TOP Hotels with Pool in Westport, CT for 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. EVEN Hotel Norwalk by IHG : Features continental, an indoor pool and complimentary wireless Internet access. La Quinta Inn & Suites by Wyndham Stamford / New York City : Offers a snack bar/deli, a seasonal outdoor pool and free self parking. Motel 6 Milford, CT : Hotel located near Fairfield University. Features daily, a seasonal outdoor pool and free self parking.

View across the Saugatuck River from Westport toward industrial buildings

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Our top choices for Westport hotels with a pool

Delamar Westport

Westport

Rp5.467.269 total

includes taxes & fees

1 Jul - 2 Jul

Ethan Allen Hotel

Danbury

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

Rp2.395.793 total

includes taxes & fees

14 Jun - 15 Jun

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.

Rp2.969.553 total

includes taxes & fees

23 Jun - 24 Jun

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.

Rp2.703.264 total

includes taxes & fees

5 Jul - 6 Jul

Hilton Garden Inn Milford

Milford

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

Rp2.377.221 total

includes taxes & fees

14 Jun - 15 Jun

Courtyard By Marriott Danbury

Danbury

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

Rp2.707.391 total

includes taxes & fees

3 Jul - 4 Jul

Comfort Inn & Suites Danbury-Bethel

Danbury

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

Rp2.459.764 total

includes taxes & fees

5 Jul - 6 Jul

Chalet Inn & Suites Centerport

Centerport

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

Rp3.229.688 total

includes taxes & fees

16 Jun - 17 Jun

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Choose what matters most at hotels with a pool in Westport

Breakfast included

Hot tub

Top Westport Hotel Reviews

Hyatt Regency Greenwich

10/10 Excellent

"Great stay. Will definitely return when next in the area."

Comfort Inn & Suites Danbury-Bethel

2/10 Terrible

"Tuve una pésima experiencia en este hotel, habíamos pagado para 2 noches desde el viernes hasta el domingo, el sábado que regresamos de una reunión le habían dado nuestra habitación a otras personas cuando fuimos a preguntar que pasaba nos dijeron que a nosotros nos habían dado el cuarto equivocado, terrible experiencia"

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. EVEN Hotel Norwalk by IHG: Features continental, an indoor pool and complimentary wireless Internet access. La Quinta Inn & Suites by Wyndham Stamford / New York City: Offers a snack bar/deli, a seasonal outdoor pool and free self parking. Motel 6 Milford, CT: Hotel located near Fairfield University. Features daily, a seasonal outdoor 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 Burying Hill Beach. During your stay, visit 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 accommodation that offers an outdoor pool if you plan to visit Westport in the warmest months of July, August or June, when the average temp is 22°C. Accommodation with an indoor pool may be what you want if you visit during the coldest months of January, February or March, when the average temp is 2°C.

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 explore the surrounding area, hop aboard a train at Westport Station or Green's Farms Station. Westport may not have many public transport options to choose from, so consider a car rental to maximise your time.

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