Title: TOP Hotels with Pools in Fairfield, CT for 2026 - Fairfield Hotels with a Pool | Expedia.co.uk [Fairfield Travel Guide](https://expedia.co.uk/Fairfield.dx8066)[Hotels in Fairfield](https://expedia.co.uk/Fairfield-Hotels.d8066.Travel-Guide-Hotels)[Holiday Rentals in Fairfield](https://expedia.co.uk/Fairfield-Holiday-Rentals.d8066.Travel-Guide-HolidayRentals)[Flights to Fairfield](https://expedia.co.uk/Cheap-Flights-To-Fairfield.d8066.Travel-Guide-Flights)[Fairfield Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Fairfield.d8066.Car-Hire-Guide)[Fairfield Holidays](https://expedia.co.uk/Fairfield.d8066.Holidays-City-Breaks) ![Sunset at Ash Creek marina, Fairfield, Connecticut.](https://images.trvl-media.com/place/8066/539b61d4-b6c3-42c3-ab50-495da559bb28.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with Pool in Fairfield, CT - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Fairfield Hotels with Pool Tonight [8 Dec - 9 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=8066&startDate=2025-12-08&endDate=2025-12-09&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [9 Dec - 10 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=8066&startDate=2025-12-09&endDate=2025-12-10&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [12 Dec - 14 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=8066&startDate=2025-12-12&endDate=2025-12-14&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [19 Dec - 21 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=8066&startDate=2025-12-19&endDate=2025-12-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Fairfield Hotels with Pool ![Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/10000000/9820000/9816500/9816438/f5c299e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, 1 King Bed, Kitchenette | Private kitchenette | Mini-fridge](https://images.trvl-media.com/lodging/10000000/9820000/9816500/9816438/0e298d45.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) ![Premium bedding, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/10000000/9820000/9816500/9816438/aacb58de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Circle Hotel Fairfield Fairfield 9.0/10 Wonderful (1417) "Clean, updated room, easy check in & out. Staff was very nice" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) cynthia £120 includes taxes & fees 4 Jan - 5 Jan 2026 [](https://www.expedia.co.uk/New-Haven-Hotels-The-Circle-Hotel-Fairfield.h9816438.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/115000000/114300000/114291600/114291600/cdfa0da4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114300000/114291600/114291600/a7610705.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114300000/114291600/114291600/ec029251.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114300000/114291600/114291600/0e6e3fc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 🌟 Fairfield Luxury Estate for Short or Mid Term Stays | 🏊 Pool | 🎾 Tennis | 🧖 Sauna Fairfield 10/10 Exceptional (1) "The Host was welcoming and responsive to our inquiries!Our stay was wonderful! The property was spectacular and offered all the amenities we needed for a comfortable and enjoyable visit. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patricia B. £1,620 includes taxes & fees 17 Dec - 18 Dec [](https://www.expedia.co.uk/Fairfield-Hotels-Luxury-Estate-W-Heated-Pool.h114291600.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) ![Lobby](https://images.trvl-media.com/lodging/4000000/3490000/3482200/3482162/a12e56fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3490000/3482200/3482162/0d731ede.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) ### Hyatt House Shelton Shelton 8.4/10 Very good (1005) "The staff was friendly, efficient and place was very family oriented " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael £95 includes taxes & fees 12 Dec - 13 Dec [](https://www.expedia.co.uk/New-Haven-Hotels-HYATT-House-Shelton.h3482162.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/3000000/2480000/2473700/2473639/268b5ae5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, Tempur-Pedic beds, individually furnished](https://images.trvl-media.com/lodging/3000000/2480000/2473700/2473639/5b9f8936.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Milford Milford 8.4/10 Very good (1004) "It was a nice stay for the price " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) karla £82 includes taxes & fees 14 Dec - 15 Dec [](https://www.expedia.co.uk/New-Haven-Hotels-Hilton-Garden-Inn-Milford.h2473639.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/1000000/210000/200400/200381/4328324a.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) ### Hampton Inn by Hilton Shelton Shelton 8.6/10 Excellent (1008) "Nice , comfortable stay :)" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura £89 includes taxes & fees 2 Jan - 3 Jan 2026 [](https://www.expedia.co.uk/New-Haven-Hotels-Hampton-Inn-By-Hilton-Shelton.h200381.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) ![Free daily breakfast ](https://images.trvl-media.com/lodging/39000000/38980000/38980000/38979983/4a7d934c.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) ![Suite, 2 Queen Beds, Accessible, Bathtub | Living area | TV](https://images.trvl-media.com/lodging/39000000/38980000/38980000/38979983/5717ad56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homewood Suites by Hilton Orange New Haven Orange 9.2/10 Wonderful (1002) "The room was clean the staff was great " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicholas £96 includes taxes & fees 21 Dec - 22 Dec [](https://www.expedia.co.uk/New-Haven-Hotels-Homewood-Suites-By-Hilton-Orange-New-Haven.h38979983.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/23300/23217/c4603508.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) ![Standard Room, 1 Queen Bed, Non Smoking, Refrigerator & Microwave (with Sofabed) | Premium bedding, pillow-top beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/30000/23300/23217/c002bafa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Executive Hotel Of New Haven - West Haven West Haven 8.0/10 Very good (1482) "Carpet in room needs changing Breakfast very good Staff is great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) carolyn £83 includes taxes & fees 12 Dec - 13 Dec [](https://www.expedia.co.uk/New-Haven-Hotels-Best-Western-Executive-Hotel-Of-New-Haven-West-Haven.h23217.