The Best Hotels with a Pool in Westport, CT from ￥20,350 in 2026

Q: What are some hotels with pools in Westport?

Delamar Westport : 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 continental, an indoor pool, and complimentary wireless internet access. La Quinta Inn & Suites by Wyndham Stamford / New York City : Offers daily, a seasonal outdoor pool, and free self parking. Motel 6 Milford, CT : Features complimentary wired internet access, an indoor pool, and free self parking.

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Our top choices for Westport hotels with a pool

Delamar Westport

Westport

Barbara

￥41,121 total

includes taxes & fees

Jun 7 - Jun 8

Ethan Allen Hotel

Danbury

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

Phil

￥20,350 total

includes taxes & fees

May 31 - Jun 1

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.

Leslie

￥24,511 total

includes taxes & fees

Jun 2 - Jun 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.

Jeminie

￥21,786 total

includes taxes & fees

May 27 - May 28

Business or Weekend escape

Stratford

Joshua L.

￥23,283 total

includes taxes & fees

May 27 - May 28

Comfort Inn & Suites Danbury-Bethel

Danbury

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

Margaret

￥20,389 total

includes taxes & fees

May 28 - May 29

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.

Anonymous traveler

￥25,405 total

includes taxes & fees

Jun 21 - Jun 22

Seasonal outdoor pool, pool umbrellas, sun loungers

Redding Retreat with Pool

Redding

￥124,965 total

includes taxes & fees

Jun 1 - Jun 2

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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

10/10 Excellent

"free parking and free breakfast. Great location"

Trumbull Marriott Shelton

6/10 Okay

"Pros: - close to office I was traveling for - comfortable bed - not-feather pillows (feathers do not support my side-sleeping) - small gym and cardio rooms - space to work in room (desk) - neat reading lights on the bed’s headboard Cons: - old property (looks worn; ceiling tile in closet coming down, carpet bunches in places) - bathtub faucet sprays water out during shower (though I suppose the spray was nice for cleaning feet) - no fan for the bathroom (I don’t like not having a fan on during a shower) - room refrigerator did NOT work - asked if fridge could be repaired, but it never was while I was there - pool did not look clean enough to swim in (water looked yellow) [this is specific to the indoor pool; there is also an outdoor pool that I didn’t look at because it was too cold to swim outside] - hot tub listed as amenity, but covered by wooden boards and obviously not available - treadmills are older and squeak a lot during use - breakfast is not included in room price (continental AYCE, but $20+ per person) The price and distance are what I needed for the reason I was in the area, but I would not go out of my way to stay here again, despite the fact that this hotel was rated a little higher than others at a similar price. Not the worst hotel experience I’ve had, just too many cons to not give the other hotels a chance (and possibly pay a little more)."

The Circle Hotel Fairfield

8/10 Good

"The central location in Fairfield is ideal. The only complaint was the internet and tv. Our unit was farthest from the main building and likely the router couldn’t generate a strong signal that far. The tv froze as did my iPad and phone when trying to stream. Get a room close to the main building it may help."

Frequently asked questions

What are some hotels with pools in Westport?

Delamar Westport: 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 continental, an indoor pool, and complimentary wireless internet access. La Quinta Inn & Suites by Wyndham Stamford / New York City: Offers daily, a seasonal outdoor pool, and free self parking. Motel 6 Milford, CT: Features 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 Old Mill Beach and Compo 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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