Find Hotels with a Pool in Pawling, NY

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Check availability on Pawling Hotels with a Pool

Our top choices for Pawling hotels with a pool

Indoor pool
Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie
2.5 star property
Crown Heights
8.8 out of 10, Excellent, (1002)
"Clean room, decent breakfast, friendly staff "
United States
Irina
The price is ￥14,210
￥16,502 total
includes taxes & fees
Dec 26 - Dec 27
Hampton Inn & Suites Poughkeepsie
Indoor pool
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

Holiday Inn Express Fishkill-Mid Hudson Valley by IHG
2.5 star property
Fishkill
8.4 out of 10, Very Good, (1001)
"Very nice stay."
United States
Peter
The price is ￥14,802
￥16,744 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG
Indoor pool
Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill
3.0 star property
Fishkill
8.6 out of 10, Excellent, (1006)
"Brayden was great"
United States
Will
The price is ￥14,277
￥16,149 total
includes taxes & fees
Dec 22 - Dec 23
Hilton Garden Inn Fishkill
Seasonal outdoor pool
Ethan Allen Hotel

Ethan Allen Hotel

Ethan Allen Hotel
3.5 star property
Danbury
7.8 out of 10, Good, (1083)
"Great Hotel!"
United States
Steven
Ethan Allen Hotel
Indoor pool
Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84
2.5 star property
Fishkill
9.2 out of 10, Wonderful, (1002)
"Easy check in, very friendly staff. Clean place!!"
United States
Elline
The price is ￥14,568
￥16,480 total
includes taxes & fees
Dec 20 - Dec 21
Comfort Suites Fishkill near Interstate 84
Indoor pool
Residence Inn by Marriott Fishkill

Residence Inn by Marriott Fishkill

Residence Inn by Marriott Fishkill
3.0 star property
Fishkill
9.4 out of 10, Exceptional, (403)
"Excellent stay!"
United States
Margaret
The price is ￥20,575
￥23,275 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Residence Inn by Marriott Fishkill
Indoor pool
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1006)
"very clean and would stay again "
United States
Alvin
The price is ￥15,737
￥18,274 total
includes taxes & fees
Dec 24 - Dec 25
Hyatt Place Poughkeepsie / Hudson Valley
Indoor pool
Homewood Suites by Hilton Poughkeepsie

Homewood Suites by Hilton Poughkeepsie

Homewood Suites by Hilton Poughkeepsie
3.0 star property
Poughkeepsie
9.6 out of 10, Exceptional, (1002)
"The rooms are pretty nice and staff very welcoming and friendly."
United States
Hovendra
The price is ￥18,573
￥21,568 total
includes taxes & fees
Dec 20 - Dec 21
Homewood Suites by Hilton Poughkeepsie
Indoor pool
Home2 Suites By Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie
3.0 star property
Poughkeepsie
9.4 out of 10, Exceptional, (392)
"Beautiful room and great staff! Would stay here again. "
United States
Christina
The price is ￥16,893
￥19,617 total
includes taxes & fees
Dec 21 - Dec 22
Home2 Suites By Hilton Poughkeepsie
Indoor pool
Courtyard By Marriott Danbury

Courtyard By Marriott Danbury

Courtyard By Marriott Danbury
3.0 star property
Danbury
9.0 out of 10, Wonderful, (473)
"Wonderful staff and awesome food at Bistro "
United States
Duncan
The price is ￥17,326
￥19,925 total
includes taxes & fees
Dec 28 - Dec 29
Courtyard By Marriott Danbury
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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Top Pawling Hotel Reviews

Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie

10/10 Excellent
"Buisness friendly, breakfast, gym room, quiet, good customer service "
Luna 1-night trip
Posted 6 days ago
Courtyard by Marriott Poughkeepsie

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Frequently asked questions

What are some hotels with pools in Pawling?
Station Inn Pawling: Offers daily, an indoor pool, and free self parking. Quality Inn Poughkeepsie: Provides a snack bar/deli, a seasonal outdoor pool, and free self parking. Ethan Allen Hotel: Offers a snack bar/deli, an indoor pool, and buffet. Hotel Zero Degrees Danbury: Features a snack bar/deli, an indoor pool, and free self parking. Hampton Inn & Suites Poughkeepsie: Features daily, an indoor pool, and free self parking.
What is there to see and do in Pawling?
Take a walk along the waterfront at Lake Waramaug State Park and Canopus Beach. Discover sights such as John Kane House, Pawling Free Library, and Pawling Village Hall during your stay.
When is the best time to book a hotel with a pool in Pawling?
You may want to consider an accommodation that offers an outdoor pool if you will be visiting Pawling in the hottest months of July, August, or June when the average temperature is 69°F. Lodging with an indoor pool may be what you want if you visit during the coldest months of January, February, or December when the average temp is 32°F.
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. To see more of the larger area, hop on a train at Appalachian Trail. Pawling may not have many public transportation choices so consider renting a car to explore more.