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 [Mar 19 - Mar 20](https://www.expedia.ca/Hotel-Search?regionId=56054&startDate=2026-03-19&endDate=2026-03-20&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 20 - Mar 21](https://www.expedia.ca/Hotel-Search?regionId=56054&startDate=2026-03-20&endDate=2026-03-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=56054&startDate=2026-03-20&endDate=2026-03-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=56054&startDate=2026-03-27&endDate=2026-03-29&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Westport hotels with a pool ![Indoor pool](https://images.trvl-media.com/lodging/104000000/103680000/103678300/103678239/a830065e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/104000000/103680000/103678300/103678239/8da8a027.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/104000000/103680000/103678300/103678239/fc49de3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room, 2 Queen Beds](https://images.trvl-media.com/lodging/104000000/103680000/103678300/103678239/1bf821e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Delamar Westport [](https://www.expedia.ca/Westport-Hotels-Delamar-Westport.h103678239.Hotel-Information) Westport 10/10 Exceptional (33 reviews) CA $262 CA $322 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Westport-Hotels-Delamar-Westport.h103678239.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/126000000/125630000/125629600/125629556/c8ff4a83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/126000000/125630000/125629600/125629556/af51750c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/126000000/125630000/125629600/125629556/2da86ed9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/126000000/125630000/125629600/125629556/2f215a11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Standard King Bedroom W/Gym & Restaurant on Site! [](https://www.expedia.ca/Norwalk-Hotels-Charming-Monthly-Rooms-WGym-Restaurant-On-Site.h125629556.Hotel-Information) Historic District CA $170 CA $223 total includes taxes & fees Mar 20 - Mar 21 [](https://www.expedia.ca/Norwalk-Hotels-Charming-Monthly-Rooms-WGym-Restaurant-On-Site.h125629556.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/891500/891471/42d801c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served, American cuisine](https://images.trvl-media.com/lodging/1000000/900000/891500/891471/c70440c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/900000/891500/891471/3879ce24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/891500/891471/f690a477.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard By Marriott Danbury [](https://www.expedia.ca/Danbury-Hotels-Courtyard-By-Marriott-Danbury.h891471.Hotel-Information) Danbury 9.0/10 Wonderful (497 reviews) - Splash into relaxation at this pristine indoor pool oasis just steps from hiking trails. CA $164 CA $188 total includes taxes & fees Apr 4 - Apr 5 [](https://www.expedia.ca/Danbury-Hotels-Courtyard-By-Marriott-Danbury.h891471.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/98000000/97480000/97470900/97470860/9f8971d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/98000000/97480000/97470900/97470860/f1288f21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/98000000/97480000/97470900/97470860/6f379bd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/98000000/97480000/97470900/97470860/646e6d85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Business or Weekend escape [](https://www.expedia.ca/Stratford-Hotels-Business-Or-Weekend-Escape.h97470860.Hotel-Information) Stratford 9.2/10 Wonderful (53 reviews) CA $116 CA $201 total includes taxes & fees Mar 31 - Apr 1 [](https://www.expedia.ca/Stratford-Hotels-Business-Or-Weekend-Escape.h97470860.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) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/10000000/9820000/9816500/9816438/58982240.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 (1,429 reviews) - Enjoy serene poolside relaxation at this updated Fairfield retreat with umbrellas and loungers for ultimate comfort. CA $163 CA $201 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/New-Haven-Hotels-The-Circle-Hotel-Fairfield.h9816438.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/6000000/5580000/5576300/5576209/b968b418.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/6000000/5580000/5576300/5576209/23eb7de9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/6000000/5580000/5576300/5576209/w3837h2557x3y3-09bc453b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily buffet breakfast (USD 18 per person)](https://images.trvl-media.com/lodging/6000000/5580000/5576300/5576209/48c3cfde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Stony Brook [](https://www.expedia.ca/Stony-Brook-Hotels-Hilton-Garden-Inn-Stony-Brook.h5576209.Hotel-Information) Stony Brook 9.0/10 Wonderful (1,000 reviews) - Splash into relaxation at this spotless indoor pool and hot tub sanctuary near Stony Brook University. CA $157 CA $179 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Stony-Brook-Hotels-Hilton-Garden-Inn-Stony-Brook.h5576209.Hotel-Information) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/126000000/125060000/125050200/125050107/611e2efa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury House, Garden View | Private kitchen](https://images.trvl-media.com/lodging/126000000/125060000/125050200/125050107/0de1f2ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury House, Garden View | Private kitchen](https://images.trvl-media.com/lodging/126000000/125060000/125050200/125050107/cbed01c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury House, Garden View | Living area](https://images.trvl-media.com/lodging/126000000/125060000/125050200/125050107/711b5034.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Redding Retreat with Pool [](https://www.expedia.ca/Redding-Hotels-Norwalk-Retreat.h125050107.Hotel-Information) Redding CA $308 CA $697 total includes taxes & fees Apr 15 - Apr 16 [](https://www.expedia.ca/Redding-Hotels-Norwalk-Retreat.h125050107.