A calm river reflecting buildings and trees, with a clear sky above.

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Check availability on Westport Hotels with a Pool

Tonight
Sep 14 - Sep 15
Tomorrow
Sep 15 - Sep 16
This weekend
Sep 18 - Sep 20
Next weekend
Sep 25 - Sep 27

Our top choices for Westport hotels with a pool

An indoor swimming pool with a '3 feet deep' sign and a 'no diving' warning.
A building with a white facade and a grey roof, surrounded by a landscaped garden with rocks and flowers.
A bar with a stone wall, multiple shelves of bottles, and bar stools.
A modern living room with geometric-patterned furniture, large windows, and a minimalist design.

1. Delamar Westport

Delamar Westport
Westport
￥26,717
￥33,796 total
includes taxes & fees
Sep 27 - Sep 28
Delamar Westport
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and trees.
A white building with a covered porch, large windows, and hanging flower baskets.
A hotel lobby with a blue wall, a staircase, a brick planter, a patterned rug, and a bicycle.

2. The Circle Hotel Fairfield

The Circle Hotel Fairfield
Grasmere
  • Enjoy serene poolside relaxation at this updated Fairfield retreat with umbrellas and loungers for ultimate comfort.
￥17,742
￥21,942 total
includes taxes & fees
Sep 28 - Sep 29
The Circle Hotel Fairfield
A swimming pool with a clear blue water, surrounded by lounge chairs and exercise equipment.
A lobby with a green sofa, a fireplace, and various decorative items including jars of lemons and green apples.
A restaurant interior with a marble countertop, a tall glass of beer, and plates of food.
A hotel entrance with a covered driveway, landscaped gardens, and a car parked in front.

3. Hilton Garden Inn Norwalk

Hilton Garden Inn Norwalk
Cranbury
  • Float in a year-round indoor oasis with lap lanes and lounge space at this serene hotel.
￥23,372
￥26,878 total
includes taxes & fees
Sep 20 - Sep 21
Hilton Garden Inn Norwalk
An indoor swimming pool with a no diving sign, chairs, and a wheelchair-accessible lift.
A modern Courtyard by Marriott hotel with a well-lit entrance, a covered outdoor area, and a landscaped garden.
A courtyard with outdoor seating, a fire feature, and a building in the background.
A modern bar area with a counter, stools, and a menu display.

4. Courtyard by Marriott Norwalk

Courtyard by Marriott Norwalk
Cranbury
  • Immerse in year-round aquatic relaxation at this hotel's warm indoor pool, perfect for families seeking a splash of fun.
￥25,960
￥29,854 total
includes taxes & fees
Oct 4 - Oct 5
Courtyard by Marriott Norwalk
A bar area with wooden furniture, a television mounted on the wall, and a bar counter with various items.
A hotel room with two beds, a desk, a mirror, and a television.
A bathroom with a granite countertop sink, a hairdryer, a mirror, and toiletries.
A Norwalk Inn sign with an American flag and a flag with a blue and white design.

5. Standard King Bedroom W/Gym & Restaurant on Site!

Standard King Bedroom W/Gym & Restaurant on Site!
Historic District
￥22,888
￥29,393 total
includes taxes & fees
Sep 27 - Sep 28
Standard King Bedroom W/Gym & Restaurant on Site!
An indoor swimming pool with red lounge chairs and a brick wall.
An outdoor seating area with wicker furniture, a stone fireplace, and lanterns.
A spacious room with a large wooden dining table, comfortable seating, and a bookshelf filled with books.
A cozy lounge area with a stone fireplace, leather seating, and decorative lanterns.

6. Trumbull Marriott Shelton

Trumbull Marriott Shelton
Trumbull
  • Dive into a refreshing aquatic getaway with both indoor and seasonal outdoor pools on site.
￥23,349
￥26,851 total
includes taxes & fees
Sep 20 - Sep 21
Trumbull Marriott Shelton
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a covered seating area.
An outdoor dining area with wooden tables and chairs, surrounded by lush greenery and a glass wall.
A modern living room with a fireplace, a dining area, and a kitchen in the background.
An indoor restaurant with a bar area, seating, and greenery.

