Title: The Best Jackson Hotels with Pools from $66 - Hotels with indoor pools in Jackson, WI | Expedia.com [Jackson Travel Guide](https://expedia.com/Jackson.dx602318)[Hotels in Jackson](https://expedia.com/Jackson-Hotels.d602318.Travel-Guide-Hotels)[Vacation Rentals in Jackson](https://expedia.com/Jackson-Vacation-Rentals.d602318.Travel-Guide-VacationRentals)[Flights to Jackson](https://expedia.com/Cheap-Flights-To-Jackson.d602318.Travel-Guide-Flights)[Car Rentals in Jackson](https://expedia.com/Car-Rentals-In-Jackson.d602318.Car-Rental-Guide)[Jackson Vacation Packages](https://expedia.com/Jackson.d602318.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) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.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 Jackson Hotels with a Pool Tonight [Mar 31 - Apr 1](https://www.expedia.com/Hotel-Search?regionId=602318&startDate=2026-03-31&endDate=2026-04-01&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Apr 1 - Apr 2](https://www.expedia.com/Hotel-Search?regionId=602318&startDate=2026-04-01&endDate=2026-04-02&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=602318&startDate=2026-04-03&endDate=2026-04-05&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=602318&startDate=2026-04-10&endDate=2026-04-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Jackson hotels with a pool ![Indoor pool](https://images.trvl-media.com/lodging/1000000/670000/661000/660970/e6ac4598.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed with Sofa bed, Non Smoking | Desk, soundproofing, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/670000/661000/660970/5133c8e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/1000000/670000/661000/660970/ea9f87c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/670000/661000/660970/fb4c82e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Jackson - West Bend [](https://www.expedia.com/Jackson-Hotels-Comfort-Inn-Suites-Jackson-West-Bend.h660970.Hotel-Information) Jackson 9.0/10 Wonderful (594 reviews) "Very clean and comfy room. Breakfast was good and parking/ location was easy and convenient. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica $92 nightly $101 total Apr 26 - Apr 27 Total with taxes and fees [](https://www.expedia.com/Jackson-Hotels-Comfort-Inn-Suites-Jackson-West-Bend.h660970.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/108000000/107170000/107164600/107164587/160d63a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor spa tub](https://images.trvl-media.com/lodging/108000000/107170000/107164600/107164587/2cbb9d7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Suite | Terrace/patio](https://images.trvl-media.com/lodging/108000000/107170000/107164600/107164587/13300856.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Suite | Private kitchen](https://images.trvl-media.com/lodging/108000000/107170000/107164600/107164587/f90e0cc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Iron Ridge Inn Motel [](https://www.expedia.com/Iron-Ridge-Hotels-Iron-Ridge-Inn-Motel.h107164587.Hotel-Information) Iron Ridge 8.0/10 Very Good (79 reviews) "The room was outdated but adorable! The staff was very nice. The pool and hot tub were nice and they had a cute book lending library. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sandra $63 nightly $66 total Apr 27 - Apr 28 Total with taxes and fees [](https://www.expedia.com/Iron-Ridge-Hotels-Iron-Ridge-Inn-Motel.h107164587.Hotel-Information) ![Indoor pool, open 6 AM to 11:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/70000/60800/60775/3078d14c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/70000/60800/60775/eb92b896.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/70000/60800/60775/f17c0f1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/70000/60800/60775/472b84c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Delafield by IHG [](https://www.expedia.com/Milwaukee-Hotels-Holiday-Inn-Express-Suites-Delafield.h60775.Hotel-Information) Delafield 9.4/10 Exceptional (623 reviews) "Efficient check in, friendly staff. Pool area looked clean, families were enjoying it. Breakfast was well prepared, tasty. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) terri $95 nightly $107 total Apr 4 - Apr 5 Total with taxes and fees [](https://www.expedia.com/Milwaukee-Hotels-Holiday-Inn-Express-Suites-Delafield.h60775.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/16000000/15730000/15723400/15723341/eb35f1bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/16000000/15730000/15723400/15723341/65e7d303.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/16000000/15730000/15723400/15723341/325a906a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/16000000/15730000/15723400/15723341/bb0d1ecd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AmericInn by Wyndham Delafield-Waukesha-Milwaukee [](https://www.expedia.com/Milwaukee-Hotels-AmericInn-By-Wyndham-Delafield.h15723341.Hotel-Information) Delafield 8.0/10 Very Good (725 reviews) "The room is always clean and the hosts very nice." