Title: Book the Best Hotels with POOL in Winona in 2026 | Expedia.ca [Hotels in Winona](https://expedia.ca/Winona-Hotels.d7891.Travel-Guide-Hotels)[Vacation Rentals in Winona](https://expedia.ca/Winona-Vacation-Rentals.d7891.Travel-Guide-VacationRentals)[Winona Car Rentals](https://expedia.ca/Car-Rentals-In-Winona.d7891.Car-Rental-Guide)[Winona Vacation Packages](https://expedia.ca/Winona.d7891.Destination-Travel-Guides) ![Winona County Courthouse](https://images.trvl-media.com/place/7891/b3b72a30-23b0-47ea-9ca6-24f691d30997.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/7891/b3b72a30-23b0-47ea-9ca6-24f691d30997.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 Winona Hotels with a Pool Tonight [Mar 5 - Mar 6](https://www.expedia.ca/Hotel-Search?regionId=7891&startDate=2026-03-05&endDate=2026-03-06&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 6 - Mar 7](https://www.expedia.ca/Hotel-Search?regionId=7891&startDate=2026-03-06&endDate=2026-03-07&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=7891&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.ca/Hotel-Search?regionId=7891&startDate=2026-03-13&endDate=2026-03-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winona hotels with a pool ![Outdoor pool](https://images.trvl-media.com/lodging/4000000/3560000/3557700/3557655/1d96a42c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3560000/3557700/3557655/bff72e25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free continental breakfast](https://images.trvl-media.com/lodging/4000000/3560000/3557700/3557655/9718006a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/4000000/3560000/3557700/3557655/4ca21e3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express and Suites Winona North by IHG [](https://www.expedia.ca/Grenada-Hotels-Holiday-Inn-Express-And-Suites-Winona-North.h3557655.Hotel-Information) Winona 8.2/10 Very good (694 reviews) - Relax with a refreshing night swim at this tranquil hotel with an outdoor pool and fitness centre just minutes from arts venues. CA $168 CA $183 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Grenada-Hotels-Holiday-Inn-Express-And-Suites-Winona-North.h3557655.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/8600/8564/7275eb78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/8600/8564/c6707b0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/8600/8564/d78224fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/8600/8564/420b9212.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Americas Best Value Inn Winona [](https://www.expedia.ca/Grenada-Hotels-Americas-Best-Value-Inn-Winona.h8564.Hotel-Information) Winona 8.0/10 Very good (466 reviews) - Dive into Mississippi sunshine at this eco-conscious motel with a refreshing pool for travellers who value outdoor recreation. CA $135 CA $147 total includes taxes & fees Mar 7 - Mar 8 [](https://www.expedia.ca/Grenada-Hotels-Americas-Best-Value-Inn-Winona.h8564.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/4300/4260/fed774f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4300/4260/b4ba8a72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/10000/4300/4260/47ef4748.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4300/4260/9a11b290.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Econo Lodge Grenada [](https://www.expedia.ca/Grenada-Hotels-Econo-Lodge-Grenada.h4260.Hotel-Information) Grenada 8.2/10 Very good (229 reviews) - Take a dip in the seasonal outdoor pool and maintain your fitness routine with convenient on-site workout facilities. CA $102 CA $112 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/Grenada-Hotels-Econo-Lodge-Grenada.h4260.