Search Hotels with Pool in Pawling

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Check availability on Pawling Hotels with Pool

Tonight
26 Dec - 27 Dec
Tomorrow
27 Dec - 28 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

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, (1005)
"Great stay with many breakfast options! "
United States
Sara
The price is Rp1.633.587
Rp1.897.002 total
includes taxes & fees
2 Jan - 3 Jan 2026
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, (1002)
"Very nice stay."
United States
Peter
The price is Rp1.607.520
Rp1.818.507 total
includes taxes & fees
24 Jan - 25 Jan 2026
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG
View from property
Heritage Hotel, Golf, Spa & Conference Center

Heritage Hotel, Golf, Spa & Conference Center

Heritage Hotel, Golf, Spa & Conference Center
3.5 star property
Southbury
8.4 out of 10, Very good, (1002)
"Very lovely hotel "
United States
Nancy M
The price is Rp1.770.863
Rp2.325.274 total
includes taxes & fees
28 Dec - 29 Dec
Heritage Hotel, Golf, Spa & Conference Center
Seasonal outdoor pool
Ethan Allen Hotel

Ethan Allen Hotel

Ethan Allen Hotel
3.5 star property
Danbury
7.8 out of 10, Good, (1091)
"One of my favorite hotel to stay in "
United States
Stephen
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)
"Yes stay was pleasant "
United States
henry
The price is Rp1.565.284
Rp1.770.728 total
includes taxes & fees
2 Jan - 3 Jan 2026
Comfort Suites Fishkill near Interstate 84
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, (395)
"Beautiful room and great staff! Would stay here again. "
United States
Christina
The price is Rp1.908.139
Rp2.215.827 total
includes taxes & fees
2 Jan - 3 Jan 2026
Home2 Suites By Hilton Poughkeepsie
Sports facility
Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill
3.0 star property
Fishkill
8.6 out of 10, Excellent, (1004)
"It was a great place to stay "
United States
Amanda
The price is Rp1.533.978
Rp1.735.313 total
includes taxes & fees
12 Jan - 13 Jan 2026
Hilton Garden Inn 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, (1002)
"very clean and would stay again "
United States
Alvin
The price is Rp1.975.438
Rp2.293.976 total
includes taxes & fees
5 Jan - 6 Jan 2026
Hyatt Place Poughkeepsie / Hudson Valley
Seasonal outdoor pool
Best Western Fishkill Inn & Suites

Best Western Fishkill Inn & Suites

Best Western Fishkill Inn & Suites
3.5 star property
Fishkill
8.8 out of 10, Excellent, (964)
"Place was amazing "
United States
Neydi
The price is Rp1.773.039
Rp2.005.751 total
includes taxes & fees
9 Jan - 10 Jan 2026
Best Western Fishkill Inn & Suites
Seasonal outdoor pool, open 8:00 AM to 9:00 PM, free pool cabanas
Heidi's Inn

Heidi's Inn

Heidi's Inn
2.5 star property
Brewster
8.8 out of 10, Excellent, (809)
"The inn is absolutely charming! Great staff, clean room and the breakfast buffet was great. We will be returning next year! "
United States
SUSAN
The price is Rp1.929.400
Rp2.090.951 total
includes taxes & fees
28 Dec - 29 Dec
Heidi's Inn
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

Top Pawling Hotel Reviews

Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie

10/10 Excellent
"A nice, clean hotel perfect for a quick business/recreational trip"
Sharonda 1-night trip
Posted 5 days ago
Courtyard by Marriott Poughkeepsie

Frequently asked questions

What are some hotels with pools in Pawling?
Station Inn Pawling: Provides a snack bar/deli, a seasonal outdoor pool and free self parking. Best Western Danbury/Bethel: Offers a snack bar/deli, an indoor pool and buffet. Ethan Allen Hotel: Hotel, 7-minute walk from Vassar College. Features daily, an indoor pool and free self parking. Hotel Zero Degrees Danbury: Offers a snack bar/deli, an indoor pool and free self parking. Hampton Inn & Suites Poughkeepsie: Hotel located near Vassar College. Offers 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 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.