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Find Hotels with a Pool in Westport, CT

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Check availability on Westport Hotels with a Pool

Our top choices for Westport hotels with a pool

Reception
Delamar Westport

Delamar Westport

Delamar Westport
3.0 star property
Westport
The price is ￥42,589
￥48,977 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Delamar Westport
Fitness facility
Hyatt House Shelton

Hyatt House Shelton

Hyatt House Shelton
3.0 star property
Shelton
8.4 out of 10, Very Good, (1005)
"Always a pleasure to stay here 1s a year keep coming back!!"
United States
Mark
The price is ￥17,049
￥19,607 total
includes taxes & fees
Dec 22 - Dec 23
Hyatt House Shelton
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, (1003)
"Nice , comfortable stay :)"
United States
Laura
The price is ￥16,046
￥18,453 total
includes taxes & fees
Dec 28 - Dec 29
Hampton Inn by Hilton Shelton
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, (1003)
"It was a nice stay for the price "
United States
karla
The price is ￥14,470
￥16,641 total
includes taxes & fees
Dec 19 - Dec 20
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, (1080)
"Great Hotel!"
United States
Steven
Ethan Allen Hotel
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, (1002)
"Very friendly staff, clean hotel and very relaxing atmosphere."
United States
Eugenia
The price is ￥15,823
￥18,196 total
includes taxes & fees
Jan 10 - Jan 11, 2026
Homewood Suites by Hilton Stratford
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, (1001)
"The room was clean the staff was great "
United States
Nicholas
The price is ￥17,290
￥19,884 total
includes taxes & fees
Dec 21 - Dec 22
Homewood Suites by Hilton Orange New Haven
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, (295)
"My husband and I stayed here and the room was very clean and comfortable and everyone that worked here was very friendly. "
United States
Morgan
The price is ￥18,348
￥21,100 total
includes taxes & fees
Dec 21 - Dec 22
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG
Outdoor pool
Courtyard by Marriott New Haven Orange-Milford

Courtyard by Marriott New Haven Orange-Milford

Courtyard by Marriott New Haven Orange-Milford
3.0 star property
Orange
8.4 out of 10, Very Good, (999)
"The room and services were great "
United States
Nicole
The price is ￥17,104
￥19,670 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Courtyard by Marriott New Haven Orange-Milford
Seasonal outdoor pool
Comfort Inn & Suites Danbury-Bethel

Comfort Inn & Suites Danbury-Bethel

Comfort Inn & Suites Danbury-Bethel
2.5 star property
Danbury
8.6 out of 10, Excellent, (559)
"Clean room,staff we great"
United States
Sammie
The price is ￥16,653
￥19,151 total
includes taxes & fees
Dec 14 - Dec 15
Comfort Inn & Suites Danbury-Bethel
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

DoubleTree by Hilton Stamford

DoubleTree by Hilton Stamford

10/10 Excellent
"We’ve stayed here a few times Overall it’s good!"
Lisa 1-night trip
Posted 20 hours ago
DoubleTree by Hilton Stamford

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Frequently asked questions

What are some hotels with pools in Westport?
DoubleTree by Hilton Stamford: Features complimentary wired internet access, an indoor pool, and LCD televisions. Amsterdam Hotel: Provides 2 restaurants, an indoor pool, and complimentary wireless internet access. Hyatt Regency Greenwich: Offers continental, an indoor pool, and complimentary wireless internet access. Norwalk Inn & Conference Center: Features a snack bar/deli, a seasonal outdoor pool, and free self parking. La Quinta Inn & Suites by Wyndham Stamford / New York City: Offers 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 Old Mill 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.