Title: Book the Best Hotels with POOL in Weston in 2025 | Expedia.ca [Hotels in Weston](https://expedia.ca/Weston-Hotels.d3000430603.Travel-Guide-Hotels)[Vacation Rentals in Weston](https://expedia.ca/Weston-Vacation-Rentals.d3000430603.Travel-Guide-VacationRentals)[Weston Car Rentals](https://expedia.ca/Car-Rentals-In-Weston.d3000430603.Car-Rental-Guide)[Weston Vacation Packages](https://expedia.ca/Weston.d3000430603.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Weston, CT from CA $155 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Weston Hotels with a Pool Tonight [Sep 27 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=3000430603&startDate=2025-09-27&endDate=2025-09-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 28 - Sep 29](https://www.expedia.ca/Hotel-Search?regionId=3000430603&startDate=2025-09-28&endDate=2025-09-29&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=3000430603&startDate=2025-10-03&endDate=2025-10-05&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=3000430603&startDate=2025-10-10&endDate=2025-10-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Weston Hotels with a Pool ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/3900/3900/027ef2d7.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) ![Down comforters, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/10000/3900/3900/201a3938.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/b60716cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Milford by IHG Milford 8.0/10 Very good (1014) "Had everything we needed and more" CA $141 CA $162 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/New-Haven-Hotels-Holiday-Inn-Express-Suites-Milford.h3900.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/15200/15114/13ab5174.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/20000/15200/15114/5973ba0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/20000/15200/15114/68e17c95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/20000/15200/15114/86ab9c96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Norwalk Inn & Conference Center Norwalk 8.8/10 Excellent (1331) "Would definitely stay there again. Friendly staff, clean room, nice property. " CA $148 CA $171 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Stamford-Hotels-Norwalk-Inn.h15114.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) ![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](https://images.trvl-media.com/lodging/1000000/20000/16500/16474/a76a124a.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) ### Comfort Inn & Suites Danbury-Bethel Danbury 8.4/10 Very good (490) "Nice property for a work trip" CA $156 CA $179 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Danbury-Hotels-Comfort-Inn-Suites-Danbury-Bethel.h16474.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) ![Lobby](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445733/28b95632.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/f4d4e3c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Danbury Danbury 9.0/10 Wonderful (1014) "Amazing place" CA $182 CA $209 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Danbury-Hotels-Hampton-Inn-Danbury.h1445733.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/90000000/89820000/89818900/89818854/0c3dc373.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/90000000/89820000/89818900/89818854/1c18af77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/90000000/89820000/89818900/89818854/c9141966.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/90000000/89820000/89818900/89818854/85e56500.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Armon Stamford Hotel & Conference Ridgeway-Bullshead 7.8/10 Good (569) "Very quiet place " CA $177 CA $204 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Stamford-Hotels-The-Armon-Hotel-Conference.h89818854.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/700000/690800/690766/c70ad276.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/1000000/700000/690800/690766/409c2da8.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) ![Suite, 1 King Bed](https://images.trvl-media.com/lodging/1000000/700000/690800/690766/bf263a7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG Danbury 9.0/10 Wonderful (231) "The front desk staff was professional, very courteous and welcoming. " CA $153 CA $176 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Danbury-Hotels-Holiday-Inn-Express-Hotel-Suites-Danbury-I-84.h690766.Hotel-Information) ![Seasonal outdoor pool, open 8:00 AM to 9:00 PM, free cabanas](https://images.trvl-media.com/lodging/10000000/9500000/9498900/9498859/4ed8dfa7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King Room with Kitchen (Private Entrance)](https://images.trvl-media.com/lodging/10000000/9500000/9498900/9498859/8561ada3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/10000000/9500000/9498900/9498859/76122822.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/10000000/9500000/9498900/9498859/0ce6450f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Heidi's Inn Brewster 8.8/10 Excellent (787) "It was an amazing place to stay." CA $175 CA $189 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Poughkeepsie-Hotels-Heidis-Inn-Brewster-New-York.h9498859.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/3000000/2480000/2473700/2473639/268b5ae5.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) ![Daily buffet breakfast (USD 18.00 per person)](https://images.trvl-media.com/lodging/3000000/2480000/2473700/2473639/c174ee1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Milford Milford 8.4/10 Very good (1020) "Very clean hotel and friendly staff. Only stayed one night but would highly recommend. " CA $135 CA $155 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/New-Haven-Hotels-Hilton-Garden-Inn-Milford.h2473639.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2080000/2078500/2078403/0494208e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/3000000/2080000/2078500/2078403/252d4dc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/3000000/2080000/2078500/2078403/b6f421aa.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/3000000/2080000/2078500/2078403/e4131984.