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/20000/16500/16474/9bab7633.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/16500/16474/42dbd033.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/16500/16474/84d5ee46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed with Sofa bed, Non Smoking | Desk, laptop workspace, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/1000000/20000/16500/16474/a76a124a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Danbury-Bethel Danbury 8.6/10 Excellent (558) "Clean room,staff we great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sammie £91 includes taxes & fees 14 Dec - 15 Dec [](https://www.expedia.co.uk/Danbury-Hotels-Comfort-Inn-Suites-Danbury-Bethel.h16474.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/880000/873200/873107/ee3bcd5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast ](https://images.trvl-media.com/lodging/1000000/880000/873200/873107/2572ad7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/1000000/880000/873200/873107/7d8c99ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/880000/873200/873107/a3588db5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homewood Suites by Hilton Stratford Stratford 8.8/10 Excellent (1001) "Rooms are fine and breakfast is good. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew £93 includes taxes & fees 2 Jan - 3 Jan 2026 [](https://www.expedia.co.uk/New-Haven-Hotels-Homewood-Suites-By-Hilton-Stratford.h873107.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/3900/3900/027ef2d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Down duvets, desk, laptop workspace, blackout curtains](https://images.trvl-media.com/lodging/1000000/10000/3900/3900/201a3938.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/3900/3900/05130b6a.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) ### Holiday Inn Express & Suites Milford by IHG Milford 8.0/10 Very good (1003) "Great hotel and breakfast. Nice pool. Would stay again for sure" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lauren £65 includes taxes & fees 21 Dec - 22 Dec [](https://www.expedia.co.uk/New-Haven-Hotels-Holiday-Inn-Express-Suites-Milford.h3900.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.co.uk/Hotel-Search?startDate=2025-12-22&endDate=2025-12-23®ionId=8066&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Fairfield Hotel Reviews ![Amsterdam Hotel](https://images.trvl-media.com/lodging/1000000/30000/20800/20793/f5bb9592_y.jpg) ### Amsterdam Hotel 10/10 Excellent "Clean and well-maintained in a great location. The rooms themselves are very dated with office-type drop ceilings but overall clean and comfortable. " [](https://expedia.co.uk/Stamford-Hotels-Amsterdam-Hotel.h20793.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 "Lovely quiet clean n comfy " [](https://expedia.co.uk/Stamford-Hotels-Norwalk-Inn.h15114.Hotel-Information) ![The Stamford Hotel](https://images.trvl-media.com/lodging/1000000/50000/42300/42258/d312d428_y.jpg) ### The Stamford Hotel 10/10 Excellent "Loved the amount of space and how clean it was ❤️" [](https://expedia.co.uk/Stamford-Hotels-The-Stamford-Hotel.h42258.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 "Goof" [](https://expedia.co.uk/New-Haven-Hotels-Hampton-Inn-By-Hilton-Shelton.h200381.Hotel-Information) ![Hyatt Regency Greenwich](https://images.trvl-media.com/lodging/1000000/20000/18200/18180/19d28016_y.jpg) ### Hyatt Regency Greenwich 10/10 Excellent "Excellent service " [](https://expedia.co.uk/Stamford-Hotels-Hyatt-Regency-Greenwich.h18180.Hotel-Information) ![The Circle Hotel Fairfield](https://images.trvl-media.com/lodging/10000000/9820000/9816500/9816438/b1e811bb_y.jpg) ### The Circle Hotel Fairfield 10/10 Excellent "The room was very clean and the staff was courteous and efficient. " [](https://expedia.co.uk/New-Haven-Hotels-The-Circle-Hotel-Fairfield.h9816438.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 "Very friendly staff, clean and comfortable room. " [](https://expedia.co.uk/Stamford-Hotels-Hilton-Stamford-Hotel-Executive-Meeting-Center.h5292.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 "Always great " [](https://expedia.co.uk/Stamford-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Stamford-New-York-City.h24963.Hotel-Information) ## Frequently asked questions ### What are the best hotels in Fairfield with outdoor pools? > Guests rave about the friendly and wonderful staff, who go above and beyond to ensure a pleasant stay. The hotel also offers a complimentary breakfast, featuring delicious options that guests appreciate, especially on weekends. With a traveller review score of 9.0, it's clear that families value the clean and comfortable rooms, making it an ideal spot for those looking for convenience and quality. ### How much does a hotel with outdoor pool in Fairfield cost? ### Are there hotels with outdoor pools that are close to Penfield Beach? > This hotel also stands out for its complimentary breakfast, which is a fantastic perk, especially for families eager to start their day off right. Reviewers praise the variety of options available, noting that the breakfast is both free and delicious. The Circle Hotel Fairfield has earned an excellent traveller rating of 9.0, reflecting its reputation for clean and comfortable rooms, friendly staff, and a convenient location. ### Is it cheaper to book flights and a hotel in Fairfield as a package? ### How can I save on a hotel in Fairfield with Expedia? ### Can I cancel my hotel reservation on Expedia? ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - Other - More ways to book - [4 Star Hotels in Sherwood Island State Park ](https://www.expedia.co.uk/4Star-Sherwood-Island-State-Park-Hotels.s40-0-d6248407.Travel-Guide-Filter-Hotels) - [Hotels near Bridgeport Downtown South Historic District ](https://www.expedia.co.uk/Bridgeport-Downtown-South-Historic-District-Hotels.0-l6348206-0.Travel-Guide-Filter-Hotels) - [Beach Resorts & in Bridgeport ](https://www.expedia.co.uk/Bridgeport-Hotels-Beach-Hotels.0-0-d525-tBeachHotels.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Bridgeport ](https://www.expedia.co.uk/Bridgeport-Hotels-Budget-Hotels.0-0-d525-tBudgetHotels.Travel-Guide-Filter-Hotels) - 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