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

Find Hotels with a Pool in Pawling, NY

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Check availability on Pawling Hotels with a Pool

Tonight
Sep 7 - Sep 8
Tomorrow
Sep 8 - Sep 9
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

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.
NT$3,734
NT$4,294 total
includes taxes & fees
Sep 13 - Sep 14
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

2. Heidi's Inn

Heidi's Inn
Brewster
  • Refreshing pool escape surrounds this garden hotel with tranquil loungers and shady cabanas.
NT$4,671
NT$5,063 total
includes taxes & fees
Sep 8 - Sep 9
Heidi's Inn

3. Ethan Allen Hotel

Ethan Allen Hotel
Danbury
  • Serene seasonal pool retreat beckons with refreshing dips and resort-like relaxation in a beautiful, quiet setting.
NT$3,673
NT$4,224 total
includes taxes & fees
Sep 20 - Sep 21
Ethan Allen Hotel

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.
NT$3,624
NT$4,168 total
includes taxes & fees
Sep 20 - Sep 21
La Quinta Inn & Suites by Wyndham Danbury

5. 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.
NT$3,275
NT$3,786 total
includes taxes & fees
Sep 13 - Sep 14
Comfort Suites Fishkill near Interstate 84

6. Courtyard By Marriott Danbury

Courtyard By Marriott Danbury
Danbury
  • Splash into relaxation at this pristine indoor pool oasis just steps from hiking trails.
NT$3,518
NT$4,046 total
includes taxes & fees
Sep 20 - Sep 21
Courtyard By Marriott Danbury

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.
NT$4,545
NT$5,227 total
includes taxes & fees
Sep 13 - Sep 14
Hampton Inn Danbury

8. 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.
NT$3,196
NT$3,711 total
includes taxes & fees
Sep 20 - Sep 21
Hyatt Place Poughkeepsie / Hudson Valley

9. 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.
NT$3,916
NT$4,528 total
includes taxes & fees
Sep 15 - Sep 16
Hilton Garden Inn Fishkill

10. Residence Inn Marriott Danbury

Residence Inn Marriott Danbury
Danbury
  • Splash into aquatic bliss at this all-season hotel with indoor pool and fitness amenities.
NT$4,082
NT$4,694 total
includes taxes & fees
Sep 20 - Sep 21
Residence Inn Marriott Danbury
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

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

10/10 Excellent
"Clean room, pleasant area, safe parking, good breakfast."
Sanford 1-night trip
Posted 13 hours ago
Hampton Inn & Suites Poughkeepsie
Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie

10/10 Excellent
"La limpieza"
edith 3-night trip
Posted 9 days ago
Courtyard by Marriott 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: Features a snack bar/deli, an indoor pool, and free self parking. Holiday Inn Express Poughkeepsie by IHG: Features daily, a seasonal outdoor pool, and complimentary wired internet access. Hyatt Place Poughkeepsie / Hudson Valley: Features a snack bar/deli, an indoor pool, and buffet. SureStay Plus Hotel by Best Western Highland Poughkeepsie: 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 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.

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