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Search Hotels with Pool in Westport

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Check availability on Westport Hotels with Pool

Tonight
24 Dec - 25 Dec
Tomorrow
25 Dec - 26 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Westport hotels with a pool

Coffee/tea maker
Delamar Westport

Delamar Westport

Delamar Westport
3.0 star property
Westport
The price is ฿6,809
฿7,830 total
includes taxes & fees
1 Jan - 2 Jan 2026
Delamar Westport
Indoor pool
Hilton Garden Inn Milford

Hilton Garden Inn Milford

Hilton Garden Inn Milford
3.0 star property
Milford
8.4 out of 10, Very good, (1001)
"Very nice hotel clean friendly convenient location "
United States
Karen
The price is ฿3,035
฿3,491 total
includes taxes & fees
9 Jan - 10 Jan 2026
Hilton Garden Inn Milford
Seasonal outdoor pool
Ethan Allen Hotel

Ethan Allen Hotel

Ethan Allen Hotel
3.5 star property
Danbury
7.8 out of 10, Good, (1090)
"One of my favorite hotel to stay in "
United States
Stephen
Ethan Allen Hotel
Indoor pool
Hampton Inn by Hilton Shelton

Hampton Inn by Hilton Shelton

Hampton Inn by Hilton Shelton
2.5 star property
Shelton
8.6 out of 10, Excellent, (1000)
"Beautiful hotel in great location "
United States
Tara
The price is ฿3,290
฿3,784 total
includes taxes & fees
9 Jan - 10 Jan 2026
Hampton Inn by Hilton Shelton
Indoor pool
Homewood Suites by Hilton Orange New Haven

Homewood Suites by Hilton Orange New Haven

Homewood Suites by Hilton Orange New Haven
3.0 star property
Orange
9.2 out of 10, Wonderful, (1003)
"Clean room, close to mamy amenities restaurants, bars, etc "
United States
Kerry- Ann
The price is ฿3,037
฿3,493 total
includes taxes & fees
11 Jan - 12 Jan 2026
Homewood Suites by Hilton Orange New Haven
Fitness facility
Hyatt House Shelton

Hyatt House Shelton

Hyatt House Shelton
3.0 star property
Shelton
8.4 out of 10, Very good, (1003)
"Place was great quiet and relaxing I enjoyed my time there thank you. "
United States
Jeanette
The price is ฿3,611
฿4,153 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hyatt House Shelton
Indoor pool
Homewood Suites by Hilton Stratford

Homewood Suites by Hilton Stratford

Homewood Suites by Hilton Stratford
3.0 star property
Stratford
8.8 out of 10, Excellent, (1001)
"Very friendly staff, clean hotel and very relaxing atmosphere."
United States
Eugenia
The price is ฿3,343
฿3,845 total
includes taxes & fees
3 Jan - 4 Jan 2026
Homewood Suites by Hilton Stratford
Outdoor pool
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

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

Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG
2.5 star property
Danbury
9.2 out of 10, Wonderful, (300)
"We enjoyed our stay. "
United States
Anne
The price is ฿3,797
฿4,367 total
includes taxes & fees
29 Dec - 30 Dec
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG
Indoor pool
Courtyard By Marriott Danbury

Courtyard By Marriott Danbury

Courtyard By Marriott Danbury
3.0 star property
Danbury
9.0 out of 10, Wonderful, (476)
"The hotel staff was very nice and the rooms were clean. "
United States
Karla
The price is ฿3,461
฿3,980 total
includes taxes & fees
18 Jan - 19 Jan 2026
Courtyard By Marriott Danbury
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas
The Circle Hotel Fairfield

The Circle Hotel Fairfield

The Circle Hotel Fairfield
3.0 star property
Grasmere
9.0 out of 10, Wonderful, (1415)
"Nice hotel in Fairfield, Ct"
United States
Veronica
The Circle Hotel Fairfield
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Westport Hotel Reviews

Frequently asked questions

What are some hotels with pools in Westport?
EVEN Hotel Norwalk by IHG: Offers complimentary high-speed (wired) Internet access, an indoor pool and LCD televisions. DoubleTree by Hilton Stamford: Features continental, an indoor pool and complimentary wireless Internet access. Amsterdam Hotel: Offers 2 restaurants, an indoor pool and complimentary wireless Internet access. La Quinta Inn & Suites by Wyndham Stamford / New York City: Provides buffet, a pool and complimentary high-speed (wired) Internet access. Hyatt Regency Greenwich: Offers free self parking, 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 Compo Beach and Old Mill Beach. During your stay, visit sights such as Levitt Pavilion, Westport Country Playhouse and Burying Hill Beach.
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.