliness
    Splash into relaxation at this pristine indoor pool oasis just steps from hiking trails.
The price is €112
includes taxes & fees
9 Aug - 10 Aug
Courtyard By Marriott Danbury
Indoor pool

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1,009 reviews)
  • cleanliness
    Dive into serenity at this indoor pool sanctuary with hydromassage showers and a firepit for year-round relaxation.
The price is €112
includes taxes & fees
16 Aug - 17 Aug
Hyatt Place Poughkeepsie / Hudson Valley
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.
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Choose what matters most at hotels with a pool in Pawling

Breakfast included
Hot tub

Top Pawling Hotel Reviews

Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

8/10 Good
"Pool wasn’t open and the rooms are a little dated but it was fine for our stay."
Rebecca 3-night trip
Posted 2 days ago
Holiday Inn Express Poughkeepsie by IHG

Frequently asked questions

What are some hotels with pools in Pawling?
Station Inn Pawling: Offers a snack bar/deli, a seasonal outdoor pool and free self parking. Ethan Allen Hotel: Provides a snack bar/deli, an indoor pool and free self parking. Hyatt Place Poughkeepsie / Hudson Valley: Offers daily, a seasonal outdoor pool and complimentary high-speed (wired) Internet access. Best Western Danbury/Bethel: Hotel, 7-minute walk from Vassar College. Offers daily, an indoor pool and free self parking. Spark by Hilton Fishkill: Provides a seasonal outdoor pool, an indoor pool and a health club.
What is there to see and do in Pawling?
Take a walk along the waterfront at Canopus Beach and Lake Waramaug State Park. Discover sights such as John Kane House, Daryl's House Club and Pawling Free Library during your stay.
When is the best time to book a hotel with a pool in Pawling?
You may want to consider accommodation with an outdoor swimming pool if you plan to visit Pawling in the hottest months of July, August or June, when the average temperature is 21°C. Accommodation with an indoor pool may be what you want if you are visiting during the coldest months of January, February or December, when the average temp is 0°C.
What's the best way to travel around Pawling?
Knowing the transportation options in and around Pawling can help you enjoy the area beyond your hotel pool. If you want to venture outside the area, take a train from Appalachian Trail. Pawling might not have many public transport choices, so consider renting a car to explore more.