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jay $79 nightly $89 total Apr 1 - Apr 2 Total with taxes and fees [](https://www.expedia.com/Milwaukee-Hotels-AmericInn-By-Wyndham-Delafield.h15723341.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/124000000/123950000/123948300/123948214/492d0b55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/124000000/123950000/123948300/123948214/a5255d5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/124000000/123950000/123948300/123948214/3e80049d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/124000000/123950000/123948300/123948214/2710bc0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Inn & Suites By Radisson, Brown Deer - Milwaukee North [](https://www.expedia.com/Milwaukee-Hotels-Country-Inn-Suites-By-Radisson.h123948214.Hotel-Information) Brown Deer 9.4/10 Exceptional (66 reviews) "The best hotel " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pierre $84 nightly $97 total Apr 26 - Apr 27 Total with taxes and fees [](https://www.expedia.com/Milwaukee-Hotels-Country-Inn-Suites-By-Radisson.h123948214.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/96000000/95610000/95609900/95609887/50270e9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/96000000/95610000/95609900/95609887/cfb92f8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi](https://images.trvl-media.com/lodging/96000000/95610000/95609900/95609887/e098d1f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/96000000/95610000/95609900/95609887/e1431800.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Springhill Suites By Marriott Menomonee Falls [](https://www.expedia.com/Milwaukee-Hotels-Springhill-Suites-By-Marriott-Menomonee-Falls.h95609887.Hotel-Information) Menomonee Falls 9.2/10 Wonderful (161 reviews) "We enjoyed our stay very much! Room was very nice, quiet, clean and comfortable! Would definitely recommend it! Will definitely stay again in the future! 🌺" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Janet $116 nightly $131 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Milwaukee-Hotels-Springhill-Suites-By-Marriott-Menomonee-Falls.h95609887.Hotel-Information) ![Lounge](https://images.trvl-media.com/lodging/1000000/690000/687300/687252/ce936318.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/1000000/690000/687300/687252/3f526a21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/690000/687300/687252/dcd6c3fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/1000000/690000/687300/687252/6245a92e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marriott Milwaukee West [](https://www.expedia.com/Milwaukee-Hotels-Marriott-Milwaukee-West.h687252.Hotel-Information) Waukesha 9.2/10 Wonderful (1,000 reviews) "Room was very clean friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael $103 nightly $117 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Milwaukee-Hotels-Marriott-Milwaukee-West.h687252.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/11000000/10370000/10368500/10368493/5aadfd7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/11000000/10370000/10368500/10368493/a5699a4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/11000000/10370000/10368500/10368493/35114338.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Non Smoking | Desk, blackout drapes, iron/ironing board, free rollaway beds](https://images.trvl-media.com/lodging/11000000/10370000/10368500/10368493/24fa0111.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Milwaukee West [](https://www.expedia.com/Milwaukee-Hotels-Hampton-Inn-Suites-Milwaukee-West.h10368493.Hotel-Information) West Allis 8.8/10 Excellent (1,001 reviews) "Really helpful staff here. Convenient to Froedtert Hospital. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heidi $107 nightly $125 total Apr 9 - Apr 10 Total with taxes and fees [](https://www.expedia.com/Milwaukee-Hotels-Hampton-Inn-Suites-Milwaukee-West.h10368493.Hotel-Information) ![Indoor pool, pool umbrellas](https://images.trvl-media.com/lodging/1000000/470000/460100/460055/4fc70910.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking | Iron/ironing board, free cribs/infant beds, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/470000/460100/460055/7c2fbaf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/470000/460100/460055/093cf8f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, pool umbrellas](https://images.trvl-media.com/lodging/1000000/470000/460100/460055/b61e5f23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn & Suites West Bend [](https://www.expedia.com/West-Bend-Hotels-Quality-Inn-Suites.h460055.Hotel-Information) West Bend 7.6/10 Good (557 reviews) "We were happy with our stay. Very friendly and caring people, nice room, good breakfast. Thank you." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marta $76 nightly $86 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/West-Bend-Hotels-Quality-Inn-Suites.h460055.