Title: Book the Best Hotels with POOL in Westport in 2025 | 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) ![](https://mediaim.expedia.com/destination/2/51723f7548dc27bcabcd12ed256c48cf.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Marina Timo # Find Hotels with a Pool in Westport, CT from CA $162 ![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 Westport Hotels with a Pool Tonight [Oct 7 - Oct 8](https://www.expedia.ca/Hotel-Search?regionId=56054&startDate=2025-10-07&endDate=2025-10-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 8 - Oct 9](https://www.expedia.ca/Hotel-Search?regionId=56054&startDate=2025-10-08&endDate=2025-10-09&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=56054&startDate=2025-10-10&endDate=2025-10-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=56054&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Westport Hotels with a Pool ![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) ![Daily full breakfast (USD 18 per person)](https://images.trvl-media.com/lodging/1000000/850000/848400/848360/9fd70ba0.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) ![Property grounds](https://images.trvl-media.com/lodging/1000000/850000/848400/848360/2b43fa30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ethan Allen Hotel Danbury 7.8/10 Good (1021) "Beautiful hotel ! " CA $149 CA $172 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Danbury-Hotels-Ethan-Allen-Hotel.h848360.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/f4d4e3c3.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) ![Sports facility](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445733/0fc1d688.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Danbury Danbury 9.0/10 Wonderful (1003) "Amazing place" CA $193 CA $222 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Danbury-Hotels-Hampton-Inn-Danbury.h1445733.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) ![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) ![Point of interest](https://images.trvl-media.com/lodging/1000000/20000/15200/15114/d7d942f3.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) ### Norwalk Inn & Conference Center Norwalk 8.8/10 Excellent (1344) "Great hotel to stay for!" CA $161 CA $186 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Stamford-Hotels-Norwalk-Inn.h15114.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) ![Reception](https://images.trvl-media.com/lodging/1000000/900000/891500/891471/778ae08e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/891500/891471/w3997h2667x0y0-aa69a31e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/900000/891500/891471/d76e1ef1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard By Marriott Danbury Danbury 9.0/10 Wonderful (457) "Great location, clean rooms, recent remodeling, great staff. " CA $189 CA $217 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Danbury-Hotels-Courtyard-By-Marriott-Danbury.h891471.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) ![1 bedroom, 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) ![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 Milford 8.4/10 Very good (1007) "Stay was great, staff was pleasant and jelpful" CA $148 CA $170 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/New-Haven-Hotels-Hilton-Garden-Inn-Milford.h2473639.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/700000/690800/690766/79ae6795.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 (236) "It is the best hotel for the new generations. " CA $144 CA $165 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Danbury-Hotels-Holiday-Inn-Express-Hotel-Suites-Danbury-I-84.h690766.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) ![Suite, 2 Queen Beds, Accessible, Bathtub | Living area](https://images.trvl-media.com/lodging/39000000/38980000/38980000/38979983/5717ad56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Queen Beds, Accessible, Bathtub](https://images.trvl-media.com/lodging/39000000/38980000/38980000/38979983/a91d8d51.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) ### Homewood Suites by Hilton Orange New Haven Orange 9.2/10 Wonderful (986) "Nice place to stay" CA $193 CA $222 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/New-Haven-Hotels-Homewood-Suites-By-Hilton-Orange-New-Haven.h38979983.Hotel-Information) ![Seasonal outdoor pool, open 7:00 AM to 9 PM, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1150000/1149500/1149464/9c7747f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1150000/1149500/1149464/c962ebbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1150000/1149500/1149464/9478671a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/2000000/1150000/1149500/1149464/911bba58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn by Marriott Milford Milford 9.2/10 Wonderful (456) "Clean room friendly staff" CA $181 CA $208 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/New-Haven-Hotels-Residence-Inn-By-Marriott-Milford.h1149464.