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/700000/690800/690766/57d22171.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/1000000/700000/690800/690766/b0b0d087.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed](https://images.trvl-media.com/lodging/1000000/700000/690800/690766/ff2ecf50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/700000/690800/690766/020e6ad2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG [](https://www.expedia.ca/Danbury-Hotels-Holiday-Inn-Express-Hotel-Suites-Danbury-I-84.h690766.Hotel-Information) Danbury 9.2/10 Wonderful (333 reviews) - Seasonal splash paradise with a refreshing outdoor pool and fitness centre creates an invigorating summer escape in Danbury. CA $174 CA $201 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Danbury-Hotels-Holiday-Inn-Express-Hotel-Suites-Danbury-I-84.h690766.Hotel-Information) ![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) ![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) ![Family Suite | Living area](https://images.trvl-media.com/lodging/5000000/4790000/4780400/4780357/fd1f9a11.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 (774 reviews) - Relax at this seasonal poolside retreat where summer memories flow in picturesque Centerport. CA $176 CA $201 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Centerport-Hotels-Chalet-Inn-Suites-Centerport.h4780357.Hotel-Information) ![Seasonal outdoor pool, open 11:00 AM to 8:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/26800/26788/c39ed8d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily cooked-to-order breakfast (USD 19.95 per person)](https://images.trvl-media.com/lodging/1000000/30000/26800/26788/57582683.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/26800/26788/9a2b47a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/30000/26800/26788/0d5d6da0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel MTK Mount Kisco [](https://www.expedia.ca/White-Plains-Hotels-Holiday-Inn-Mt-Kisco.h26788.Hotel-Information) Mount Kisco 8.6/10 Excellent (1,000 reviews) - Dive into a seasonal pool oasis in Mount Kisco, where sun loungers invite relaxation just minutes from the airport. CA $197 CA $226 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/White-Plains-Hotels-Holiday-Inn-Mt-Kisco.h26788.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=2026-04-02&endDate=2026-04-03®ionId=56054&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## 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 Place Milford / New Haven](https://images.trvl-media.com/lodging/2000000/1570000/1562800/1562702/80833193_y.jpg) ### Hyatt Place Milford / New Haven 10/10 Excellent "Clean room, WONDERFUL Staff. " [](https://expedia.ca/New-Haven-Hotels-Hyatt-Place-Milford-New-Haven.h1562702.Hotel-Information) ![Courtyard by Marriott New Haven Orange-Milford](https://images.trvl-media.com/lodging/1000000/80000/79500/79426/d5c6959e_y.jpg) ### Courtyard by Marriott New Haven Orange-Milford 8/10 Good "The lady working at the bar made a great impression. Very polite and helpful. Only negative for the whole stay, was the sound. Thin walls and the person above us stomped a lot. Nothing the hotel could help, so overall, fantastic stay." [](https://expedia.ca/New-Haven-Hotels-Courtyard-By-Marriott-New-Haven-Orange-Milford.h79426.Hotel-Information) ![Hyatt Regency Greenwich](https://images.trvl-media.com/lodging/1000000/20000/18200/18180/49323a81_y.jpg) ### Hyatt Regency Greenwich 10/10 Excellent "Extremely comfortable rooms, elegant common areas. An elevated experience overall." [](https://expedia.ca/Stamford-Hotels-Hyatt-Regency-Greenwich.h18180.Hotel-Information) ![The Watershed](https://images.trvl-media.com/lodging/7000000/6030000/6020100/6020007/f91081fe_y.jpg) ### The Watershed 10/10 Excellent "This hotel was phenomenal, the staff was great and the food was delicious." [](https://expedia.ca/Stamford-Hotels-Hotel-Zero-Degrees-Norwalk.h6020007.Hotel-Information) ![Amsterdam Hotel](https://images.trvl-media.com/lodging/1000000/30000/20800/20793/945f7842_y.jpg) ### Amsterdam Hotel 4/10 Poor "Good host. Hotel is run down bed are very uncomfortable " [](https://expedia.ca/Stamford-Hotels-Amsterdam-Hotel.h20793.Hotel-Information) ![The Circle Hotel Fairfield](https://images.trvl-media.com/lodging/10000000/9820000/9816500/9816438/d7a51c1c_y.jpg) ### The Circle Hotel Fairfield 10/10 Excellent "Hotel was great ! Staff was friendly and room was very clean. Bed was super comfortable but heater was so loud !!! " [](https://expedia.ca/New-Haven-Hotels-The-Circle-Hotel-Fairfield.h9816438.Hotel-Information) ![Hilton Garden Inn Shelton](https://images.trvl-media.com/lodging/1000000/290000/287700/287687/18ff21f4_y.jpg) ### Hilton Garden Inn Shelton 8/10 Good "Hotel and stafff and room pretty good The biggest complaint was hot tub was broken I really booked for hot tub and pool " [](https://expedia.ca/New-Haven-Hotels-Hilton-Garden-Inn-Shelton.h287687.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 "Clean room, great staff " [](https://expedia.ca/Stamford-Hotels-Norwalk-Inn.h15114.Hotel-Information) ![Hyatt House Shelton](https://images.trvl-media.com/lodging/4000000/3490000/3482200/3482162/a12e56fc_y.jpg) ### Hyatt House Shelton 8/10 Good "everything was clean and staff was so nice. The only thing is coffee could be better." [](https://expedia.ca/New-Haven-Hotels-HYATT-House-Shelton.h3482162.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) - [Historic Hotels in Cranbury ](https://www.expedia.ca/Cranbury-Norwalk-Hotels-Historic-Hotel.0-n6347841-0-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Cranbury Hotels ](https://www.expedia.ca/Cranbury-Norwalk-Hotels.0-n6347841-0.Travel-Guide-Filter-Hotels) - 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