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/2000000/1350000/1348700/1348603/d37ee6e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/2000000/1350000/1348700/1348603/48e9a3d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1350000/1348700/1348603/1593a9a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1350000/1348700/1348603/27e960b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Grenada by IHG [](https://www.expedia.ca/Grenada-Hotels-Holiday-Inn-Express-Suites-Grenada.h1348603.Hotel-Information) Grenada 8.8/10 Excellent (562 reviews) - Dive into poolside paradise with a seasonal outdoor oasis and 24-hour fitness centre. CA $161 CA $178 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Grenada-Hotels-Holiday-Inn-Express-Suites-Grenada.h1348603.Hotel-Information) ![Seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/530000/525800/525715/a86feed1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/530000/525800/525715/0cfe3fdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/530000/525800/525715/e164cf52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/530000/525800/525715/28087f94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baymont by Wyndham Grenada [](https://www.expedia.ca/Grenada-Hotels-Baymont-By-Wyndham-Grenada.h525715.Hotel-Information) Grenada 6.2/10 (676 reviews) - Soak up summer at this hotel's seasonal outdoor pool with loungers and a 24-hour fitness centre for active stays. CA $102 CA $112 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Grenada-Hotels-Baymont-By-Wyndham-Grenada.h525715.Hotel-Information) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/20500/20445/w3837h2563x3y0-b84c78ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking, Balcony (2nd Floor)](https://images.trvl-media.com/lodging/1000000/30000/20500/20445/31ad2ae9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/20500/20445/w3837h2560x3y3-4647240b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Accessible, Bathtub](https://images.trvl-media.com/lodging/1000000/30000/20500/20445/4b85fb3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SureStay Plus Hotel by Best Western Greenwood [](https://www.expedia.ca/Grenada-Hotels-SureStay-Plus-Hotel-By-Best-Western-Greenwood.h20445.Hotel-Information) Greenwood 8.2/10 Very good (712 reviews) - Splash into summer at this freshly remodeled hotel, where poolside lounging and fitness fun combine for a refreshing family escape. CA $179 CA $194 total includes taxes & fees Mar 18 - Mar 19 [](https://www.expedia.ca/Grenada-Hotels-SureStay-Plus-Hotel-By-Best-Western-Greenwood.h20445.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=2026-03-19&endDate=2026-03-20®ionId=7891&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in Winona Breakfast included 4 stars 5 stars Hot tub 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.ca/deals?rfrr=AFFINITY_SPRING_PROMO_7891) ## Top Winona Hotel Reviews ![Motel 6 Greenwood, MS](https://images.trvl-media.com/lodging/1000000/30000/21700/21612/920bcde2_y.jpg) ### Motel 6 Greenwood, MS 10/10 Excellent "Everything was nice and clean, I enjoyed my stay " [](https://expedia.ca/Greenwood-Hotels-Motel-6-Greenwood.h21612.Hotel-Information) ![SureStay Plus Hotel by Best Western Greenwood](https://images.trvl-media.com/lodging/1000000/30000/20500/20445/w3837h2563x3y0-b84c78ca_y.jpg) ### SureStay Plus Hotel by Best Western Greenwood 10/10 Excellent "The pools were not open" [](https://expedia.ca/Grenada-Hotels-SureStay-Plus-Hotel-By-Best-Western-Greenwood.h20445.Hotel-Information) ![Holiday Inn Express & Suites Grenada by IHG](https://images.trvl-media.com/lodging/2000000/1350000/1348700/1348603/dd7fde48_y.jpg) ### Holiday Inn Express & Suites Grenada by IHG 4/10 Poor "After changing rooms because used wash cloths were in the bath, we found the next room with problems. I reported:” Sink cracked Shower shelves not clean No bath towels No body soap ( lotion, conditioner, shampoo ) 3 decaf coffee K cups, no regular Loud bath fan, no separate switch” Staff provided towels. Bed was clean; room comfortable. Manager said the place was to be renovated in June. No refund possible because we booked through Expedia. I wonder if Expedia will do something?" [](https://expedia.ca/Grenada-Hotels-Holiday-Inn-Express-Suites-Grenada.h1348603.Hotel-Information) ![Holiday Inn Express and Suites Winona North by