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) ![View from property](https://images.trvl-media.com/lodging/1000000/80000/79500/79426/bdad3f31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/80000/79500/79426/ee5d2f28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/80000/79500/79426/d5c6959e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott New Haven Orange-Milford Orange 8.4/10 Very good (1000) "We had a great stay " CA $141 CA $162 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/New-Haven-Hotels-Courtyard-By-Marriott-New-Haven-Orange-Milford.h79426.Hotel-Information) ![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](https://images.trvl-media.com/lodging/10000000/9820000/9816500/9816438/0e298d45.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) ![View from room](https://images.trvl-media.com/lodging/10000000/9820000/9816500/9816438/0c0d8b11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Circle Hotel Fairfield Fairfield 9.0/10 Wonderful (1384) "VERY NICE ACCOMODATIONS AND THE STAFF WERE FRIENDLY AND HELPFUL. CONVENIENT TO HIGHWAY AND TOWNS. GOOD COFFEE AND BREAKFAST." CA $189 CA $217 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/New-Haven-Hotels-The-Circle-Hotel-Fairfield.h9816438.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=2025-10-21&endDate=2025-10-22®ionId=56054&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Westport Hotel Reviews ![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 "Overall good" [](https://expedia.ca/New-Haven-Hotels-Hyatt-Place-Milford-New-Haven.h1562702.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 "Very well maintained and clean." [](https://expedia.ca/New-Haven-Hotels-The-Circle-Hotel-Fairfield.h9816438.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 and helpful stuff" [](https://expedia.ca/Stamford-Hotels-Norwalk-Inn.h15114.Hotel-Information) ![The Stamford Hotel](//images.trvl-media.com/lodging/1000000/50000/42300/42258/d312d428_y.jpg) ### The Stamford Hotel 10/10 Excellent "Great staff, so helpful. Took some nice walks by the water, and hotel is close to parks and basic amenities." [](https://expedia.ca/Stamford-Hotels-The-Stamford-Hotel.h42258.Hotel-Information) ![Hyatt Regency Greenwich](//images.trvl-media.com/lodging/1000000/20000/18200/18180/19d28016_y.jpg) ### Hyatt Regency Greenwich 10/10 Excellent "Great location " [](https://expedia.ca/Stamford-Hotels-Hyatt-Regency-Greenwich.h18180.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 "Yes" [](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 "I just stayed one night, but it was pleasant" [](https://expedia.ca/Stamford-Hotels-Hilton-Stamford-Hotel-Executive-Meeting-Center.h5292.Hotel-Information) ![Trumbull Marriott Shelton](//images.trvl-media.com/lodging/1000000/10000/1200/1166/b3c487eb_y.jpg) ### Trumbull Marriott Shelton 10/10 Excellent "The room was nice and clean. Very accomodating" [](https://expedia.ca/New-Haven-Hotels-Trumbull-Marriott-Shelton.h1166.Hotel-Information) ![Amsterdam Hotel](//images.trvl-media.com/lodging/1000000/30000/20800/20793/f5bb9592_y.jpg) ### Amsterdam Hotel 10/10 Excellent "Friendly. Accommodating. Ample parking. Quiet rooms. Some fixtures and surfaces are dated, but I knew this coming in. Great hotel for the price. " [](https://expedia.ca/Stamford-Hotels-Amsterdam-Hotel.h20793.Hotel-Information) ## Frequently asked questions ### What are some hotels with pools in Westport? > [Inn at Longshore](https://www.expedia.ca/Stamford-Hotels-Inn-At-Longshore.h62993120.Hotel-Information): Provides 2 restaurants, a seasonal outdoor pool, and complimentary wired internet access. [Amsterdam Hotel](https://www.expedia.ca/Stamford-Hotels-Amsterdam-Hotel.h20793.Hotel-Information): Features continental, an indoor pool, and free self parking. [Norwalk Inn & Conference Center](https://www.expedia.ca/Stamford-Hotels-Norwalk-Inn.h15114.Hotel-Information): Offers a seasonal outdoor pool, an indoor pool, and 2 restaurants. [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 2 restaurants, an indoor pool, and 2 bars. [Trumbull Marriott Shelton](https://www.expedia.ca/New-Haven-Hotels-Trumbull-Marriott-Shelton.h1166.Hotel-Information): Provides a sauna, an indoor pool, and complimentary wireless internet access. ### What is there to see and do in Westport? > Spend some time experiencing the great outdoors at Old Mill Beach and Compo Beach. During your stay, check out sights such as Levitt Pavilion, Westport Country Playhouse, and Westport Farmers Market. ### When is the best time to book a hotel with a pool in Westport? > You may want to consider an accommodation that has an outdoor pool if you're planning to visit Westport in the warmest months of July, August, or June when the average temp is 71°F. Lodging with an indoor pool may be what you want if you come to town during the coldest months of January, February, or March when the average temp is 35°F. ### What's the best way to travel around Westport? > Knowing the transportation options in Westport can help you enjoy the area beyond your hotel pool. To see more of the surrounding area, hop aboard a train at Westport Station or Green's Farms Station. 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