Title: Book the Best Hotels with POOL in Jackson in 2026 | Expedia.ca [Hotels in Jackson](https://expedia.ca/Jackson-Hotels.d602318.Travel-Guide-Hotels)[Vacation Rentals in Jackson](https://expedia.ca/Jackson-Vacation-Rentals.d602318.Travel-Guide-VacationRentals)[Flights to Jackson](https://expedia.ca/Cheap-Flights-To-Jackson.d602318.Travel-Guide-Flights)[Jackson Car Rentals](https://expedia.ca/Car-Rentals-In-Jackson.d602318.Car-Rental-Guide)[Jackson Vacation Packages](https://expedia.ca/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__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 Jackson Hotels with a Pool Tonight [Feb 13 - Feb 14](https://www.expedia.ca/Hotel-Search?regionId=602318&startDate=2026-02-13&endDate=2026-02-14&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 14 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=602318&startDate=2026-02-14&endDate=2026-02-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=602318&startDate=2026-02-13&endDate=2026-02-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=602318&startDate=2026-02-20&endDate=2026-02-22&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](https://images.trvl-media.com/lodging/1000000/670000/661000/660970/5133c8e0.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) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/670000/661000/660970/e910adbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Jackson - West Bend [](https://www.expedia.ca/Jackson-Hotels-Comfort-Inn-Suites-Jackson-West-Bend.h660970.Hotel-Information) Jackson 9.0/10 Wonderful (577 reviews) "It was perfectly located for a family visit. The property was clean and comfortable, accessible and the staff was excellent and accessible. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sherry A CA $109 CA $120 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Jackson-Hotels-Comfort-Inn-Suites-Jackson-West-Bend.h660970.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) ![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) ![Free daily full breakfast](https://images.trvl-media.com/lodging/124000000/123950000/123948300/123948214/6d7b907f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Inn & Suites By Radisson, Brown Deer - Milwaukee North [](https://www.expedia.ca/Milwaukee-Hotels-Country-Inn-Suites-By-Radisson.h123948214.Hotel-Information) Brown Deer 9.6/10 Exceptional (18 reviews) "The rooms were clean and staff was very friendly." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lakisha CA $108 CA $133 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/Milwaukee-Hotels-Country-Inn-Suites-By-Radisson.h123948214.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/970000/970000/969958/cea40602.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/970000/970000/969958/32acf947.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/970000/970000/969958/1acabd6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/970000/970000/969958/9dc94673.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AmericInn by Wyndham Hartford WI [](https://www.expedia.ca/Hartford-Hotels-AmericInn-By-Wyndham-Hartford-WI.h969958.Hotel-Information) Hartford 8.2/10 Very good (539 reviews) "Nice size room, helpful front desk staff, overall good experience for a quick stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carrie CA $99 CA $112 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Hartford-Hotels-AmericInn-By-Wyndham-Hartford-WI.h969958.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/70000/62400/62392/df5b1987.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/1000000/70000/62400/62392/01f74bde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/70000/62400/62392/d0d1c4ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King Whirlpool Suite Accessible](https://images.trvl-media.com/lodging/1000000/70000/62400/62392/a69d61f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wildwood Lodge [](https://www.expedia.ca/Milwaukee-Hotels-Wildwood-Lodge.h62392.Hotel-Information) Pewaukee 8.6/10 Excellent (1,001 reviews) "Love This Hotel ! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jean [](https://www.expedia.ca/Milwaukee-Hotels-Wildwood-Lodge.h62392.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/790000/788800/788783/43aa9c9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Spa](https://images.trvl-media.com/lodging/1000000/790000/788800/788783/a86bbe2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/790000/788800/788783/8142d2d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/790000/788800/788783/063916f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Grafton - Cedarburg [](https://www.expedia.ca/Grafton-Hotels-Comfort-Inn-Suites-Grafton-Cedarburg.h788783.Hotel-Information) Grafton 7.8/10 Good (974 reviews) "Everything was satisfactory " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) chris CA $145 CA $164 total includes taxes & fees Mar 16 - Mar 17 [](https://www.expedia.ca/Grafton-Hotels-Comfort-Inn-Suites-Grafton-Cedarburg.h788783.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/330000/328700/328609/7d4c3023.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking, Refrigerator & Microwave (with Sofabed)](https://images.trvl-media.com/lodging/1000000/330000/328700/328609/d4fd070c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Queen Bed, Non Smoking, Jetted Tub](https://images.trvl-media.com/lodging/1000000/330000/328700/328609/77cb267c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/330000/328700/328609/99e5e3eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Germantown Inn [](https://www.expedia.ca/Milwaukee-Hotels-Best-Western-Germantown-Inn.h328609.Hotel-Information) Village of Germantown 8.8/10 Excellent (650 reviews) "Nice warm pool and hot tub" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ashley CA $98 CA $109 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Milwaukee-Hotels-Best-Western-Germantown-Inn.h328609.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) ![In-room safe, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/70000/60800/60775/fbc07bdf.