IHG](https://images.trvl-media.com/lodging/4000000/3560000/3557700/3557655/4a82aa7c_y.jpg) ### Holiday Inn Express and Suites Winona North by IHG 10/10 Excellent "Thank you very much " [](https://expedia.ca/Grenada-Hotels-Holiday-Inn-Express-And-Suites-Winona-North.h3557655.Hotel-Information) ![Americas Best Value Inn & Suites Greenwood](https://images.trvl-media.com/lodging/1000000/470000/460200/460151/a2dfc698_y.jpg) ### Americas Best Value Inn & Suites Greenwood 2/10 Terrible "I recently stayed at this hotel and unfortunately had a disappointing experience. When I arrived to check in, there was no one at the front desk. After ringing the bell, calling out, and knocking on the window, I waited about 10 minutes before someone finally came out. The staff member who assisted me was not very professional. Once I got to my room, which was supposed to be non-smoking, it smelled strongly of smoke. The room also did not appear to be properly cleaned. The sheets and covers had visible stains, and one of the covers even had a burn hole in it. If you are just looking for a quick, no-frills place to stay, it may be fine. However, basic cleanliness and customer service should be improved." [](https://expedia.ca/Grenada-Hotels-Americas-Best-Value-Inn-Suites-Greenwood.h460151.Hotel-Information) ![Americas Best Value Inn Winona](https://images.trvl-media.com/lodging/1000000/10000/8600/8564/420b9212_y.jpg) ### Americas Best Value Inn Winona 8/10 Good "Room was clean. It was was quiet. Complimentary breakfast was good. Price was very good for the stay. " [](https://expedia.ca/Grenada-Hotels-Americas-Best-Value-Inn-Winona.h8564.Hotel-Information) ![Hampton Inn & Suites Grenada](https://images.trvl-media.com/lodging/2000000/1790000/1785000/1784928/a2c1bef6_y.jpg) ### Hampton Inn & Suites Grenada 10/10 Excellent "Clean room and great stafff (Tracy)" [](https://expedia.ca/Grenada-Hotels-Hampton-Inn-Suites-Grenada.h1784928.Hotel-Information) ![Econo Lodge Grenada](https://images.trvl-media.com/lodging/1000000/10000/4300/4260/47ef4748_y.jpg) ### Econo Lodge Grenada 6/10 Okay "The first Room condition was not good. I asked for another room, they gave me a better room, but my sick sister whom I was visiting asked me to stay with her. The desk clerk was very nice." [](https://expedia.ca/Grenada-Hotels-Econo-Lodge-Grenada.h4260.Hotel-Information) ![Baymont by Wyndham Grenada](https://images.trvl-media.com/lodging/1000000/530000/525800/525715/0cfe3fdb_y.jpg) ### Baymont by Wyndham Grenada 4/10 Poor "People were nice " [](https://expedia.ca/Grenada-Hotels-Baymont-By-Wyndham-Grenada.h525715.Hotel-Information) ## Frequently asked questions ### What are the best hotels in Winona with outdoor pools? > Another great option is the [Americas Best Value Inn Winona](https://www.expedia.ca/Grenada-Hotels-Americas-Best-Value-Inn-Winona.h8564.Hotel-Information), which also boasts an outdoor pool. This hotel is known for its clean rooms and friendly staff, creating an inviting space for families. Like the Holiday Inn, it offers free continental breakfast, ensuring guests start their day off right. With a traveller rating of 8.0, it provides good value for families looking for convenience and comfort without breaking the bank. ### How much does a hotel with outdoor pool in Winona cost? ### Is it cheaper to book flights and a hotel in Winona as a package? ### How can I save on a hotel in Winona with Expedia? ### Can I cancel my hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Ackerman Hotels ](https://www.expedia.ca/Ackerman-Hotels.d3000421346.Travel-Guide-Hotels) - [Cheap Hotels in Bruce ](https://www.expedia.ca/Bruce-Hotels-Cheap-Hotels.0-0-d6122907-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Bruce ](https://www.expedia.ca/Bruce-Hotels-Couples-Resorts-Hotels.0-0-d6122907-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Bruce ](https://www.expedia.ca/Bruce-Hotels-Wedding-Hotels.0-0-d6122907-tWeddingHotels.Travel-Guide-Filter-Hotels) - 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