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

Westport Hotel Guide - Hotels with Pool in Westport, Connecticut

  • 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 Pool

Tonight
16 Oct - 17 Oct
Tomorrow
17 Oct - 18 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

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 modern living room with geometric-patterned furniture, large windows, and a minimalist design.
A bar with a stone wall, multiple shelves of bottles, and bar stools.

1. Delamar Westport

Delamar Westport
Westport
€213
includes taxes & fees
8 Nov - 9 Nov
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 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.

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.
€165
includes taxes & fees
1 Nov - 2 Nov
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 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.

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.
€156
includes taxes & fees
1 Nov - 2 Nov
Hilton Garden Inn Norwalk
A clear blue swimming pool with lounge chairs and umbrellas, surrounded by trees.
A compact kitchen with a microwave, a small dining area with a table and chairs, and a sliding door leading to a bathroom.
A hotel room with a bed, a red sofa, a lamp, and a window with a view of the outside.
A living room with a striped sofa, a coffee table with magazines, a dining area with a chair and table, and a kitchen with white cabinets and appliances.

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.
€182
includes taxes & fees
1 Nov - 2 Nov
The Circle Hotel Fairfield
A bar area with wooden furniture, a television mounted on the wall, and a bar counter with various items.
A Norwalk Inn sign with an American flag and a flag with a blue and white design.
A bathroom with a granite countertop sink, a hairdryer, a mirror, and toiletries.
A hotel room with a large bed, a desk, a chair, a lamp, and a coffee maker.

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

Standard King Bedroom W/Gym & Restaurant on Site!
Historic District
€162
includes taxes & fees
18 Oct - 19 Oct
Standard King Bedroom W/Gym & Restaurant on Site!
An indoor swimming pool with a blue and white tiled floor, a white poolside table with two glasses of water, and lounge chairs.
A modern indoor seating area with green chairs and a black bench, surrounded by bamboo plants and a textured floor.
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.

6. 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.
€157
includes taxes & fees
18 Oct - 19 Oct
The Armon Stamford Hotel & Conference
An indoor swimming pool with clear glass walls, a ceiling with skylights, and a visible fitness center in the background.
A spacious hotel lobby with a modern design, featuring a mix of seating areas, a dining area, and a view through large windows.
A reception area with two wooden reception desks, a coffee table with books and a vase of flowers, and a large potted plant.
A spacious lobby with a dining area, seating arrangements, and a staircase leading to an upper level.

7. The Stamford Hotel

The Stamford Hotel
Downtown Stamford
  • Aquatic oasis in city centre Stamford serves up poolside relaxation and fitness fun.
€188
includes taxes & fees
15 Nov - 16 Nov
The Stamford Hotel
A modern kitchen with white cabinets, a granite countertop, and stainless steel appliances.
A modern living room with two white armchairs, a small round table with a plant, a staircase with wooden steps, and a kitchen area with bar stools.
A modern living room with a sofa, two armchairs, a coffee table, and a fireplace.
A modern living room with a sectional sofa, a coffee table, and a small side table. There is a window with a view of the outdoors.

8. Spacious Retreat with Game Room

Spacious Retreat with Game Room
West Norwalk
€510
includes taxes & fees
5 Nov - 6 Nov
Spacious Retreat with Game Room
An indoor swimming pool with a glass ceiling, surrounded by wicker chairs and potted plants.
A courtyard with a central pathway, surrounded by greenery and a building with large windows and columns.
A spacious indoor atrium with a central circular fountain, surrounded by seating areas and a bar with a large illuminated sign.
A spacious atrium with a central bar, surrounded by seating areas and a circular water feature.

9. Hyatt Regency Greenwich

Hyatt Regency Greenwich
Old Greenwich
  • Dive into year-round swimming bliss at this Greenwich hotel's serene indoor pool retreat.
€183
includes taxes & fees
15 Nov - 16 Nov
Hyatt Regency Greenwich
A swimming pool at night with blue lighting.
An arcade machine with a golf theme, featuring a screen displaying a game selection menu and a joystick control panel.
A grey sofa against a brick wall, a bed with white bedding, and a tiled floor with a geometric pattern.
A kitchen area with a black refrigerator, a blue microwave, a coffee maker, and a small table with cereal boxes and a glass.

10. Business or Weekend escape

Business or Weekend escape
Stratford
€140
includes taxes & fees
13 Nov - 14 Nov
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

The Circle Hotel Fairfield

The Circle Hotel Fairfield

10/10 Excellent
"We didn't use much of the amenities so I cannot speak to that but the bed was the comfiest bed we've ever experienced. The front desk were friendly and the room was clean. The remote check-in/check-out was super convenient, too. We will absolutely stay again when visiting family."
Caeleigh 1-night trip
Posted 4 days ago
The Circle Hotel Fairfield
Motel 6 Milford, CT

Motel 6 Milford, CT

10/10 Excellent
"Great room with reasonable price"
Sanh 1-night trip
Posted 5 days ago
Motel 6 Milford, CT

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. Amsterdam Hotel: Features 2 restaurants, an indoor pool and complimentary wireless Internet access. La Quinta Inn & Suites by Wyndham Stamford / New York City: Hotel located near Fairfield University. Offers daily, a seasonal outdoor pool and free self parking. Hyatt Regency Greenwich: Features a snack bar/deli, a seasonal outdoor pool and free self parking. The Circle Hotel Fairfield: Offers a snack bar/deli, an indoor pool and complimentary wireless Internet access.
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, visit sights such as Levitt Pavilion, Westport Country Playhouse and Westport Historical Society.
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.