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites New Haven - South - West Haven West Haven 8.4/10 Very good (1011) "Close to UNH, nearby dining options, breakfast offered/included and parking onsite are huge pluses. " CA $168 CA $194 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/New-Haven-Hotels-Hampton-Inn-Suites-New-Haven-South-West-Haven.h2078403.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/20000/15100/15069/a5488d9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/20000/15100/15069/f35501d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Arcade](https://images.trvl-media.com/lodging/1000000/20000/15100/15069/cb5c00ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/20000/15100/15069/d2bf1069.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn & Suites by Wyndham Danbury Danbury 8.4/10 Very good (1019) "Great Hotel, quality price. " CA $154 CA $177 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Danbury-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Danbury.h15069.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=2025-10-11&endDate=2025-10-12®ionId=3000430603&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Weston Hotel Reviews ![The Watershed](//images.trvl-media.com/lodging/7000000/6030000/6020100/6020007/c1a1bbc5_y.jpg) ### The Watershed 10/10 Excellent "Decor, views are stunning. I want to model my new bath after the yours. " [](https://expedia.ca/Stamford-Hotels-Hotel-Zero-Degrees-Norwalk.h6020007.Hotel-Information) ![Trumbull Marriott Shelton](//images.trvl-media.com/lodging/1000000/10000/1200/1166/b3c487eb_y.jpg) ### Trumbull Marriott Shelton 10/10 Excellent "The best" [](https://expedia.ca/New-Haven-Hotels-Trumbull-Marriott-Shelton.h1166.Hotel-Information) ![Hyatt Place Milford / New Haven](//images.trvl-media.com/lodging/2000000/1570000/1562800/1562702/0336d577_y.jpg) ### Hyatt Place Milford / New Haven 10/10 Excellent "Na" [](https://expedia.ca/New-Haven-Hotels-Hyatt-Place-Milford-New-Haven.h1562702.Hotel-Information) ![Norwalk Inn & Conference Center](//images.trvl-media.com/lodging/1000000/20000/15200/15114/13ab5174_y.jpg) ### Norwalk Inn & Conference Center 10/10 Excellent "Clean room. Bathroom needs a paint touch up by the tub. Quiet, nice hotel. " [](https://expedia.ca/Stamford-Hotels-Norwalk-Inn.h15114.Hotel-Information) ![The Circle Hotel Fairfield](//images.trvl-media.com/lodging/10000000/9820000/9816500/9816438/b1e811bb_y.jpg) ### The Circle Hotel Fairfield 10/10 Excellent "Easy check in and out, clean" [](https://expedia.ca/New-Haven-Hotels-The-Circle-Hotel-Fairfield.h9816438.Hotel-Information) ![Motel 6 Milford, CT](//images.trvl-media.com/lodging/1000000/10000/300/291/03aae393_y.jpg) ### Motel 6 Milford, CT 10/10 Excellent "⭐️⭐️" [](https://expedia.ca/New-Haven-Hotels-Motel-6-Milford.h291.Hotel-Information) ![DoubleTree by Hilton Stamford](//images.trvl-media.com/lodging/1000000/10000/5300/5292/f2f8be91_y.jpg) ### DoubleTree by Hilton Stamford 10/10 Excellent "Great stay great service. " [](https://expedia.ca/Stamford-Hotels-Hilton-Stamford-Hotel-Executive-Meeting-Center.h5292.Hotel-Information) ![Best Western Executive Hotel Of New Haven - West Haven](//images.trvl-media.com/lodging/1000000/30000/23300/23217/b63e42e2_y.jpg) ### Best Western Executive Hotel Of New Haven - West Haven 10/10 Excellent "Great " [](https://expedia.ca/New-Haven-Hotels-Best-Western-Executive-Hotel-Of-New-Haven-West-Haven.h23217.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Stamford / New York City](//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 "I enjoyed my stay and my room was very clean and enjoyable and quiet and private . Breakfast was very good… The only disappointment was how long it took for the management to return my security deposit. It took seven days and when they tried to my bank card had changed so it took even a little longer as I had changed my card." [](https://expedia.ca/Stamford-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Stamford-New-York-City.h24963.Hotel-Information) ## Frequently asked questions ### What are some hotels with pools in Weston? > [Amsterdam Hotel](https://www.expedia.ca/Stamford-Hotels-Amsterdam-Hotel.h20793.Hotel-Information): Offers 2 restaurants, a seasonal outdoor pool, and complimentary wired internet access. [Norwalk Inn & Conference Center](https://www.expedia.ca/Stamford-Hotels-Norwalk-Inn.h15114.Hotel-Information): Provides continental, an indoor pool, and free self parking. [La Quinta Inn & Suites by Wyndham Stamford / New York City](https://www.expedia.ca/Stamford-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Stamford-New-York-City.h24963.Hotel-Information): Features a seasonal outdoor pool, an indoor pool, and 2 restaurants. [Trumbull Marriott Shelton](https://www.expedia.ca/New-Haven-Hotels-Trumbull-Marriott-Shelton.h1166.Hotel-Information): Offers 2 restaurants, an indoor pool, and 2 bars. [Hyatt Regency Greenwich](https://www.expedia.ca/Stamford-Hotels-Hyatt-Regency-Greenwich.h18180.Hotel-Information): Offers full, a pool, and free self parking. ### What is there to see and do in Weston? > Spend some time experiencing the great outdoors at Lucius Pond Ordway / Devil's Den Preserve. Discover sights such as Trout Brook Valley State Park Reserve during your stay. ### When is the best time to book a hotel with a pool in Weston? > You may want to consider a place to stay that has an outdoor pool if you plan to visit Weston in the hottest months of July, August, or June when the average temperature is 71°F. Lodging with an indoor pool may be the way to go if you come to town during the coldest months of January, February, or December when the average temperature is 35°F. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [5 Star Hotels in Westport](https://www.expedia.ca/5Star-Westport-Hotels.s50-0-d56054.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) - [Hotels with Early Check-in in Connecticut](https://www.expedia.ca/Destinations-In-Connecticut-Hotel-With-Early-Check-In.0-0-d208-thotelwithearlycheckin.Hotel-Filter-Destinations) - 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