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/23000000/22320000/22317200/22317116/29b340bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, 2 Queen Beds with Sofa Bed, Non Smoking | Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/23000000/22320000/22317200/22317116/98302f5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/23000000/22320000/22317200/22317116/c47e5efc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served, American cuisine](https://images.trvl-media.com/lodging/23000000/22320000/22317200/22317116/34648c2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cobblestone Hotel & Suites - Hartford [](https://www.expedia.com/Hartford-Hotels-Cobblestone-Hotel-Suites-Hartford.h22317116.Hotel-Information) Hartford 8.8/10 Excellent (427 reviews) "Room was excellent staff was great " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jonathan $139 nightly $156 total Apr 1 - Apr 2 Total with taxes and fees [](https://www.expedia.com/Hartford-Hotels-Cobblestone-Hotel-Suites-Hartford.h22317116.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=2026-04-14&endDate=2026-04-15®ionId=602318&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in Jackson Breakfast included Hot tub 4 stars 5 stars Spa ## Top Jackson Hotel Reviews ![Embassy Suites by Hilton Milwaukee Brookfield](https://images.trvl-media.com/lodging/1000000/30000/27300/27215/d5967899_y.jpg) ### Embassy Suites by Hilton Milwaukee Brookfield 6/10 Okay "Breakfast was fresh and parking was clear and easy " [](https://expedia.com/Milwaukee-Hotels-Embassy-Suites-By-Hilton-Milwaukee-Brookfield.h27215.Hotel-Information) ![Sheraton Milwaukee Brookfield Hotel](https://images.trvl-media.com/lodging/1000000/10000/9500/9488/w3995h2667x0y0-0e2042cd_y.jpg) ### Sheraton Milwaukee Brookfield Hotel 8/10 Good "Did not have breakfast " [](https://expedia.com/Milwaukee-Hotels-Sheraton-Milwaukee-Brookfield-Hotel.h9488.Hotel-Information) ![Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI](https://images.trvl-media.com/lodging/1000000/430000/422900/422851/284a0284_y.jpg) ### Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI 10/10 Excellent "It was absolutely great, the people were nice. " [](https://expedia.com/Milwaukee-Hotels-Country-Inn-Suites-By-Radisson.h422851.Hotel-Information) ![Ambassador Hotel Milwaukee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/120000/117100/117078/aab304bc_y.jpg) ### Ambassador Hotel Milwaukee, Trademark Collection by Wyndham 10/10 Excellent "I would recommend and I would stay there again if i was in Milwaukee. The staff was very friendly and made sure that my stay was perfect. " [](https://expedia.com/Milwaukee-Hotels-Ambassador-Hotel-Milwaukee.h117078.Hotel-Information) ![The Ingleside Hotel](https://images.trvl-media.com/lodging/1000000/900000/894100/894006/8211d654_y.jpg) ### The Ingleside Hotel 8/10 Good "Staff were amazing!.... breakfast with hot chocolate and whipped cream was delicious! Room was nice.... Only complaint was other guests.... creep pedos, unsupervised kids-runningthe hallways, and smoking in the rooms or near the exits. Otherwise, if you can survive that then you'll have a great time." [](https://expedia.com/Milwaukee-Hotels-The-Ingleside-Hotel.h894006.Hotel-Information) ![Saint Kate - The Arts Hotel](https://images.trvl-media.com/lodging/1000000/30000/23300/23253/3a9f7f5d_y.jpg) ### Saint Kate - The Arts Hotel 10/10 Excellent "Fab!" [](https://expedia.com/Milwaukee-Hotels-Saint-Kate-The-Arts-Hotel.h23253.Hotel-Information) ![DoubleTree by Hilton Milwaukee Downtown](https://images.trvl-media.com/lodging/1000000/20000/19200/19146/w3835h2563x0y0-19f7c59f_y.jpg) ### DoubleTree by Hilton Milwaukee Downtown 8/10 Good "Stay was what you paid for. A nice place to stay in a good location." [](https://expedia.com/Milwaukee-Hotels-DoubleTree-By-Hilton-Milwaukee-Downtown.h19146.Hotel-Information) ![Hyatt Regency Milwaukee](https://images.trvl-media.com/lodging/1000000/20000/18100/18051/35b25cb9_y.jpg) ### Hyatt Regency Milwaukee 4/10 Poor "Staff was rude and our hotel windows were frozen from the inside" [](https://expedia.com/Milwaukee-Hotels-Hyatt-Regency-Milwaukee.h18051.Hotel-Information) ![Wildwood Lodge](https://images.trvl-media.com/lodging/1000000/70000/62400/62392/01f74bde_y.jpg) ### Wildwood Lodge 10/10 Excellent "Clean room and friendly staff, very accommodating! " [](https://expedia.com/Milwaukee-Hotels-Wildwood-Lodge.h62392.Hotel-Information) ## Frequently asked questions ### What are some hotels with pools in Jackson? ### What is there to see and do in Jackson? ### When is the best time to book a hotel with a pool in Jackson? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near Washington County Fair Grounds ](https://www.expedia.com/Washington-County-Fair-Grounds-Hotels.0-l6181503-0.Travel-Guide-Filter-Hotels) - [Cedar Creek Hotels ](https://www.expedia.com/Cedar-Creek-Hotels.d553248635975874367.Travel-Guide-Hotels) - [Hotels near Cabela's ](https://www.expedia.com/Cabelas-Hotels.0-l553248621532659426-0.Travel-Guide-Filter-Hotels) - [Hotels near Kettle Moraine Ice Center ](https://www.expedia.com/Kettle-Moraine-Ice-Center-Hotels.0-l6335535-0.Travel-Guide-Filter-Hotels) - [Richfield Hotels ](https://www.expedia.com/Richfield-Hotels.d3000461980.Travel-Guide-Hotels) - [Apartments in Richfield ](https://www.expedia.com/Richfield-Apartments.d3000461980-aaApartments.Travel-Guide-Accommodation) - 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