Title: Book the Best Hotels with POOL in Westport in 2026 | Expedia.ca [Hotels in Westport](https://expedia.ca/Westport-Hotels.d56054.Travel-Guide-Hotels)[Vacation Rentals in Westport](https://expedia.ca/Westport-Vacation-Rentals.d56054.Travel-Guide-VacationRentals)[Flights to Westport](https://expedia.ca/Cheap-Flights-To-Westport.d56054.Travel-Guide-Flights)[Things to do in Westport](https://expedia.ca/Things-To-Do-In-Westport.d56054.Travel-Guide-Activities)[Westport Car Rentals](https://expedia.ca/Car-Rentals-In-Westport.d56054.Car-Rental-Guide)[Westport Vacation Packages](https://expedia.ca/Westport.d56054.Destination-Travel-Guides) ![Westport Compo Beach, CT](https://images.trvl-media.com/place/56054/e074e4d6-7566-4cfb-a573-d57b7b472712.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Marina Timo ![](https://images.trvl-media.com/place/56054/e074e4d6-7566-4cfb-a573-d57b7b472712.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Westport Hotels with a Pool Tonight [Feb 2 - Feb 3](https://www.expedia.ca/Hotel-Search?regionId=56054&startDate=2026-02-02&endDate=2026-02-03&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 3 - Feb 4](https://www.expedia.ca/Hotel-Search?regionId=56054&startDate=2026-02-03&endDate=2026-02-04&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=56054&startDate=2026-02-06&endDate=2026-02-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=56054&startDate=2026-02-13&endDate=2026-02-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Westport hotels with a pool ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/5000000/4790000/4780400/4780357/ab1927b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Suite | In-room dining](https://images.trvl-media.com/lodging/5000000/4790000/4780400/4780357/d9b8b932.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/5000000/4790000/4780400/4780357/e0823834.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe King Suite | Living area](https://images.trvl-media.com/lodging/5000000/4790000/4780400/4780357/a1cac1f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet Inn & Suites Centerport [](https://www.expedia.ca/Centerport-Hotels-Chalet-Inn-Suites-Centerport.h4780357.Hotel-Information) Centerport 7.8/10 Good (768 reviews) "Great location Rooms are " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John [](https://www.expedia.ca/Centerport-Hotels-Chalet-Inn-Suites-Centerport.h4780357.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/3900/3900/f87dad0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/1000000/10000/3900/3900/d90b6e13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Queen Beds, Accessible (Communications, Mobility)](https://images.trvl-media.com/lodging/1000000/10000/3900/3900/c6ec876d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/3900/3900/94454923.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Milford by IHG [](https://www.expedia.ca/New-Haven-Hotels-Holiday-Inn-Express-Suites-Milford.h3900.Hotel-Information) Milford 8.0/10 Very good (1,003 reviews) "Very good service,breakfast delicious! Define tilt I’m staying again!" ![Mexico](https://a.travel-assets.com/egds/marks/flags/mx.svg) Tomas CA $118 CA $136 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/New-Haven-Hotels-Holiday-Inn-Express-Suites-Milford.h3900.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/210000/200400/200381/ad77ef5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/210000/200400/200381/e6ef0843.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/210000/200400/200381/7721b0e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/210000/200400/200381/4328324a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn by Hilton Shelton [](https://www.expedia.ca/New-Haven-Hotels-Hampton-Inn-By-Hilton-Shelton.h200381.Hotel-Information) Shelton 8.6/10 Excellent (1,003 reviews) "Staff was good room was clean hotel nice and clean l enjoyed my stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rasheeda CA $155 CA $178 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/New-Haven-Hotels-Hampton-Inn-By-Hilton-Shelton.h200381.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/25200/25183/f1899acf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast meal](https://images.trvl-media.com/lodging/1000000/30000/25200/25183/741982a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/25200/25183/a641dfb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/25200/25183/8d26de0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Norwalk [](https://www.expedia.ca/Stamford-Hotels-Courtyard-By-Marriott-Norwalk.h25183.Hotel-Information) Cranbury 8.8/10 Excellent (926 reviews) "Great staff, lovely lobby and work area, great room" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joselyn CA $180 CA $207 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Stamford-Hotels-Courtyard-By-Marriott-Norwalk.h25183.