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.ca/Milwaukee-Hotels-Holiday-Inn-Express-Suites-Delafield.h60775.Hotel-Information) Delafield 9.4/10 Exceptional (613 reviews) "Spacious comfortable room, good pool area, easy parking, restaurant on site. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather CA $140 CA $158 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Milwaukee-Hotels-Holiday-Inn-Express-Suites-Delafield.h60775.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/690000/687300/687252/308abb73.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) ### Marriott Milwaukee West [](https://www.expedia.ca/Milwaukee-Hotels-Marriott-Milwaukee-West.h687252.Hotel-Information) Waukesha 9.2/10 Wonderful (1,000 reviews) "Nice hotel, bar staff and front desk staff were great and super helpful. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jamie CA $149 CA $169 total includes taxes & fees Feb 20 - Feb 21 [](https://www.expedia.ca/Milwaukee-Hotels-Marriott-Milwaukee-West.h687252.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/21000000/20110000/20101200/20101129/a943f043.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/21000000/20110000/20101200/20101129/71ca4375.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/21000000/20110000/20101200/20101129/3a763572.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/21000000/20110000/20101200/20101129/bae61b2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Stagecoach Inn Bed & Breakfast and Five20 Social Stop [](https://www.expedia.ca/Milwaukee-Hotels-The-Stagecoach-Inn-Bed-Breakfast-And-Five20-Social-Stop.h20101129.Hotel-Information) Cedarburg 9.6/10 Exceptional (437 reviews) "Fantastic location! Charming Inn and great bar atmosphere and wonderful staff. Would come back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather CA $197 CA $218 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Milwaukee-Hotels-The-Stagecoach-Inn-Bed-Breakfast-And-Five20-Social-Stop.h20101129.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) ![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) ![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 | 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.ca/Iron-Ridge-Hotels-Iron-Ridge-Inn-Motel.h107164587.Hotel-Information) Iron Ridge 8.0/10 Very good (74 reviews) "All was good as usual " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tracy CA $90 CA $95 total includes taxes & fees Mar 4 - Mar 5 [](https://www.expedia.ca/Iron-Ridge-Hotels-Iron-Ridge-Inn-Motel.h107164587.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=2026-02-27&endDate=2026-02-28®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 Ocean view 5 stars ![](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.ca/deals?rfrr=AFFINITY_SPRING_PROMO_602318) ## Top Jackson Hotel Reviews ![Saint Kate - The Arts Hotel](https://images.trvl-media.com/lodging/1000000/30000/23300/23253/63d91083_y.jpg) ### Saint Kate - The Arts Hotel 10/10 Excellent "All of the above. Thank you for the lovely stay." [](https://expedia.ca/Milwaukee-Hotels-Saint-Kate-The-Arts-Hotel.h23253.Hotel-Information) ![Hyatt Regency Milwaukee](https://images.trvl-media.com/lodging/1000000/20000/18100/18051/53781c07_y.jpg) ### Hyatt Regency Milwaukee 10/10 Excellent "great location and very clean with friendly staff. Only bummer was that the Starbucks in the hotel was having electrical issues so we visited the Bistro for breakfast instead - which did end up being delicious." [](https://expedia.ca/Milwaukee-Hotels-Hyatt-Regency-Milwaukee.h18051.Hotel-Information) ![Ambassador Hotel Milwaukee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/120000/117100/117078/c32357bf_y.jpg) ### Ambassador Hotel Milwaukee, Trademark Collection by Wyndham 10/10 Excellent "Weird elevator but nice place" [](https://expedia.ca/Milwaukee-Hotels-Ambassador-Hotel-Milwaukee.h117078.Hotel-Information) ![Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI](https://images.trvl-media.com/lodging/1000000/430000/422900/422851/c50e99ba_y.jpg) ### Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI 10/10 Excellent "Clean, quiet" [](https://expedia.ca/Milwaukee-Hotels-Country-Inn-Suites-By-Radisson.h422851.Hotel-Information) ![Sonesta Select Milwaukee Brookfield](https://images.trvl-media.com/lodging/1000000/30000/24800/24705/843d85ad_y.jpg) ### Sonesta Select Milwaukee Brookfield 10/10 Excellent "Always enjoy staying there!! Friendly staff, clean. Nice lobby and breakfast. " [](https://expedia.ca/Milwaukee-Hotels-Sonesta-Select-Milwaukee-Brookfield.h24705.Hotel-Information) ![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 10/10 Excellent "Love the breakfast buffet, the large lobby for gathering. Comfy spacious rooms! " [](https://expedia.ca/Milwaukee-Hotels-Embassy-Suites-By-Hilton-Milwaukee-Brookfield.h27215.Hotel-Information) ![Wildwood Lodge](https://images.trvl-media.com/lodging/1000000/70000/62400/62392/f6965ade_y.jpg) ### Wildwood Lodge 10/10 Excellent "Staff was great, gave us an early checkin which was greatly appreciated since we had a funeral to attend and wanted time to get ready. Room was clean snd breakfast was good." [](https://expedia.ca/Milwaukee-Hotels-Wildwood-Lodge.h62392.Hotel-Information) ![DoubleTree by Hilton Milwaukee - Brookfield](https://images.trvl-media.com/lodging/1000000/30000/26100/26053/fb600f8a_y.jpg) ### DoubleTree by Hilton Milwaukee - Brookfield 10/10 Excellent " the room was spotless, staff was courteous" [](https://expedia.ca/Milwaukee-Hotels-DoubleTree-By-Hilton-Milwaukee-Brookfield.h26053.Hotel-Information) ![Sheraton Milwaukee Brookfield Hotel](https://images.trvl-media.com/lodging/1000000/10000/9500/9488/ac547b1c_y.jpg) ### Sheraton Milwaukee Brookfield Hotel 10/10 Excellent "Staff was courteous but room could have been cleaner and better stocked " [](https://expedia.ca/Milwaukee-Hotels-Sheraton-Milwaukee-Brookfield-Hotel.h9488.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 - 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