7. J House Greenwich

J House Greenwich
Riverside
  • Dive into pool perfection at this modern Art Deco hotel where cabanas and loungers await for a stylish, sun-kissed escape.
￥31,192
￥42,231 total
includes taxes & fees
Sep 20 - Sep 21
J House Greenwich
A modern lobby with a fireplace, seating area, and a reception desk.
A modern hotel room with a long reception desk, multiple seating areas, and a large window offering a view of the outdoors.
A multi-story hotel with a stone facade and a covered entrance.
A hotel lobby with a pool table, seating area, bar, and fireplace.

8. Hyatt House Shelton

Hyatt House Shelton
Shelton
  • Swim year-round in this hotel's refreshing indoor pool, steps from your comfortable suite in the heart of the business district.
￥22,120
￥25,438 total
includes taxes & fees
Sep 20 - Sep 21
Hyatt House Shelton
An indoor swimming pool with a blue and white tiled floor, a white poolside table with two glasses of water, and lounge chairs.
A central atrium with a circular seating area surrounded by flower arrangements and a glass railing.
A spacious atrium with a central garden, multiple floors, and a distinctive white gazebo.
A modern indoor seating area with green chairs and a black bench, surrounded by bamboo plants and a textured floor.

9. The Armon Stamford Hotel & Conference

The Armon Stamford Hotel & Conference
Ridgeway-Bullshead
  • Dive into heated indoor pool perfection with hot tub and sauna for complete relaxation after exploring Ridgeway-Bullshead.
￥23,504
￥27,029 total
includes taxes & fees
Sep 23 - Sep 24
The Armon Stamford Hotel & Conference
An indoor swimming pool with a spiral staircase, lounge chairs, and a tiled floor.
A modern hotel lobby with a bar area, seating arrangements, and decorative lighting.
A hotel room with a bed, a desk, a sofa, and a chair. There are wall-mounted lamps and framed pictures.

10. Hampton Inn by Hilton Shelton

Hampton Inn by Hilton Shelton
Shelton
  • Take a dip in Shelton's serene indoor oasis where comfort meets convenience at this relaxing pool retreat.
￥22,066
￥25,375 total
includes taxes & fees
Oct 11 - Oct 12
Hampton Inn by Hilton Shelton
View all properties

Choose what matters most at hotels with a pool in Westport

Breakfast included
Hot tub
4 stars
Spa
5 stars

Top Westport Hotel Reviews

Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

10/10 Excellent
"Friendly staff"
Miguel 1-night trip
Posted 9 hours ago
Hyatt Place Milford / New Haven
Hyatt Regency Greenwich

Hyatt Regency Greenwich

10/10 Excellent
"Super"
Guojun 3-night trip
Posted 10 hours ago
Hyatt Regency Greenwich
Amsterdam Hotel

Amsterdam Hotel

8/10 Good
"Priced reso"
Bela Bernhard 3-night trip
Posted 10 hours ago
Amsterdam Hotel
The Circle Hotel Fairfield

The Circle Hotel Fairfield

10/10 Excellent
"always clean, comfortable beds, and exceptional staff that remembers your name even when you haven’t visited in a while."
Kristi 3-night trip
Posted 10 hours ago
The Circle Hotel Fairfield
Trumbull Marriott Shelton

Trumbull Marriott Shelton

8/10 Good
"Was always the “go to place” in the area to stay. Unfortunate they haven’t done any updates. Outdoor pool was gross, rooms needed fixing. Almost a ghost town. Again, unfortunate for Marriott"
Cheryl 3-night trip
Posted 11 hours ago
Trumbull Marriott Shelton
The Stamford Hotel

The Stamford Hotel

8/10 Good
"Clean, accessible. Would stay again"
Chris 1-night trip
Posted 12 hours ago
The Stamford Hotel
Ethan Allen Hotel

Ethan Allen Hotel

8/10 Good
"Left me the wrong clicker for tv so I had to call for a new one. Dirty rugs. Should be cleaned"
Gina 1-night trip
Posted 1 day ago
Ethan Allen Hotel
DoubleTree by Hilton Stamford

DoubleTree by Hilton Stamford

8/10 Good
"NA"
Amanda 2-night trip
Posted 4 days ago
DoubleTree by Hilton Stamford

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. Trumbull Marriott Shelton: Offers a seasonal outdoor pool, an indoor pool, and 2 restaurants. Hyatt Regency Greenwich: Provides 2 restaurants, 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. Ethan Allen Hotel: 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 Old Mill Beach. During your stay, check out sights such as Levitt Pavilion, Westport Farmers Market, and Westport Country Playhouse.
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.

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