Title: Book the Best Hotels with POOL in Bridgeport in 2026 | Expedia.ca [Bridgeport Travel Guide](https://expedia.ca/Bridgeport.dx525)[Hotels in Bridgeport](https://expedia.ca/Bridgeport-Hotels.d525.Travel-Guide-Hotels)[Vacation Rentals in Bridgeport](https://expedia.ca/Bridgeport-Vacation-Rentals.d525.Travel-Guide-VacationRentals)[Flights to Bridgeport](https://expedia.ca/Cheap-Flights-To-Bridgeport.d525.Travel-Guide-Flights)[Things to do in Bridgeport](https://expedia.ca/Things-To-Do-In-Bridgeport.d525.Travel-Guide-Activities)[Bridgeport Car Rentals](https://expedia.ca/Car-Rentals-In-Bridgeport.d525.Car-Rental-Guide)[Bridgeport Vacation Packages](https://expedia.ca/Bridgeport.d525.Destination-Travel-Guides) ![Aerial panorama of New Haven, Connecticut by night. New Haven is the second-largest city in Connecticut after Bridgeport](https://images.trvl-media.com/place/525/8dd4cff4-ab05-49ad-a9d7-ec47f2ef28ae.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Bridgeport, CT from CA $146 - ![](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 Bridgeport Hotels with a Pool Tonight [Jan 10 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=525&startDate=2026-01-10&endDate=2026-01-11&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 11 - Jan 12](https://www.expedia.ca/Hotel-Search?regionId=525&startDate=2026-01-11&endDate=2026-01-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=525&startDate=2026-01-16&endDate=2026-01-18&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=525&startDate=2026-01-23&endDate=2026-01-25&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Bridgeport hotels with a pool ![Reception](https://images.trvl-media.com/lodging/104000000/103680000/103678300/103678239/8da8a027.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee/tea maker](https://images.trvl-media.com/lodging/104000000/103680000/103678300/103678239/1e3a1b97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed](https://images.trvl-media.com/lodging/104000000/103680000/103678300/103678239/d37fd5a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/104000000/103680000/103678300/103678239/69e1e488.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 (1 review) "The room was extremely clean and the staff very hospitable and accommodating . " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ashley CA $219 CA $252 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Westport-Hotels-Delamar-Westport.h103678239.Hotel-Information) ![Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/40000/35400/35389/593124d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/40000/35400/35389/49253eeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/1000000/40000/35400/35389/a84dbb59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/40000/35400/35389/0a1f1c83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Heritage Hotel, Golf, Spa & Conference Center [](https://www.expedia.ca/Southbury-Hotels-Heritage-Hotel.h35389.Hotel-Information) Southbury 8.4/10 Very good (1,002 reviews) "Very nice, staff were excellent." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Philip CA $152 CA $199 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Southbury-Hotels-Heritage-Hotel.h35389.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/3000000/2480000/2473700/2473639/b8a2e8a7.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 (1,002 reviews) "Very nice hotel clean friendly convenient location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen CA $135 CA $156 total includes taxes & fees Jan 31 - Feb 1 [](https://www.expedia.ca/New-Haven-Hotels-Hilton-Garden-Inn-Milford.h2473639.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/39000000/38980000/38980000/38979983/a45c48e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/39000000/38980000/38980000/38979983/95bf4352.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/39000000/38980000/38980000/38979983/ddef356f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/39000000/38980000/38980000/38979983/cf46bed4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homewood Suites by Hilton Orange New Haven [](https://www.expedia.ca/New-Haven-Hotels-Homewood-Suites-By-Hilton-Orange-New-Haven.h38979983.Hotel-Information) Orange 9.2/10 Wonderful (1,003 reviews) "Nice roomy room, clean, comfortable bed, plenty of hot water " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard CA $141 CA $162 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/New-Haven-Hotels-Homewood-Suites-By-Hilton-Orange-New-Haven.h38979983.Hotel-Information) ![Fitness facility](https://images.trvl-media.com/lodging/4000000/3490000/3482200/3482162/eba50eaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/4000000/3490000/3482200/3482162/ff093bb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/4000000/3490000/3482200/3482162/68510516.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/4000000/3490000/3482200/3482162/a12e56fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt House Shelton [](https://www.expedia.ca/New-Haven-Hotels-HYATT-House-Shelton.h3482162.Hotel-Information) Shelton 8.4/10 Very good (1,002 reviews) "Place was great quiet and relaxing I enjoyed my time there thank you. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeanette CA $161 CA $185 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/New-Haven-Hotels-HYATT-House-Shelton.h3482162.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/80000/79500/79426/d3f828b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/80000/79500/79426/dcbfa3b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/80000/79500/79426/886f902b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/80000/79500/79426/a463dd49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott New Haven Orange-Milford [](https://www.expedia.ca/New-Haven-Hotels-Courtyard-By-Marriott-New-Haven-Orange-Milford.h79426.Hotel-Information) Orange 8.4/10 Very good (999 reviews) "The staff, the bar, and the ease of check in." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William CA $140 CA $161 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/New-Haven-Hotels-Courtyard-By-Marriott-New-Haven-Orange-Milford.h79426.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/850000/848400/848360/353de5a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/850000/848400/848360/b84054b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served](https://images.trvl-media.com/lodging/1000000/850000/848400/848360/bb9d6c7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served](https://images.trvl-media.com/lodging/1000000/850000/848400/848360/85553e7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ethan Allen Hotel [](https://www.expedia.ca/Danbury-Hotels-Ethan-Allen-Hotel.h848360.Hotel-Information) Danbury 7.8/10 Good (1,109 reviews) "Great place very accommodating " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Celeste [](https://www.expedia.ca/Danbury-Hotels-Ethan-Allen-Hotel.h848360.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) ![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/e6ef0843.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![32-inch LCD TV with satellite channels, TV](https://images.trvl-media.com/lodging/1000000/210000/200400/200381/98ef3f8c.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 8.8/10 Excellent (1,003 reviews) "Beautiful hotel in great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tara CA $147 CA $169 total includes taxes & fees Jan 31 - Feb 1 [](https://www.expedia.ca/New-Haven-Hotels-Hampton-Inn-By-Hilton-Shelton.h200381.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/23300/23217/fd93f670.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/1000000/30000/23300/23217/6855e0e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/23300/23217/7d962b8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/23300/23217/c4603508.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Executive Hotel Of New Haven - West Haven [](https://www.expedia.ca/New-Haven-Hotels-Best-Western-Executive-Hotel-Of-New-Haven-West-Haven.h23217.Hotel-Information) West Haven 8.0/10 Very good (1,523 reviews) "The breakfast was phenomenal and the service desk was nice and helpful" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hannah CA $127 CA $146 total includes taxes & fees Jan 13 - Jan 14 [](https://www.expedia.ca/New-Haven-Hotels-Best-Western-Executive-Hotel-Of-New-Haven-West-Haven.h23217.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/16000000/15660000/15651900/15651820/95bfeb2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily buffet breakfast (USD 16.95 per person)](https://images.trvl-media.com/lodging/16000000/15660000/15651900/15651820/e45c4a80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/16000000/15660000/15651900/15651820/3d5d12d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Accessible, Non Smoking](https://images.trvl-media.com/lodging/16000000/15660000/15651900/15651820/d56a5b20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wyndham Southbury [](https://www.expedia.ca/Danbury-Hotels-Wyndham-Southbury.h15651820.Hotel-Information) Southbury 8.2/10 Very good (1,094 reviews) "Clean room, staff was pleasant and welcoming. Restaurant was great! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kenneth CA $128 CA $148 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Danbury-Hotels-Wyndham-Southbury.h15651820.