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

Westport Hotel Guide - Hotels with Pool in Westport, Connecticut

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Check availability on Westport Hotels with Pool

Tonight
31 Aug - 1 Sept
Tomorrow
1 Sept - 2 Sept
This weekend
4 Sept - 6 Sept
Next weekend
11 Sept - 13 Sept

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 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.

1. Delamar Westport

Delamar Westport
Westport
€247
includes taxes & fees
27 Sept - 28 Sept
Delamar Westport
An indoor swimming pool with a no diving sign, chairs, and a wheelchair-accessible lift.
A modern hotel lobby with a sofa, armchairs, a coffee table, and a staircase leading to an upper level.
A courtyard with outdoor seating, a fire feature, and a building in the background.
A modern Courtyard by Marriott hotel with a well-lit entrance, a covered outdoor area, and a landscaped garden.

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.
€143
includes taxes & fees
6 Sept - 7 Sept
Courtyard by Marriott Norwalk
A swimming pool with a clear blue water, surrounded by lounge chairs and exercise equipment.
A hotel entrance with a covered driveway, landscaped gardens, and a car parked in front.
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.

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.
€134
includes taxes & fees
7 Sept - 8 Sept
Hilton Garden Inn Norwalk
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and trees.
A hotel lobby with a blue wall, a staircase, a brick planter, a patterned rug, and a bicycle.
A white building with a covered porch, large windows, and hanging flower baskets.
A hotel room with a bed, a red sofa, a lamp, and a window with a view of the outside.

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.
€143
includes taxes & fees
1 Oct - 2 Oct
The Circle Hotel Fairfield
A bar area with wooden furniture, a television mounted on the wall, and a bar counter with various items.
A hotel room with a large bed, a desk, a chair, a lamp, and a coffee maker.
A Norwalk Inn sign with an American flag and a flag with a blue and white design.
A hotel room with two beds, a desk, a mirror, and a television.

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

Standard King Bedroom W/Gym & Restaurant on Site!
Historic District
€144
includes taxes & fees
7 Sept - 8 Sept
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 bar area with red chairs, a television mounted on the wall, and shelves with bottles.

6. Trumbull Marriott Shelton

Trumbull Marriott Shelton
Trumbull
  • Dive into a refreshing aquatic getaway with both indoor and seasonal outdoor pools on site.
€148
includes taxes & fees
1 Sept - 2 Sept
Trumbull Marriott Shelton
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 modern bar area with high stools and a central round table, surrounded by bar chairs.
A multi-story hotel with a stone facade and a covered entrance.

7. 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.
€143
includes taxes & fees
13 Sept - 14 Sept
Hyatt House Shelton
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a covered seating area.
An indoor restaurant with a bar area, seating, and greenery.
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.

8. 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.
€259
includes taxes & fees
6 Sept - 7 Sept
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 spacious atrium with a central garden, multiple floors, and a distinctive white gazebo.
A modern indoor lounge area with seating and tables, surrounded by bamboo plants.

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.
€155
includes taxes & fees
2 Sept - 3 Sept
The Armon Stamford Hotel & Conference
A swimming pool at night with blue lighting.
A hotel workspace with a desktop computer, a coffee machine, and a tray of coffee pods.
A kitchen area with a black refrigerator, a blue microwave, a coffee maker, and a small table with cereal boxes and a glass.
A room with a bed, a sofa, a dining table with chairs, and a small desk with a keyboard and mouse.

10. Business or Weekend escape

Business or Weekend escape
Stratford
€137
includes taxes & fees
29 Sept - 30 Sept
Business or Weekend escape
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

Courtyard by Marriott New Haven Orange-Milford

Courtyard by Marriott New Haven Orange-Milford

8/10 Good
"Air Conditioner was very loud."
Sandra 1-night trip
Posted 3 hours ago
Courtyard by Marriott New Haven Orange-Milford
The Watershed

The Watershed

8/10 Good
"The restaurant in the hotel was amazing. I traveled solo I felt safe however, you can hear the noise from others, it wasn't the worst but it did wake me up a few times. It was very clean and I enjoyed my stay."
Jordan 1-night trip
Posted 3 hours ago
The Watershed
Ethan Allen Hotel

Ethan Allen Hotel

8/10 Good
"convenient location"
JOHN D 1-night trip
Posted 6 hours ago
Ethan Allen Hotel
Hilton Garden Inn Milford

Hilton Garden Inn Milford

10/10 Excellent
"Nice and helpful staff. Very clean and comfortable bed too!"
Darlene 1-night trip
Posted 9 hours ago
Hilton Garden Inn Milford
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 1 day ago
Trumbull Marriott Shelton
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 1 day 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 2 days ago
Comfort Inn & Suites Danbury-Bethel

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, visit 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 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.