The Best Hotels with a Pool in Pawling, NY from ₩176,715 in 2026

Q: 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 : Offers a snack bar/deli, an indoor pool, and free self parking. Studio 6 Extended Stay Fishkill Route 9 NY : Provides daily, a seasonal outdoor pool, and complimentary wired internet access. Best Western Danbury/Bethel : Offers a snack bar/deli, an indoor pool, and buffet. Hyatt Place Poughkeepsie / Hudson Valley : Offers daily, a seasonal outdoor pool, and free self parking.

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Our top choices for Pawling hotels with a pool

Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

Heritage Hotel, Golf & Conference Center

Southbury

Dive into saltwater serenity at this mountain spa retreat with indoor and seasonal outdoor pools.

₩241,392 total

includes taxes & fees

Jun 3 - Jun 4

Hyatt Place Poughkeepsie / Hudson Valley

Crown Heights

Dive into serenity at this indoor pool sanctuary with hydromassage showers and a firepit for year-round relaxation.

₩176,715 total

includes taxes & fees

Jun 4 - Jun 5

Heidi's Inn

Brewster

Refreshing pool escape surrounds this garden hotel with tranquil loungers and shady cabanas.

₩240,730 total

includes taxes & fees

Jun 2 - Jun 3

Ethan Allen Hotel

Danbury

Serene seasonal pool retreat beckons with refreshing dips and resort-like relaxation in a beautiful, quiet setting.

₩200,869 total

includes taxes & fees

Jun 7 - Jun 8

La Quinta Inn & Suites by Wyndham Danbury

Danbury

Dive into summer bliss at this hotel's seasonal outdoor pool, where relaxation awaits after exploring nearby Danbury attractions.

₩202,080 total

includes taxes & fees

Jun 7 - Jun 8

Comfort Inn & Suites Danbury-Bethel

Danbury

Splash into sunny leisure at this hotel's seasonal outdoor pool, perfect for summer refreshment in Danbury.

₩203,654 total

includes taxes & fees

Jun 21 - Jun 22

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

Danbury

Seasonal splash paradise with a refreshing outdoor pool and fitness center creates an invigorating summer escape in Danbury.

₩240,489 total

includes taxes & fees

Jun 21 - Jun 22

Hampton Inn & Suites Poughkeepsie

Crown Heights

Family-friendly hotel features a clean, warm pool with ample towels for a serene, refreshing retreat.

₩186,238 total

includes taxes & fees

Jun 18 - Jun 19

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Choose what matters most at hotels with a pool in Pawling

Breakfast included

Hot tub

Top Pawling Hotel Reviews

HYATT house Fishkill/Poughkeepsie

8/10 Good

"The only issue was that one of the electrical outlets was in poor shape. I reported it."

Ethan Allen Hotel

4/10 Poor

"This place is so tired. I went to put something on a shelf and the shelf started falling off the wall. The carpets are filthy. The bedspread was dirty. It was just horrible. I guess you get what you pay for the staff was great thank Goodness for that. We didn’t even complete our stay we checked in and after our event we left we didn’t even sleep the night there."

Comfort Inn & Suites Danbury-Bethel

8/10 Good

"Everything was perfect, but the pool was not available for use. Generally, hotels that include a pool are more expensive, so there should be a note indicating this so that guests can take it into account when making a selection especially since I enjoy using the pool, and in this instance, I was unable to do so :("

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: Offers a snack bar/deli, an indoor pool, and free self parking. Studio 6 Extended Stay Fishkill Route 9 NY: Provides daily, a seasonal outdoor pool, and complimentary wired internet access. Best Western Danbury/Bethel: Offers a snack bar/deli, an indoor pool, and buffet. Hyatt Place Poughkeepsie / Hudson Valley: Offers daily, a seasonal outdoor 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.

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