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Hotels with Swimming Pool in Westport, Connecticut

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Check availability on Westport Hotels with Swimming Pool

Tonight
Oct 5 - Oct 6
Tomorrow
Oct 6 - Oct 7
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

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 bar with a stone wall, multiple shelves of bottles, and bar stools.
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.

1. Delamar Westport

Delamar Westport
Westport
P10,879
P13,762 total
includes taxes & fees
Oct 26 - Oct 27
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 bar area with a counter, stools, and a menu display.
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.
P10,581
P12,168 total
includes taxes & fees
Oct 18 - Oct 19
Courtyard by Marriott Norwalk
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 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.
P9,517
P10,945 total
includes taxes & fees
Oct 18 - Oct 19
Hilton Garden Inn Norwalk
A clear blue swimming pool with lounge chairs and umbrellas, surrounded by trees.
A white building with a covered entrance and a balcony.
A hotel lobby with a blue wall, a staircase, a brick planter, a patterned rug, and a bicycle.
A compact kitchen with a microwave, a small dining area with a table and chairs, and a sliding door leading to a bathroom.

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.
P9,946
P12,064 total
includes taxes & fees
Oct 27 - Oct 28
The Circle Hotel Fairfield
An indoor swimming pool with a metal ladder, tiled floor, a towel rack, and a seating area with chairs and a table.
A modern lounge area with a stone wall, a fireplace, and comfortable seating.
The entrance of a Marriott Residence Inn with a revolving door, large windows, and a stone facade.
A modern restaurant with wooden tables and booths, a bar area with shelves of bottles, and a large colorful painting on the wall.

5. Residence Inn Stamford Downtown

Residence Inn Stamford Downtown
Downtown Stamford
  • Dive into downtown Stamford with year-round pool bliss, complete with a hot tub to melt your worries away.
P16,201
P18,631 total
includes taxes & fees
Oct 25 - Oct 26
Residence Inn Stamford Downtown
An indoor swimming pool with a glass ceiling, surrounded by wicker chairs and potted plants.
A modern kitchen with a central island, wooden ceiling, and a coffee machine.
A spacious indoor atrium with a central circular fountain, surrounded by seating areas and a bar with a large illuminated sign.
A courtyard with a central pathway, surrounded by greenery and a building with large windows and columns.

6. Hyatt Regency Greenwich

Hyatt Regency Greenwich
Old Greenwich
  • Dive into year-round swimming bliss at this Greenwich hotel's serene indoor pool retreat.
P11,134
P12,804 total
includes taxes & fees
Oct 25 - Oct 26
Hyatt Regency 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 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.
A modern indoor seating area with green chairs and a black bench, surrounded by bamboo plants and a textured floor.

7. 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.
P9,789
P11,257 total
includes taxes & fees
Oct 6 - Oct 7
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 hotel room with a bed, a desk, a chair, a lamp, and a view of buildings.
A spacious lobby with a dining area, seating arrangements, and a staircase leading to an upper level.

8. The Stamford Hotel

The Stamford Hotel
Downtown Stamford
  • Aquatic oasis in downtown Stamford serves up poolside relaxation and fitness fun.
P11,960
P13,754 total
includes taxes & fees
Nov 3 - Nov 4
The Stamford Hotel
A swimming pool with a metal ladder, a towel rack, and a table with chairs.
A hotel room with a large window, a desk, a chair, a TV, and a bed.
A Courtyard Marriott hotel with a classic architectural style, featuring arched windows and a prominent marquee.
A reception area with a dark wood counter, a green upholstered wall, and a chandelier.

9. Courtyard by Marriott Stamford Downtown

Courtyard by Marriott Stamford Downtown
Downtown Stamford
  • Sink into the oasis of this urban hotel's indoor pool, surrounded by downtown charm and soothing relaxation periods.
P14,512
P16,689 total
includes taxes & fees
Oct 18 - Oct 19
Courtyard by Marriott Stamford Downtown
An indoor swimming pool with clear glass ceilings, sunlit areas, and lounge chairs.
A modern hotel lobby with two desktop computers, a reception desk, and seating areas.
A modern hotel with a glass facade, a central fountain, and a well-lit entrance.
A spacious lobby with a high ceiling, modern lighting, and a staircase leading to an upper level.

10. DoubleTree by Hilton Stamford

DoubleTree by Hilton Stamford
Waterside
  • Splash into serenity at this inviting hotel's indoor pool sanctuary with lounge chairs for ultimate relaxation.
P11,336
P13,036 total
includes taxes & fees
Oct 18 - Oct 19
DoubleTree by Hilton Stamford
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

Comfort Inn & Suites Danbury-Bethel

Comfort Inn & Suites Danbury-Bethel

8/10 Good
"It was very adequate at a good price the only problem we had was some of the other guests were bunch of young guys going in and out of each other's rooms at night slamming doors and talking at the top of the lungs in the halls it was a challenge for us to go to sleep several of the nights . We rang the front desk a few times but there' was no answer then we left a message with the general manager we don't know if anything was done about it or not we don't even know if anything could be done about it"
Hal 3-night trip
Posted less than an hour ago
Comfort Inn & Suites Danbury-Bethel
Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

10/10 Excellent
"The construction and noise was the only issue. Can't help that. Bad timing for my trip. There was a 4" gap under my door, let a lot of light and sound into the room. Some of the doors and trim could use a good update. Shower dripped. Staff was awesome, place was clean. Would stay again for sure."
Leonard 4-night trip
Posted 1 hour ago
Hyatt Place Milford / New Haven
Ethan Allen Hotel

Ethan Allen Hotel

8/10 Good
"This is a well maintained hotel with charm and character. I was traveling for work and the mini fridge and microwave made it convenient. This hotel location was well priced in relation to others with similar amenities."
sharvie 5-night trip
Posted 15 hours ago
Ethan Allen Hotel
J House Greenwich

J House Greenwich

8/10 Good
"Great stay loved the room and the tv in the bathroom mirror was amazing. We ate at Tony’s restaurant while there which was fantastic. My only complaint and area of improvement was the breakfast provided in the AM was awful. Just a few baked pastries,granola bars and yogurt provided. Basically something to grab and go but not sure can really be counted as “breakfast included” other than that though we loved the room and property."
Christina 2-night trip
Posted 1 day ago
J House Greenwich
Hyatt Regency Greenwich

Hyatt Regency Greenwich

10/10 Excellent
"We were very happy to see the Hyatt back up and running in full service form. We've stayed pre-, during, and post-COVID and this was just great. I have to give kudos to PAMELA at the front desk who actually recognized me!! She is an incredible and valuable employee. It was so, so nice to see her again--that great smile, professionalism and nice personality."
Robin 3-night trip
Posted 2 days ago
Hyatt Regency Greenwich
La Quinta Inn & Suites by Wyndham Stamford / New York City

La Quinta Inn & Suites by Wyndham Stamford / New York City

10/10 Excellent
"I've stayed here before, and I very likely will be back. The building is in the process of renovation. That did not really impact the quality of my experience. The breakfast furnished by the hotel was quite good. I was there each morning when it opened. Construction workers and guests mingled; it was enjoyable. I'm a traveling educator who relies on local public transportation to get around. The proximity of this hotel to public bus stops is a plus -though be warned that sidewalks are not consistently located along Harvard Avenue. That's not the hotel's fault."
Jeffrey 4-night trip
Posted 2 days ago
La Quinta Inn & Suites by Wyndham Stamford / New York City

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, check out 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 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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