The Best Hotels with a Pool in Westport, CT from ￥17,886 in 2026

Q: What are some hotels with pools in Westport?

Delamar Westport : Hotel located near Fairfield University. Features a sauna, an indoor pool, and buffet. Hyatt Regency Greenwich : Offers 2 restaurants, an indoor pool, and complimentary wireless internet access. La Quinta Inn & Suites by Wyndham Stamford / New York City : Features a snack bar/deli, a seasonal outdoor pool, and free self parking. Ethan Allen Hotel : Hotel located near Fairfield University. Offers daily, a seasonal outdoor pool, and free self parking. EVEN Hotel Norwalk by IHG : Offers a seasonal outdoor pool, an indoor pool, and 2 restaurants.

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Our top choices for Westport hotels with a pool

1. Delamar Westport

Westport

￥59,190 total

includes taxes & fees

Aug 10 - Aug 11

2. Courtyard by Marriott Norwalk

Cranbury

Immerse in year-round aquatic relaxation at this hotel's warm indoor pool, perfect for families seeking a splash of fun.

￥27,054 total

includes taxes & fees

Aug 13 - Aug 14

Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

3. The Circle Hotel Fairfield

Grasmere

Enjoy serene poolside relaxation at this updated Fairfield retreat with umbrellas and loungers for ultimate comfort.

￥28,539 total

includes taxes & fees

Aug 30 - Aug 31

4. Hilton Garden Inn Norwalk

Cranbury

Float in a year-round indoor oasis with lap lanes and lounge space at this serene hotel.

￥26,992 total

includes taxes & fees

Aug 13 - Aug 14

5. Trumbull Marriott Shelton

Trumbull

Dive into a refreshing aquatic getaway with both indoor and seasonal outdoor pools on site.

￥30,249 total

includes taxes & fees

Aug 25 - Aug 26

6. Hampton Inn by Hilton Shelton

Shelton

Take a dip in Shelton's serene indoor oasis where comfort meets convenience at this relaxing pool retreat.

￥25,402 total

includes taxes & fees

Aug 23 - Aug 24

7. Hyatt House Shelton

Shelton

Swim year-round in this hotel's refreshing indoor pool, steps from your comfortable suite in the heart of the business district.

￥23,860 total

includes taxes & fees

Aug 16 - Aug 17

8. The Armon Stamford Hotel & Conference

Ridgeway-Bullshead

Dive into heated indoor pool perfection with hot tub and sauna for complete relaxation after exploring Ridgeway-Bullshead.

￥29,400 total

includes taxes & fees

Aug 13 - Aug 14

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Choose what matters most at hotels with a pool in Westport

Breakfast included

Hot tub

Top Westport Hotel Reviews

La Quinta Inn & Suites by Wyndham Stamford / New York City

8/10 Good

"The property appears to be going through a renovation. There were new air-conditioning units, etc. piled up in the hallways. It appeared they were needed because my air conditioner worked, but not all the settings. I think once they get everything renovated, it will be nice. The breakfast was well done and very clean. The staff was very helpful in finding what we needed when my initial room was not ready."

Ethan Allen Hotel

10/10 Excellent

"The Ethan Allen Hotel is where you want to stay in Danbury. The front desk staff are warm and welcoming. The rooms are clean. The beds are comfortable. The pool was still chilly in late July but was very nice. The Patio area adjacent to the pool has a Butane Fire pit that is perfect for sitting around and conversing with family. The Restaurant and bar are quite cozy and welcoming. I would like to give a warm thank-you to Marie at the front desk, Ruben at the restaurant, and Jeff manning the bar; all for their superior service and attentiveness. On a side note; when the main chef had an emergency and the dinner menu was cut very short due to his absence, the rest of the staff filled in and came up with a wonderful alternative menu and saved the day! When I return to Danbury, I WILL stay at the Ethan Allen Hotel again! I highly recommend it!"

Hyatt Regency Greenwich

10/10 Excellent

"This was an amazing hotel for a weekend heat wave getaway. My wife and I had stayed there years before (sans toddler), but the center atrium had been under construction. Now that it's complete, it's really magnificent looking, and a great place for a kid to run around and explore. I would highly recommend it for a weekend trip from the city"

Frequently asked questions

What are some hotels with pools in Westport?

Delamar Westport: Hotel located near Fairfield University. Features a sauna, an indoor pool, and buffet. Hyatt Regency Greenwich: Offers 2 restaurants, an indoor pool, and complimentary wireless internet access. La Quinta Inn & Suites by Wyndham Stamford / New York City: Features a snack bar/deli, a seasonal outdoor pool, and free self parking. Ethan Allen Hotel: Hotel located near Fairfield University. Offers daily, a seasonal outdoor pool, and free self parking. EVEN Hotel Norwalk by IHG: Offers a seasonal outdoor pool, an indoor pool, and 2 restaurants.

What is there to see and do in Westport?

Spend some time experiencing the great outdoors at Compo Beach and Old Mill Beach. During your stay, check out sights such as Levitt Pavilion, Westport Country Playhouse, and Westport Farmers Market.

When is the best time to book a hotel with a pool in Westport?

You may want to consider an accommodation that has an outdoor pool if you're planning to visit Westport in the warmest months of July, August, or June when the average temp is 71°F. Lodging with an indoor pool may be what you want if you come to town during the coldest months of January, February, or March when the average temp is 35°F.

What's the best way to travel around Westport?

Knowing the transportation options in Westport can help you enjoy the area beyond your hotel pool. To see more of the surrounding area, hop aboard a train at Westport Station or Green's Farms Station. Westport may not have many public transit options so consider a car rental to maximize your time.

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