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

Find Hotels with a Pool in Westport, CT

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Westport Hotels with a Pool

Tonight
Aug 30 - Aug 31
Tomorrow
Aug 31 - Sep 1
Next weekend
Sep 4 - Sep 6
In two weeks
Sep 11 - Sep 13

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 buffet bar with various food items and a selection of liquor bottles in the background.
A modern living room with geometric-patterned furniture, large windows, and a minimalist design.
A building with a white facade and a grey roof, surrounded by a landscaped garden with rocks and flowers.

1. Delamar Westport

Delamar Westport
Westport
₩319,173
₩394,576 total
includes taxes & fees
Sep 27 - Sep 28
Delamar Westport
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 modern hotel lobby with a sofa, armchairs, a coffee table, and a staircase leading to an upper level.
A modern bar area with a counter, stools, and a menu display.

2. 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.
₩198,193
₩227,921 total
includes taxes & fees
Sep 6 - Sep 7
Courtyard by Marriott Norwalk
A swimming pool with a clear blue water, surrounded by lounge chairs and exercise equipment.
A spacious outdoor patio with wicker furniture and potted plants.
A restaurant interior with a marble countertop, a tall glass of beer, and plates of food.
A lobby with a green sofa, a fireplace, and various decorative items including jars of lemons and green apples.

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.
₩186,012
₩213,914 total
includes taxes & fees
Sep 7 - Sep 8
Hilton Garden Inn Norwalk
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and trees.
A hotel room with a bed, a red sofa, a lamp, and a window with a view of the outside.
A white building with a covered porch, large windows, and hanging flower baskets.

4. 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.
₩186,081
₩227,770 total
includes taxes & fees
Oct 1 - Oct 2
The Circle Hotel Fairfield
An indoor swimming pool with red lounge chairs and a brick wall.
A cozy lounge area with a stone fireplace, leather seating, and decorative lanterns.
A spacious room with a large wooden dining table, comfortable seating, and a bookshelf filled with books.
A bar area with red chairs, a television mounted on the wall, and shelves with bottles.

5. Trumbull Marriott Shelton

Trumbull Marriott Shelton
Trumbull
  • Dive into a refreshing aquatic getaway with both indoor and seasonal outdoor pools on site.
₩205,075
₩235,836 total
includes taxes & fees
Sep 1 - Sep 2
Trumbull Marriott Shelton
A modern lobby with a fireplace, seating area, and a reception desk.
A hotel lobby with a pool table, seating area, bar, and fireplace.
A multi-story hotel with a stone facade and a covered entrance.
A modern hotel room with a long reception desk, multiple seating areas, and a large window offering a view of the outdoors.

6. 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.
₩198,193
₩227,922 total
includes taxes & fees
Sep 6 - Sep 7
Hyatt House Shelton
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a covered seating area.
A modern hotel with a covered entrance, large windows, and a landscaped garden area.
A modern living room with a fireplace, a dining area, and a kitchen in the background.
An outdoor dining area with wooden tables and chairs, surrounded by lush greenery and a glass wall.

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.
₩314,699
₩418,884 total
includes taxes & fees
Sep 6 - Sep 7
J House Greenwich
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 modern indoor lounge area with seating and tables, surrounded by bamboo plants.
A spacious atrium with a central garden, multiple floors, and a distinctive white gazebo.

8. 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.
₩215,383
₩247,686 total
includes taxes & fees
Sep 2 - Sep 3
The Armon Stamford Hotel & Conference
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 Regency Greenwich

Hyatt Regency Greenwich

10/10 Excellent
"The garden area was gorgeous and inviting. Staff was so helping. Bedding was yummy. This was the nicest hotel I’ve been in in the metro area. We will be back"
Arelis 1-night trip
Posted less than an hour ago
Hyatt Regency Greenwich
Trumbull Marriott Shelton

Trumbull Marriott Shelton

10/10 Excellent
"Website said there was a hot tub but there wasn’t one. Otherwise it was a good experience."
Maria 1-night trip
Posted 5 hours ago
Trumbull Marriott Shelton
Ethan Allen Hotel

Ethan Allen Hotel

10/10 Excellent
"Room was clean. Bed was comfortable. Re: Shower. Good water pressure, shower head and plenty of hot water. I’ve staid there before and I will stay there again, the next time I’m in Danbury."
Francis 1-night trip
Posted 5 hours ago
Ethan Allen Hotel
Amsterdam Hotel

Amsterdam Hotel

8/10 Good
"Clean room Just a little date but did the job Plenty of free parking and free Breakfast from 7-10am"
jerome 1-night trip
Posted 8 hours ago
Amsterdam Hotel
Comfort Inn & Suites Danbury-Bethel

Comfort Inn & Suites Danbury-Bethel

8/10 Good
"Very convenient location but our room location was much quieter on our first stay. Perhaps the hotel was more fully booked, but our first room was much more private."
Joel 1-night trip
Posted 1 day ago
Comfort Inn & Suites Danbury-Bethel
The Watershed

The Watershed

10/10 Excellent
"Such a chic hotel just an hour out of NY and directly off the Merritt Pkwy. Great Italian restaurant at the property. Staff were friendly and helpful. Will stay again when I’m headed into the city."
Rachael 1-night trip
Posted 2 days ago
The Watershed

Frequently asked questions

What are some hotels with pools in Westport?
Delamar Westport: Features a sauna, an indoor pool, and buffet. Hyatt Regency Greenwich: Offers 2 restaurants, an indoor pool, and complimentary wireless internet access. Trumbull Marriott Shelton: Provides a seasonal outdoor pool, an indoor pool, and 2 restaurants. EVEN Hotel Norwalk by IHG: Offers a snack bar/deli, a seasonal outdoor pool, and free self parking. Ethan Allen Hotel: 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 Earthplace Museum. 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.

Explore a world of travel with Expedia