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=2026-01-24&endDate=2026-01-25®ionId=525&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Bridgeport Hotel Reviews ![Norwalk Inn & Conference Center](https://images.trvl-media.com/lodging/1000000/20000/15200/15114/13ab5174_y.jpg) ### Norwalk Inn & Conference Center 10/10 Excellent "The room was clean and spotless. The staff was very friendly at check-in. Overall, I would definitely choose the Norwalk Inn on my next visit to Norwalk, CT." [](https://expedia.ca/Stamford-Hotels-Norwalk-Inn.h15114.Hotel-Information) ![DoubleTree by Hilton Stamford](https://images.trvl-media.com/lodging/1000000/10000/5300/5292/f2f8be91_y.jpg) ### DoubleTree by Hilton Stamford 10/10 Excellent "The customer service was absolutely amazing" [](https://expedia.ca/Stamford-Hotels-Hilton-Stamford-Hotel-Executive-Meeting-Center.h5292.Hotel-Information) ![Hampton Inn by Hilton Shelton](https://images.trvl-media.com/lodging/1000000/210000/200400/200381/e6ef0843_y.jpg) ### Hampton Inn by Hilton Shelton 10/10 Excellent "Clean room could use some extra attention around the trim around the bathroom floor. Staff very friendly and professional." [](https://expedia.ca/New-Haven-Hotels-Hampton-Inn-By-Hilton-Shelton.h200381.Hotel-Information) ![Home2 Suites by Hilton East Haven New Haven](https://images.trvl-media.com/lodging/1000000/10000/1500/1461/b5c018f9_y.jpg) ### Home2 Suites by Hilton East Haven New Haven 10/10 Excellent "Very good " [](https://expedia.ca/East-Haven-Hotels-Home2-Suites-By-Hilton-East-Haven-New-Haven.h1461.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 "Front desk dude funny" [](https://expedia.ca/New-Haven-Hotels-Hyatt-Place-Milford-New-Haven.h1562702.Hotel-Information) ![Amsterdam Hotel](https://images.trvl-media.com/lodging/1000000/30000/20800/20793/f5bb9592_y.jpg) ### Amsterdam Hotel 10/10 Excellent "This is an older affordable hotel. The room was very clean. Everything worked except the tub stopper. The staff is friendly and helpful. There is free onsite parking. A basic continental breakfast. It is convenient to the metro north station. The neighborhood is quiet and safe. Fast food and convenience stores are walkable." [](https://expedia.ca/Stamford-Hotels-Amsterdam-Hotel.h20793.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Stamford / New York City](https://images.trvl-media.com/lodging/1000000/30000/25000/24963/af81668d_y.jpg) ### La Quinta Inn & Suites by Wyndham Stamford / New York City 10/10 Excellent "Everything was great thanks & God Bless." [](https://expedia.ca/Stamford-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Stamford-New-York-City.h24963.Hotel-Information) ![The Stamford Hotel](https://images.trvl-media.com/lodging/1000000/50000/42300/42258/d312d428_y.jpg) ### The Stamford Hotel 10/10 Excellent "Everyone and everything was amazing from start to finish! They allowed us to check in a few minutes early, upgraded our room to a better suit and view for our first couples getaway weekend! The hotel was spotless and there was always someone cleaning or there to answer questions we had! We swung by the bar a few times throughout the night, before and after the comedy show we were attending around the corner, the food (we got the arancini balls) and drinks (we ordered a proper old fashioned that was made to perfection and wine) were not only amazing fresh and perfect, but the bar tender was so fun and hilarious! He made great conversation, and was always ready to attend to us before we even noticed our drinks were getting Low! Everyone was so professional and warm and welcoming! We definitely love the privacy and security of the building and going up to our room with having to tap your room key to use the elevator! It made me feel safer being so far from home! The snacks and desserts we got at the cafe were so good too! We got the cookie dough cake slice to share and that was the perfect way to end our night! We will definitely be staying at the Stamford Hotel anytime we come back to visit the area! Thank you to the team for making every step easy and perfect for our first getaway together! " [](https://expedia.ca/Stamford-Hotels-The-Stamford-Hotel.h42258.Hotel-Information) ![Holiday Inn Express Stony Brook by IHG](https://images.trvl-media.com/lodging/1000000/20000/13200/13198/185106c2_y.jpg) ### Holiday Inn Express Stony Brook by IHG 10/10 Excellent "Check in was easy and front desk offered options and confirmed preferences. Room was super clean, bed was comfortable. Shower was a bit low pressure but maybe because we requested higher floor. Breakfast was okay, they ran out of yogurt but that was really it, everything else was 👌" [](https://expedia.ca/Centereach-Hotels-Holiday-Inn-Express-Stony-Brook-By-IHG.h13198.Hotel-Information) ## Frequently asked questions ### What are some hotels with pools in Bridgeport? ### What is there to see and do in Bridgeport? ### When is the best time to book a hotel with a pool in Bridgeport? ### What's the best way to travel around Bridgeport? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [5 Star Hotels in Stratford ](https://www.expedia.ca/5Star-Stratford-Hotels.s50-0-d8127.Travel-Guide-Filter-Hotels) - [Hotels near Beardsley Zoo ](https://www.expedia.ca/Beardsley-Zoo-Hotels.0-l6071459-0.Travel-Guide-Filter-Hotels) - [Hotels near Bridgeport Downtown South Historic District ](https://www.expedia.ca/Bridgeport-Downtown-South-Historic-District-Hotels.0-l6348206-0.Travel-Guide-Filter-Hotels) - [Hotels near Bridgeport Station ](https://www.expedia.ca/Bridgeport-Station-Hotels.d6194264.Travel-Guide-Hotels) - 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