TOP Hotels with Pool in Westport, CT for 2026

Q: What are some hotels with pools in Westport?

Delamar Westport : Features a sauna, an indoor pool and buffet. Hyatt Place Milford / New Haven : Offers Smart televisions, a pool and laundry facilities. Motel 6 Milford, CT : Offers a seasonal outdoor pool, an indoor pool and 2 restaurants. Trumbull Marriott Shelton : Provides continental, an indoor pool and complimentary wireless Internet access. Norwalk Inn & Conference Center : Features 2 restaurants, an indoor pool and complimentary wireless Internet access.

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Our top choices for Westport hotels with a pool

Delamar Westport

Westport

฿9,960 total

includes taxes & fees

12 Apr - 13 Apr

Seasonal outdoor pool, pool umbrellas, pool loungers

Redding Retreat with Pool

Redding

฿15,765 total

includes taxes & fees

7 Apr - 8 Apr

The Circle Hotel Fairfield

Grasmere

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

฿4,808 total

includes taxes & fees

13 Apr - 14 Apr

Hilton Garden Inn Stony Brook

Stony Brook

Splash into relaxation at this spotless indoor pool and hot tub sanctuary near Stony Brook University.

฿4,869 total

includes taxes & fees

20 Apr - 21 Apr

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.

฿4,447 total

includes taxes & fees

8 Apr - 9 Apr

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.

฿5,075 total

includes taxes & fees

12 Apr - 13 Apr

Chalet Inn & Suites Centerport

Centerport

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

฿4,837 total

includes taxes & fees

6 Apr - 7 Apr

Courtyard By Marriott Danbury

Danbury

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

฿5,383 total

includes taxes & fees

3 May - 4 May

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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

"Fantastic stay. Beautiful hotel, well appointed rooms, great facilities (billiard room, pool, hot tub) and delicious breakfast. Would definitely stay again "

Hyatt House Shelton

8/10 Good

"The room was very comfortable. We checked in late and our toilet was broken. Someone came up immediately and realized it wasn't going to be fixed and quickly got us into a different room. We appreciated the quick response of the staff. Our room was comfortable and met all our needs. All staff very helpful and welcoming."

Norwalk Inn & Conference Center

6/10 Okay

"I was on the second floor - three day stay with a lot of stuff. the one elevator was broken the whole stay. I was not warned at check in that elevator was broken. Tub drained very poorly which staff fixed promptly. The two bedside tables had lamps with way too dim bulbs; I had trouble reading in bed."

Frequently asked questions

What are some hotels with pools in Westport?

Delamar Westport: Features a sauna, an indoor pool and buffet. Hyatt Place Milford / New Haven: Offers Smart televisions, a pool and laundry facilities. Motel 6 Milford, CT: Offers a seasonal outdoor pool, an indoor pool and 2 restaurants. Trumbull Marriott Shelton: Provides continental, an indoor pool and complimentary wireless Internet access. Norwalk Inn & Conference Center: Features 2 restaurants, an indoor pool and complimentary wireless Internet access.

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, visit 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 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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