Title: Highly Rated Hotels With Pool in Madison | Expedia.com [Madison Travel Guide](https://expedia.com/Madison.dx8791)[Hotels in Madison](https://expedia.com/Madison-Hotels.d8791.Travel-Guide-Hotels)[Vacation Rentals in Madison](https://expedia.com/Madison-Vacation-Rentals.d8791.Travel-Guide-VacationRentals)[Flights to Madison](https://expedia.com/Cheap-Flights-To-Madison.d8791.Travel-Guide-Flights)[Car Rentals in Madison](https://expedia.com/Car-Rentals-In-Madison.d8791.Car-Rental-Guide)[Madison Vacation Packages](https://expedia.com/Madison.d8791.Destination-Travel-Guides) ![A Connecticut home in autumn surrounded by colorful foliage.](https://images.trvl-media.com/place/8791/579db867-4a05-43b0-acaa-e0e5981d4123.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/8791/579db867-4a05-43b0-acaa-e0e5981d4123.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/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 Madison Hotels with a Pool Tonight [Mar 4 - Mar 5](https://www.expedia.com/Hotel-Search?regionId=8791&startDate=2026-03-04&endDate=2026-03-05&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 5 - Mar 6](https://www.expedia.com/Hotel-Search?regionId=8791&startDate=2026-03-05&endDate=2026-03-06&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=8791&startDate=2026-03-06&endDate=2026-03-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=8791&startDate=2026-03-13&endDate=2026-03-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Madison hotels with a pool ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/12000000/11960000/11951300/11951206/f2520f08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free cribs/infant beds, rollaway beds, free WiFi, bed sheets](https://images.trvl-media.com/lodging/12000000/11960000/11951300/11951206/f9bec315.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free self parking](https://images.trvl-media.com/lodging/12000000/11960000/11951300/11951206/7836a152.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/12000000/11960000/11951300/11951206/9ab5b9c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Clinton Motel [](https://www.expedia.com/Old-Saybrook-Hotels-Clinton-Motel.h11951206.Hotel-Information) Clinton 8.6/10 Excellent (303 reviews) - Dive into cool relaxation at this coastal motel's seasonal pool, where Hammonasset Beach State Park adventures await. $78 nightly $90 total Mar 5 - Mar 6 Total with taxes and fees [](https://www.expedia.com/Old-Saybrook-Hotels-Clinton-Motel.h11951206.Hotel-Information) ![Indoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/228c4607.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed with Sofa bed, Non Smoking | Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/604acd23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/862ef02a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/be26a516.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Old Saybrook - Westbrook [](https://www.expedia.com/Old-Saybrook-Hotels-Quality-Inn-Old-Saybrook-Westbrook.h3988.Hotel-Information) Old Saybrook 7.8/10 Good (1,002 reviews) - Plunge into pool paradise at this welcoming hotel with sun loungers and a relaxing indoor retreat. $101 nightly $116 total Mar 11 - Mar 12 Total with taxes and fees [](https://www.expedia.com/Old-Saybrook-Hotels-Quality-Inn-Old-Saybrook-Westbrook.h3988.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/930000/922200/922173/2f044af4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking, Jetted Tub | Desk, blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/930000/922200/922173/d9e2e7fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/930000/922200/922173/94c389ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/930000/922200/922173/b3db2b30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus New England Inn & Suites [](https://www.expedia.com/Hartford-Hotels-Best-Western-Plus-New-England-Inn-Suites.h922173.Hotel-Information) Berlin 8.6/10 Excellent (1,002 reviews) - Dive into refreshing luxury at an indoor pool retreat where wellness meets comfort and convenience. $83 nightly $96 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Hartford-Hotels-Best-Western-Plus-New-England-Inn-Suites.h922173.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/0a9b90de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, Multiple Beds, Ground Floor (by the Sea) | Beach/ocean view](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/25adc215.