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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

Coffee/tea maker
Delamar Westport

Delamar Westport

3.0 star property
Westport
The price is NT$8,541
NT$9,822 total
includes taxes & fees
Jan 1 - 2026/1/2
Delamar Westport
Fitness facility
Hyatt House Shelton

Hyatt House Shelton

3.0 star property
Shelton
8.4 out of 10, Very Good, (1005)
"The staff was friendly, efficient and place was very family oriented "
United States
Michael
The price is NT$3,419
NT$3,932 total
includes taxes & fees
Dec 14 - Dec 15
Hyatt House Shelton
Indoor pool
Hampton Inn by Hilton Shelton

Hampton Inn by Hilton Shelton

2.5 star property
Shelton
8.6 out of 10, Excellent, (1010)
"Nice , comfortable stay :)"
United States
Laura
The price is NT$3,218
NT$3,701 total
includes taxes & fees
Jan 2 - 2026/1/3
Hampton Inn by Hilton Shelton
Seasonal outdoor pool
Ethan Allen Hotel

Ethan Allen Hotel

3.5 star property
Danbury
7.8 out of 10, Good, (1074)
"Great Hotel!"
United States
Steven
Ethan Allen Hotel
Indoor pool
Hilton Garden Inn Milford

Hilton Garden Inn Milford

3.0 star property
Milford
8.4 out of 10, Very Good, (1005)
"It was a nice stay for the price "
United States
karla
The price is NT$2,969
NT$3,414 total
includes taxes & fees
Dec 23 - Dec 24
Hilton Garden Inn Milford
Indoor pool
Homewood Suites by Hilton Stratford

Homewood Suites by Hilton Stratford

3.0 star property
Stratford
8.8 out of 10, Excellent, (1002)
"Rooms are fine and breakfast is good. "
United States
Andrew
The price is NT$3,350
NT$3,852 total
includes taxes & fees
Jan 2 - 2026/1/3
Homewood Suites by Hilton Stratford
Indoor pool
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)
"The room was clean the staff was great "
United States
Nicholas
The price is NT$3,467
NT$3,988 total
includes taxes & fees
Dec 28 - Dec 29
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

2.5 star property
Danbury
9.2 out of 10, Wonderful, (294)
"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 NT$3,679
NT$4,231 total
includes taxes & fees
Dec 21 - Dec 22
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG
Indoor pool
Courtyard By Marriott Danbury

Courtyard By Marriott Danbury

3.0 star property
Danbury
9.0 out of 10, Wonderful, (472)
"Wonderful staff and awesome food at Bistro "
United States
Duncan
The price is NT$3,467
NT$3,988 total
includes taxes & fees
Dec 28 - Dec 29
Courtyard By Marriott Danbury
Seasonal outdoor pool
Comfort Inn & Suites Danbury-Bethel

Comfort Inn & Suites Danbury-Bethel

2.5 star property
Danbury
8.6 out of 10, Excellent, (558)
"Clean room,staff we great"
United States
Sammie
The price is NT$3,287
NT$3,780 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

Hilton Garden Inn Milford

Hilton Garden Inn Milford

10/10 Excellent
"I have stayed at this property several times . The rooms are always immaculate, the staff VERY helpful, and the parking ample and safe ( I often leave at 3am to catch a flight and am never nervous) . "
Lorraine 4-night trip
Posted 2 days ago
Hilton Garden Inn Milford

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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: Features 2 restaurants, an indoor pool, and complimentary wireless internet access. Norwalk Inn & Conference Center: Offers continental, an indoor pool, and complimentary wireless internet access. Hyatt Regency Greenwich: Offers a sauna, an indoor pool, and buffet. La Quinta Inn & Suites by Wyndham Stamford / New York City: Provides a seasonal outdoor pool, an indoor pool, and 2 restaurants.
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.