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2480000/2473700/2473639/ba785aed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2480000/2473700/2473639/b8a2e8a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2480000/2473700/2473639/5af2dc31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2480000/2473700/2473639/268b5ae5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Milford [](https://www.expedia.ca/New-Haven-Hotels-Hilton-Garden-Inn-Milford.h2473639.Hotel-Information) Milford 8.4/10 Very good (1,004 reviews) "staff was wonderful everything was spotless" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly CA $146 CA $168 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/New-Haven-Hotels-Hilton-Garden-Inn-Milford.h2473639.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445733/1f053b44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445733/5476c121.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445733/28b95632.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Snack bar](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445733/6d7b1b9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Danbury [](https://www.expedia.ca/Danbury-Hotels-Hampton-Inn-Danbury.h1445733.Hotel-Information) Danbury 9.0/10 Wonderful (1,005 reviews) "Loved the pool, service, and hot breakfast . " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nisaury CA $166 CA $191 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Danbury-Hotels-Hampton-Inn-Danbury.h1445733.Hotel-Information) ![Seasonal outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/10000/8400/8392/0b7f7cfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/1000000/10000/8400/8392/1757e0f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/8400/8392/4ce7dec6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/8400/8392/edfef933.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### J House Greenwich [](https://www.expedia.ca/Stamford-Hotels-J-House-Greenwich.h8392.Hotel-Information) Riverside 9.0/10 Wonderful (1,001 reviews) "Lovely boutique hotel. Modern design and amenities. Friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leonard [](https://www.expedia.ca/Stamford-Hotels-J-House-Greenwich.h8392.Hotel-Information) ![Indoor pool, seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/1200/1166/02284c9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/10000/1200/1166/a3e8ecea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/10000/1200/1166/b3c487eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1200/1166/c964cb1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Trumbull Marriott Shelton [](https://www.expedia.ca/New-Haven-Hotels-Trumbull-Marriott-Shelton.h1166.Hotel-Information) Trumbull 8.0/10 Very good (1,006 reviews) "Room was very clean, staff was friendly and professional " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kevin CA $161 CA $185 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/New-Haven-Hotels-Trumbull-Marriott-Shelton.h1166.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1050000/1046300/1046227/05f259bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1050000/1046300/1046227/198d4971.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1050000/1046300/1046227/a8b5fbc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1050000/1046300/1046227/fa75a8a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Stamford Downtown [](https://www.expedia.ca/Stamford-Hotels-Courtyard-By-Marriott-Stamford-Downtown.h1046227.Hotel-Information) Downtown Stamford 9.0/10 Wonderful (848 reviews) "Great location, hotel was clean and modern Staff were great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) geraldine CA $305 CA $351 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Stamford-Hotels-Courtyard-By-Marriott-Stamford-Downtown.h1046227.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/10000000/9820000/9816500/9816438/1e666ab0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/10000000/9820000/9816500/9816438/b1e811bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, 1 King Bed, Kitchenette](https://images.trvl-media.com/lodging/10000000/9820000/9816500/9816438/d7a51c1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/10000000/9820000/9816500/9816438/853be474.