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

Find Hotels with a Pool in Pawling, NY

  • Upfront pricing

    Our total price for your stay includes taxes and fees
  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key
  • Be picky

    Search almost a million properties worldwide

Check availability on Pawling Hotels with a Pool

Tonight
Aug 15 - Aug 16
Tomorrow
Aug 16 - Aug 17
Next weekend
Aug 21 - Aug 23
In two weeks
Aug 28 - Aug 30

Our top choices for Pawling hotels with a pool

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

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.
$111 nightly
$128 total
Aug 23 - Aug 24
Total with taxes and fees
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

2. Ethan Allen Hotel

Ethan Allen Hotel
Danbury
  • Serene seasonal pool retreat beckons with refreshing dips and resort-like relaxation in a beautiful, quiet setting.
$98 nightly
$113 total
Aug 23 - Aug 24
Total with taxes and fees
Ethan Allen Hotel

3. Heidi's Inn

Heidi's Inn
Brewster
  • Refreshing pool escape surrounds this garden hotel with tranquil loungers and shady cabanas.
$148 nightly
$160 total
Aug 17 - Aug 18
Total with taxes and fees
Heidi's Inn

4. La Quinta Inn & Suites by Wyndham Danbury

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.
$115 nightly
$132 total
Aug 23 - Aug 24
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Danbury

5. Courtyard By Marriott Danbury

Courtyard By Marriott Danbury
Danbury
  • Splash into relaxation at this pristine indoor pool oasis just steps from hiking trails.
$111 nightly
$128 total
Aug 30 - Aug 31
Total with taxes and fees
Courtyard By Marriott Danbury

6. Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84
Fishkill
  • Comfort suites with indoor pool oasis makes relaxation a year-round affair in Fishkill.
$98 nightly
$113 total
Sep 8 - Sep 9
Total with taxes and fees
Comfort Suites Fishkill near Interstate 84

7. Hampton Inn Danbury

Hampton Inn Danbury
Danbury
  • Dive into aquatic bliss at this hotel with its pristine indoor pool and soothing hot tub, perfect for all-weather relaxation.
$144 nightly
$165 total
Aug 23 - Aug 24
Total with taxes and fees
Hampton Inn Danbury

8. Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill
Fishkill
  • Indoor pool sanctuary with year-round swimming and 24-hour fitness center enhances this hotel in the business district.
$122 nightly
$141 total
Sep 6 - Sep 7
Total with taxes and fees
Hilton Garden Inn Fishkill

9. Residence Inn Marriott Danbury

Residence Inn Marriott Danbury
Danbury
  • Splash into aquatic bliss at this all-season hotel with indoor pool and fitness amenities.
$148 nightly
$170 total
Sep 6 - Sep 7
Total with taxes and fees
Residence Inn Marriott Danbury

10. Hyatt Place Poughkeepsie / Hudson Valley

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.
$110 nightly
$128 total
Sep 7 - Sep 8
Total with taxes and fees
Hyatt Place Poughkeepsie / Hudson Valley
View all properties

Choose what matters most at hotels with a pool in Pawling

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Pawling Hotel Reviews

Heritage Hotel, Golf & Conference Center

Heritage Hotel, Golf & Conference Center

10/10 Excellent
"Everyone is so friendly and helpful! Such a joy always!"
Cheryl 1-night trip
Posted 9 hours ago
Heritage Hotel, Golf & Conference Center
Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

10/10 Excellent
"Very clean hôtel and great breakfast. "
Jessica 1-night trip
Posted 12 hours ago
Holiday Inn Express Poughkeepsie by IHG
Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

10/10 Excellent
"Visiting the area for a college tour. Room was clean, breakfast was plentiful. Staff was friendly and helpful! If that's the college, we'll likely stay again!"
Kerry 1-night trip
Posted 4 days ago
Hampton Inn & Suites Poughkeepsie

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: Features a seasonal outdoor pool, an indoor pool, and a health club. Holiday Inn Express Poughkeepsie by IHG: Offers a snack bar/deli, an indoor pool, and buffet. Hotel Zero Degrees Danbury: Offers daily, a seasonal outdoor pool, and complimentary wired internet access.
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 Daryl's House Club, 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.

Explore a world of travel with Expedia