The Best Hotels with a Pool in Westport, CT from ₩177,608 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. Features daily, a seasonal outdoor pool, and free self parking. EVEN Hotel Norwalk by IHG : Offers complimentary wired internet access, an indoor pool, and free self parking.

A calm river reflecting buildings and trees, with a clear sky above.

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Our top choices for Westport hotels with a pool

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.

₩177,608 total

includes taxes & fees

Aug 2 - Aug 3

Ethan Allen Hotel

Danbury

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

₩214,294 total

includes taxes & fees

Jul 19 - Jul 20

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

The Circle Hotel Fairfield

Grasmere

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

₩246,703 total

includes taxes & fees

Aug 9 - Aug 10

Delamar Westport

Westport

₩548,040 total

includes taxes & fees

Jul 27 - Jul 28

Courtyard By Marriott Danbury

Danbury

Splash into relaxation at this pristine indoor pool oasis just steps from hiking trails.

₩238,097 total

includes taxes & fees

Aug 2 - Aug 3

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.

₩196,689 total

includes taxes & fees

Jul 21 - Jul 22

Chalet Inn & Suites Centerport

Centerport

Relax at this seasonal poolside retreat where summer memories flow in picturesque Centerport.

₩263,848 total

includes taxes & fees

Jul 20 - Jul 21

Seasonal outdoor pool, open 11:00 AM to 8:00 PM, sun loungers

Hotel MTK Mount Kisco

Mount Kisco

Dive into a seasonal pool oasis in Mount Kisco, where sun loungers invite relaxation just minutes from the airport.

₩250,265 total

includes taxes & fees

Aug 2 - Aug 3

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Choose what matters most at hotels with a pool in Westport

Breakfast included

Hot tub

Top Westport Hotel Reviews

The Stamford Hotel

8/10 Good

"Rooms were clean and hotel was nice. Good location. AC was very loud in the room. TV did not work and maintenance did not show up until 11 pm when everyone was already asleep."

Norwalk Inn & Conference Center

10/10 Excellent

"Had an extended three week stay at Norwalk inn and conference center . The hotel staff were polite , friendly and responsive . Enjoyed the restaurant as well , loved the meatball appetizer is addicting and had great service there is excellent as well. Be back here again next trip."

Trumbull Marriott Shelton

8/10 Good

"Good Staff was very attentive. Checking experience was great. Checkout experience was great. Not so great It’s an older hotel. It was clean but my room did smell like cigarettes. It bothered me but not my wife so other people might not notice. There were little things like rust on the door frame and scratches on the desk. Not enough to detract from the room but noticeable."

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. Features daily, a seasonal outdoor pool, and free self parking. EVEN Hotel Norwalk by IHG: Offers complimentary wired internet access, an indoor pool, and free self parking.

What is there to see and do in Westport?

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

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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