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Circle Hotel Fairfield [](https://www.expedia.ca/New-Haven-Hotels-The-Circle-Hotel-Fairfield.h9816438.Hotel-Information) Grasmere 9.0/10 Wonderful (1,420 reviews) "Great room, clean, spacious. Would definitely stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) George CA $151 CA $182 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/New-Haven-Hotels-The-Circle-Hotel-Fairfield.h9816438.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-02-16&endDate=2026-02-17®ionId=56054&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in Westport Beach ![](https://forever.travel-assets.com/flex/flexmanager/mediaasset/1342512-0_2-icon__water-lux.svg) Outdoor pool ![](https://forever.travel-assets.com/flex/flexmanager/mediaasset/1342515-0_2-icon__aq-indoor.svg) Indoor pool ![](https://forever.travel-assets.com/flex/flexmanager/mediaasset/1342514-0_2-icon__private_pools.svg) Private pool ## Top Westport Hotel Reviews ![The Watershed](https://images.trvl-media.com/lodging/7000000/6030000/6020100/6020007/c1a1bbc5_y.jpg) ### The Watershed 10/10 Excellent "Beautiful hotel. Rooms are spacious and updated. The staff are absolutely wonderful. I highly recommend. The bed was comfy and the bathroom was updated and spotless. " [](https://expedia.ca/Stamford-Hotels-Hotel-Zero-Degrees-Norwalk.h6020007.Hotel-Information) ![Motel 6 Milford, CT](https://images.trvl-media.com/lodging/1000000/10000/300/291/4c692d71_y.jpg) ### Motel 6 Milford, CT 6/10 Okay "Apathetic and slow moving staff. Sink clogged. Heater wouldn't adjust lower so i had to open the windows to keep from roasting. elevator has been down for over two months now. Parking lot was not cleared of snow. " [](https://expedia.ca/New-Haven-Hotels-Motel-6-Milford.h291.Hotel-Information) ![Hyatt House Shelton](https://images.trvl-media.com/lodging/4000000/3490000/3482200/3482162/0d731ede_y.jpg) ### Hyatt House Shelton 10/10 Excellent "Everything was great" [](https://expedia.ca/New-Haven-Hotels-HYATT-House-Shelton.h3482162.Hotel-Information) ![Norwalk Inn & Conference Center](https://images.trvl-media.com/lodging/1000000/20000/15200/15114/13ab5174_y.jpg) ### Norwalk Inn & Conference Center 10/10 Excellent "Everything was great! Very nice hotel! Would stay there again," [](https://expedia.ca/Stamford-Hotels-Norwalk-Inn.h15114.Hotel-Information) ![Amsterdam Hotel](https://images.trvl-media.com/lodging/1000000/30000/20800/20793/f5bb9592_y.jpg) ### Amsterdam Hotel 10/10 Excellent "We have stayed here many times. The staff is very polite and helpful, especially the evening gentleman. It is convenient to the highway and to the things we want to do in Stamford. Continental breakfast and coffee is average " [](https://expedia.ca/Stamford-Hotels-Amsterdam-Hotel.h20793.Hotel-Information) ![Trumbull Marriott Shelton](https://images.trvl-media.com/lodging/1000000/10000/1200/1166/b3c487eb_y.jpg) ### Trumbull Marriott Shelton 10/10 Excellent "Wonderful " [](https://expedia.ca/New-Haven-Hotels-Trumbull-Marriott-Shelton.h1166.Hotel-Information) ![Hyatt Regency Greenwich](https://images.trvl-media.com/lodging/1000000/20000/18200/18180/19d28016_y.jpg) ### Hyatt Regency Greenwich 10/10 Excellent "Reception was amazing and the room was impeccable. The Hyatt in Greenwhich has been maintaining the stunning atrium for years and it adds so much that can’t be said to everyone’s stay. " [](https://expedia.ca/Stamford-Hotels-Hyatt-Regency-Greenwich.h18180.Hotel-Information) ![Hyatt Place Milford / New Haven](https://images.trvl-media.com/lodging/2000000/1570000/1562800/1562702/0336d577_y.jpg) ### Hyatt Place Milford / New Haven 10/10 Excellent "Great service and customer service. Very clean which is a plus. Will definitely be coming back." [](https://expedia.ca/New-Haven-Hotels-Hyatt-Place-Milford-New-Haven.h1562702.Hotel-Information) ![Ethan Allen Hotel](https://images.trvl-media.com/lodging/1000000/850000/848400/848360/9fd70ba0_y.jpg) ### Ethan Allen Hotel 10/10 Excellent "Breakfast was cold AND expensive" [](https://expedia.ca/Danbury-Hotels-Ethan-Allen-Hotel.h848360.Hotel-Information) ## Frequently asked questions ### What are some hotels with pools in Westport? ### What is there to see and do in Westport? ### When is the best time to book a hotel with a pool in Westport? ### What's the best way to travel around Westport? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Hotels near Compo Beach ](https://www.expedia.ca/Compo-Beach-Hotels.0-l553248621532664563-0.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Cranbury ](https://www.expedia.ca/Cranbury-Norwalk-Hotels-All-Inclusive-Hotel.0-n6347841-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - 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