Book the Best Hotels with POOL in Westport 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. EVEN Hotel Norwalk by IHG : Provides 2 restaurants, an indoor pool, and complimentary wireless internet access. Hyatt Regency Greenwich : Features a snack bar/deli, a seasonal outdoor pool, and free self parking. La Quinta Inn & Suites by Wyndham Stamford / New York City : Hotel located near Fairfield University. Provides daily, a seasonal outdoor pool, and free self parking. Motel 6 Milford, CT : Features a seasonal outdoor pool, an indoor pool, and 2 restaurants.

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

Delamar Westport

Westport

CA $397 total

includes taxes & fees

Jul 5 - Jul 6

Ethan Allen Hotel

Danbury

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

CA $163 total

includes taxes & fees

Jul 5 - Jul 6

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.

CA $234 total

includes taxes & fees

Jul 1 - Jul 2

Hilton Garden Inn Milford

Milford

Dive into a refreshing getaway at this hotel's spacious indoor pool sanctuary and fitness centre.

CA $181 total

includes taxes & fees

Jul 5 - Jul 6

Courtyard By Marriott Danbury

Danbury

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

CA $181 total

includes taxes & fees

Jul 5 - Jul 6

Business or Weekend escape

Stratford

CA $207 total

includes taxes & fees

Jun 22 - Jun 23

Comfort Inn & Suites Danbury-Bethel

Danbury

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

CA $176 total

includes taxes & fees

Jun 28 - Jun 29

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

Danbury

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

CA $207 total

includes taxes & fees

Jul 19 - Jul 20

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Choose what matters most at hotels with a pool in Westport

Breakfast included

Hot tub

Top Westport Hotel Reviews

The Circle Hotel Fairfield

8/10 Good

"Pleasant place, road noise is noticeable at night (at least if have room facing road)."

The Stamford Hotel

10/10 Excellent

"The reception person by the name Daniel, he was so helpful and pleasant. Over all good hotel and good value. Accessible room shower is not the best. It is too low. And the disable access sink is kinda odd. But that is on me. I recommend and will repeat. The hotel deserves 4 stars the 5th star is purely for the helpful receptionist Daniel !"

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. EVEN Hotel Norwalk by IHG: Provides 2 restaurants, an indoor pool, and complimentary wireless internet access. Hyatt Regency Greenwich: Features a snack bar/deli, a seasonal outdoor pool, and free self parking. La Quinta Inn & Suites by Wyndham Stamford / New York City: Hotel located near Fairfield University. Provides daily, a seasonal outdoor pool, and free self parking. Motel 6 Milford, CT: Features 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 Burying Hill Beach. During your stay, check out sights such as Levitt Pavilion, Westport Country Playhouse, and Westport Historical Society.

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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