Title: Book the Best Hotels with POOL in Fairfield in 2026 | Expedia.ca [Fairfield Travel Guide](https://expedia.ca/Fairfield.dx8066)[Hotels in Fairfield](https://expedia.ca/Fairfield-Hotels.d8066.Travel-Guide-Hotels)[Vacation Rentals in Fairfield](https://expedia.ca/Fairfield-Vacation-Rentals.d8066.Travel-Guide-VacationRentals)[Flights to Fairfield](https://expedia.ca/Cheap-Flights-To-Fairfield.d8066.Travel-Guide-Flights)[Fairfield Car Rentals](https://expedia.ca/Car-Rentals-In-Fairfield.d8066.Car-Rental-Guide)[Fairfield Vacation Packages](https://expedia.ca/Fairfield.d8066.Destination-Travel-Guides) ![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 a Pool in Fairfield, 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 Fairfield Hotels with a Pool Tonight [Jan 9 - Jan 10](https://www.expedia.ca/Hotel-Search?regionId=8066&startDate=2026-01-09&endDate=2026-01-10&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 10 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=8066&startDate=2026-01-10&endDate=2026-01-11&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=8066&startDate=2026-01-09&endDate=2026-01-11&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=8066&startDate=2026-01-16&endDate=2026-01-18&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Fairfield hotels with a pool ![Terrace/patio](https://images.trvl-media.com/lodging/10000000/9820000/9816500/9816438/1e666ab0.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) ![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) ![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) ### The Circle Hotel Fairfield [](https://www.expedia.ca/New-Haven-Hotels-The-Circle-Hotel-Fairfield.h9816438.Hotel-Information) Grasmere 9.0/10 Wonderful (1429) "I love this hotel, the beds are so comfortable and the lobby breakfast is a nice event to meet people from all over." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Theresa [](https://www.expedia.ca/New-Haven-Hotels-The-Circle-Hotel-Fairfield.h9816438.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/115000000/114300000/114291600/114291600/86f9c0e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114300000/114291600/114291600/9f9cf405.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) ![Dining](https://images.trvl-media.com/lodging/115000000/114300000/114291600/114291600/4c1237e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 🌟 Fairfield Luxury Estate for Short or Mid Term Stays | 🏊 Pool | 🎾 Tennis | 🧖 Sauna [](https://www.expedia.ca/Fairfield-Hotels-Luxury-Estate-W-Heated-Pool.h114291600.Hotel-Information) Tunxis Hill 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. CA $1,094 CA $2,780 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/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 [](https://www.expedia.ca/New-Haven-Hotels-HYATT-House-Shelton.h3482162.Hotel-Information) Shelton 8.4/10 Very good (1001) "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 11 - Jan 12 [](https://www.expedia.ca/New-Haven-Hotels-HYATT-House-Shelton.h3482162.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) ![Garden](https://images.trvl-media.com/lodging/1000000/40000/35400/35389/a84dbb59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, blackout drapes](https://images.trvl-media.com/lodging/1000000/40000/35400/35389/d09d2b4f.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) ### Heritage Hotel, Golf, Spa & Conference Center [](https://www.expedia.ca/Southbury-Hotels-Heritage-Hotel.h35389.Hotel-Information) Southbury 8.4/10 Very good (1002) "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 Jan 29 - Jan 30 [](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) ![Meeting facility](https://images.trvl-media.com/lodging/3000000/2480000/2473700/2473639/84719ffe.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) ### Hilton Garden Inn Milford [](https://www.expedia.ca/New-Haven-Hotels-Hilton-Garden-Inn-Milford.h2473639.Hotel-Information) Milford 8.4/10 Very good (1001) "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) ![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) ![Lobby](https://images.trvl-media.com/lodging/39000000/38980000/38980000/38979983/95bf4352.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 (1001) "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) ![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 8.6/10 Excellent (1002) "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/1000000/900000/891500/891471/42d801c3.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/891500/891471/f690a477.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) ### Courtyard By Marriott Danbury [](https://www.expedia.ca/Danbury-Hotels-Courtyard-By-Marriott-Danbury.h891471.Hotel-Information) Danbury 9.0/10 Wonderful (483) "Great location and super friendly and helpful staff. Everyone was wonderful and we had a nice stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Agata CA $154 CA $177 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Danbury-Hotels-Courtyard-By-Marriott-Danbury.h891471.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) ![Dinner served](https://images.trvl-media.com/lodging/1000000/850000/848400/848360/bb9d6c7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/1000000/850000/848400/848360/eb2e5670.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 (1106) "Great place very accommodating " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Celeste CA $128 CA $148 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Danbury-Hotels-Ethan-Allen-Hotel.h848360.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/23300/23217/f4aacb9e.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/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 (1520) "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 12 - Jan 13 [](https://www.expedia.ca/New-Haven-Hotels-Best-Western-Executive-Hotel-Of-New-Haven-West-Haven.h23217.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=2026-01-23&endDate=2026-01-24®ionId=8066&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Fairfield 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) ![The Circle Hotel Fairfield](https://images.trvl-media.com/lodging/10000000/9820000/9816500/9816438/b1e811bb_y.jpg) ### The Circle Hotel Fairfield 10/10 Excellent "Clean and large rooms and friendly staff " [](https://expedia.ca/New-Haven-Hotels-The-Circle-Hotel-Fairfield.h9816438.Hotel-Information) ![Hyatt Regency Greenwich](https://images.trvl-media.com/lodging/1000000/20000/18200/18180/19d28016_y.jpg) ### Hyatt Regency Greenwich 10/10 Excellent "Impeccable service and comfort" [](https://expedia.ca/Stamford-Hotels-Hyatt-Regency-Greenwich.h18180.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) ![Motel 6 Milford, CT](https://images.trvl-media.com/lodging/1000000/10000/300/291/4c692d71_y.jpg) ### Motel 6 Milford, CT 10/10 Excellent "Elevador no sirve" [](https://expedia.ca/New-Haven-Hotels-Motel-6-Milford.h291.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 - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [4 Star Hotels in Bridgeport ](https://www.expedia.ca/4Star-Bridgeport-Hotels.s40-0-d525.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Bridgeport ](https://www.expedia.ca/5Star-Bridgeport-Hotels.s50-0-d525.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Westport ](https://www.expedia.ca/5Star-Westport-Hotels.s50-0-d56054.Travel-Guide-Filter-Hotels) - [B&B in Bridgeport ](https://www.expedia.ca/Bridgeport-Bed-And-Breakfast.d525-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Capsule Hotels in Bridgeport ](https://www.expedia.ca/Bridgeport-Capsule-Hotels.d525-aaCapsuleHotels.Travel-Guide-Accommodation) - 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