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/fc6ee41c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/c47845a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Water's Edge Resort & Spa [](https://www.expedia.com/Old-Saybrook-Hotels-Waters-Edge-Resort-Spa.h9679841.Hotel-Information) Westbrook Center 8.8/10 Excellent (1,002 reviews) - Pristine waters await at this coastal retreat with private beach access and year-round pools. $184 nightly $212 total Apr 1 - Apr 2 Total with taxes and fees [](https://www.expedia.com/Old-Saybrook-Hotels-Waters-Edge-Resort-Spa.h9679841.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/4000/3929/ec5a48cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/4000/3929/d045ec83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, individually furnished](https://images.trvl-media.com/lodging/1000000/10000/4000/3929/3627bf8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/1000000/10000/4000/3929/06fc08bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Southington by IHG [](https://www.expedia.com/Hartford-Hotels-Holiday-Inn-Express-Southington.h3929.Hotel-Information) Southington 8.6/10 Excellent (1,224 reviews) - Immerse in the refreshing seasonal outdoor pool, a perfect summertime retreat with convenient morning to evening hours. $87 nightly $100 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Hartford-Hotels-Holiday-Inn-Express-Southington.h3929.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/1500/1461/1f2f0ffa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/1500/1461/d24fcc63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/1500/1461/b5c018f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/1500/1461/fcbc5aec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home2 Suites by Hilton East Haven New Haven [](https://www.expedia.com/East-Haven-Hotels-Home2-Suites-By-Hilton-East-Haven-New-Haven.h1461.Hotel-Information) The Centre 9.6/10 Exceptional (492 reviews) - Splash into relaxation at this East Haven retreat with a refreshing indoor pool escape. $122 nightly $141 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/East-Haven-Hotels-Home2-Suites-By-Hilton-East-Haven-New-Haven.h1461.Hotel-Information) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/7000000/6750000/6747900/6747876/c68b41ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/7000000/6750000/6747900/6747876/f9a612a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/7000000/6750000/6747900/6747876/4e71c540.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/7000000/6750000/6747900/6747876/eb9b6c2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at Middletown [](https://www.expedia.com/Hartford-Hotels-Inn-At-Middletown.h6747876.Hotel-Information) Washington Street Historic District 9.0/10 Wonderful (555 reviews) - Dive into poolside luxury in this historic hotel with a blissful indoor retreat and hot tub sanctuary. $199 nightly $225 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Hartford-Hotels-Inn-At-Middletown.h6747876.Hotel-Information) ![Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/10000000/9520000/9517100/9517042/w1536h1018x0y0-00be5d1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/10000000/9520000/9517100/9517042/708b4a67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/10000000/9520000/9517100/9517042/3bed0df8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking, Kitchenette (Shower Only;with Sofabed) | Private kitchenette | Mini-fridge, microwave, coffee/tea maker](https://images.trvl-media.com/lodging/10000000/9520000/9517100/9517042/23a00626.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Niantic - New London/Mystic Area [](https://www.expedia.com/Niantic-Hotels-Best-Western-Niantic-Inn.h9517042.Hotel-Information) Niantic 9.0/10 Wonderful (488 reviews) - Scenic oasis awaits at Niantic hotel featuring seasonal pool, sun loungers, and umbrella-shaded areas. $87 nightly $100 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Niantic-Hotels-Best-Western-Niantic-Inn.h9517042.Hotel-Information) ![Indoor pool, 2 outdoor pools, open 5:00 AM to 10:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/8957afe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/3cb16ba6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/fce2d4ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/770255ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Saybrook Point Resort & Marina [](https://www.expedia.com/Old-Saybrook-Hotels-Saybrook-Point-Resort-Marina.h38715.Hotel-Information) Old Saybrook Center 9.6/10 Exceptional (1,002 reviews) - Swim into serenity with three breathtaking pools and luxurious loungers for perfect poolside days at this resort. $302 nightly $348 total Mar 9 - Mar 10 Total with taxes and fees [](https://www.expedia.com/Old-Saybrook-Hotels-Saybrook-Point-Resort-Marina.h38715.Hotel-Information) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/1000000/860000/851700/851700/cf19af3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/860000/851700/851700/81065c8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 King Bed with Sofa bed, Non Smoking | Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/860000/851700/851700/aafb0c95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/860000/851700/851700/8ce5154c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Inn & Suites Niantic North [](https://www.expedia.com/Niantic-Hotels-Sleep-Inn-Suites-Niantic.h851700.Hotel-Information) Niantic 8.4/10 Very Good (1,002 reviews) - Refreshing indoor pool retreat just steps from the beach makes a splash for aquatic adventures. $75 nightly $86 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Niantic-Hotels-Sleep-Inn-Suites-Niantic.h851700.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.com/Hotel-Search?startDate=2026-03-18&endDate=2026-03-19®ionId=8791&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in Madison Breakfast included Hot tub 4 stars 5 stars Spa ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=AFFINITY_SPRING_PROMO_8791) ## Top Madison Hotel Reviews ![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 "The room was good sized and clean. The body wash was empty in the bathroom. Otherwise we had a great dtay" [](https://expedia.com/East-Haven-Hotels-Home2-Suites-By-Hilton-East-Haven-New-Haven.h1461.Hotel-Information) ![Inn at Middletown](https://images.trvl-media.com/lodging/7000000/6750000/6747900/6747876/4e71c540_y.jpg) ### Inn at Middletown 10/10 Excellent "Clean room" [](https://expedia.com/Hartford-Hotels-Inn-At-Middletown.h6747876.Hotel-Information) ![Holiday Inn Cheshire - Southington by IHG](https://images.trvl-media.com/lodging/2000000/1810000/1802800/1802750/9672e16a_y.jpg) ### Holiday Inn Cheshire - Southington by IHG 10/10 Excellent "Yes" [](https://expedia.com/New-Haven-Hotels-Holiday-Inn-Cheshire-Southington.h1802750.Hotel-Information) ![Water's Edge Resort & Spa](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/3723d6b0_y.jpg) ### Water's Edge Resort & Spa 10/10 Excellent "The staff throughout our stay was amazing. Our room was spotless and so comfortable. Beautiful view from the balcony. The spa was beautiful. We had relaxing massages. We ate in the main dining room. Our waiter was great and the food was amazing. We had so much fun using the jacuzzi and the pool which were very clean. So convenient having Starbucks in the hotel and a lovely gift shop. The valet staff were kind and helpful with our luggage. We will definitely stay here again and recommend this hotel for your stay. We went during the cold weather but would love to come back in the warmer weather." [](https://expedia.com/Old-Saybrook-Hotels-Waters-Edge-Resort-Spa.h9679841.Hotel-Information) ![Sound View Greenport](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/b52e0fa4_y.jpg) ### Sound View Greenport 10/10 Excellent "The hotel was exceptional! We love staying at soundview during the winter months! " [](https://expedia.com/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information) ![Holiday Inn Express Southington by IHG](https://images.trvl-media.com/lodging/1000000/10000/4000/3929/06fc08bd_y.jpg) ### Holiday Inn Express Southington by IHG 10/10 Excellent "Clean, safe, great place to stay" [](https://expedia.com/Hartford-Hotels-Holiday-Inn-Express-Southington.h3929.Hotel-Information) ![Courtyard by Marriott New Haven Orange-Milford](https://images.trvl-media.com/lodging/1000000/80000/79500/79426/bdad3f31_y.jpg) ### Courtyard by Marriott New Haven Orange-Milford 10/10 Excellent "everything was great!" [](https://expedia.com/New-Haven-Hotels-Courtyard-By-Marriott-New-Haven-Orange-Milford.h79426.Hotel-Information) ![Best Western Executive Hotel Of New Haven - West Haven](https://images.trvl-media.com/lodging/1000000/30000/23300/23217/b63e42e2_y.jpg) ### Best Western Executive Hotel Of New Haven - West Haven 10/10 Excellent "Nice " [](https://expedia.com/New-Haven-Hotels-Best-Western-Executive-Hotel-Of-New-Haven-West-Haven.h23217.Hotel-Information) ![Motel 6 Niantic, CT - New London](https://images.trvl-media.com/lodging/2000000/1040000/1039700/1039681/0c062ad1_y.jpg) ### Motel 6 Niantic, CT - New London 10/10 Excellent "Nice" [](https://expedia.com/Niantic-Hotels-Motel-6-Niantic.h1039681.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Madison? ### What is there to see and do in Madison? ### When is the best time to book a hotel with a pool in Madison? ### What's the best way to travel around Madison? ## Explore a world of travel with Expedia - 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