Title: Book the Best Hotels with POOL in Jackson in 2025 | Expedia.ca [Hotels in Jackson](https://expedia.ca/Jackson-Hotels.d8749.Travel-Guide-Hotels)[Vacation Rentals in Jackson](https://expedia.ca/Jackson-Vacation-Rentals.d8749.Travel-Guide-VacationRentals)[Jackson Car Rentals](https://expedia.ca/Car-Rentals-In-Jackson.d8749.Car-Rental-Guide)[Jackson Vacation Packages](https://expedia.ca/Jackson.d8749.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/dd12572316d9ca7efb4f154b911a22e8.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Erik Rowley # Find Hotels with a Pool in Jackson, MN from CA $121 ![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 Jackson Hotels with a Pool Tonight [Oct 7 - Oct 8](https://www.expedia.ca/Hotel-Search?regionId=8749&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=8749&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=8749&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=8749&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Jackson Hotels with a Pool ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1250000/1245300/1245223/b28a3768.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1250000/1245300/1245223/80a0577c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily self-serve breakfast](https://images.trvl-media.com/lodging/2000000/1250000/1245300/1245223/f5615508.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/2000000/1250000/1245300/1245223/ca860231.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AmericInn by Wyndham Jackson Jackson 8.4/10 Very good (421) "A very comfortable overnight" CA $137 CA $152 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Worthington-Hotels-AmericInn-By-Wyndham-Jackson.h1245223.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1120000/1112700/1112656/cb999533.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/2000000/1120000/1112700/1112656/c53197f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite](https://images.trvl-media.com/lodging/2000000/1120000/1112700/1112656/a4c7a33b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1120000/1112700/1112656/01bc7c8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Estherville Hotel & Suites Estherville 9.0/10 Wonderful (574) "Great place" CA $126 CA $142 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Estherville-Hotels-Estherville-Hotel-Suites.h1112656.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/330000/328600/328539/07f91be0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/1000000/330000/328600/328539/3dc7721e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/1000000/330000/328600/328539/5da4f1be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Studio Suite, 1 King Bed, Non Smoking (Second Floor)](https://images.trvl-media.com/lodging/1000000/330000/328600/328539/w3834h2556x5y4-e7d15c36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AmericInn by Wyndham Okoboji Okoboji 9.0/10 Wonderful (558) "Great location, friendly staff, easy process" CA $129 CA $142 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Okoboji-Hotels-AmericInn-By-Wyndham-Okoboji.h328539.Hotel-Information) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/28000000/27320000/27310300/27310222/9143a405.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/28000000/27320000/27310300/27310222/9fa2678b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/28000000/27320000/27310300/27310222/289c4f63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/28000000/27320000/27310300/27310222/23885fb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AmericInn by Wyndham Windom Windom 8.6/10 Excellent (246) "Nice simple place and helpful staff" CA $219 CA $241 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Worthington-Hotels-AmericInn-By-Wyndham-Windom.h27310222.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/50000/42600/42549/28b95612.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/50000/42600/42549/5a968456.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/50000/42600/42549/56301c91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/50000/42600/42549/d77b4f3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ramada by Wyndham Spirit Lake/Okoboji Spirit Lake 7.8/10 Good (635) "Clean, friendly, very comfortable beds! We will definitely stay here when in the area again. " CA $110 CA $121 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Spirit-Lake-Hotels-Ramada-By-Wyndham-Spirit-LakeOkoboji.h42549.Hotel-Information) ![Waterslide](https://images.trvl-media.com/lodging/9000000/8050000/8049900/8049879/064f6938.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/9000000/8050000/8049900/8049879/21a4774c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/9000000/8050000/8049900/8049879/a0630aee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/9000000/8050000/8049900/8049879/0683cdbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bridges Bay Resort Arnolds Park 7.6/10 Good (626) "Room was great - we enjoy a king size bed and it was very comfortable. Next time we stay, going to make sure to book a room with a balcony. The weather was perfect for the weekend and the view of the water would have been great. " CA $123 CA $147 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Arnolds-Park-Hotels-Bridges-Bay-Resort.h8049879.Hotel-Information) ![Indoor pool, open 8:00 AM to 9:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/920000/913100/913039/35984225.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/920000/913100/913039/63926a7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch and dinner served](https://images.trvl-media.com/lodging/1000000/920000/913100/913039/a2e0a2ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch and dinner served](https://images.trvl-media.com/lodging/1000000/920000/913100/913039/739bd424.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lake Okoboji Resort & Conference Center Okoboji 7.8/10 Good (870) "Great place to stay with kids. Spacious room and things to entertain them. " CA $124 CA $148 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Okoboji-Hotels-Arrowwood-Resort-Conference-Center.h913039.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/60000/50400/50367/337d99ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, soundproofing, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/60000/50400/50367/cc732781.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/60000/50400/50367/9bbc89ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/60000/50400/50367/78eadba0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vintage Block Inn & Suites Okoboji 8.8/10 Excellent (567) "Great place to stay. We will definitely be staying there again extremely friendly staff loved it." CA $139 CA $158 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Okoboji-Hotels-Vintage-Block-Inn-Suites.h50367.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/66000000/65270000/65264600/65264581/a0965fca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/66000000/65270000/65264600/65264581/4b7c33c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/66000000/65270000/65264600/65264581/5d1884f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/66000000/65270000/65264600/65264581/69363b06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hook Wine and Sinker House at Bridges Bay Resort Arnolds Park 9.8/10 Exceptional (12) "We enjoyed the cabin a lot. The k8ds lived the loft." CA $217 CA $628 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Arnolds-Park-Hotels-The-Hook-Wine-And-Sinker-House-At-Bridges-Bay-Resort.h65264581.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/74000000/73410000/73409500/73409465/2bba80c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73410000/73409500/73409465/a7aea2d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, travel crib, WiFi, bed sheets](https://images.trvl-media.com/lodging/74000000/73410000/73409500/73409465/948ea69e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73410000/73409500/73409465/w1170h2205x0y0-4ded4b58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Functional Cabin with Pools, Waterparks and Lake Access Arnolds Park 9.4/10 Exceptional (34) "We had a great stay at this VRBO. Plenty of room and beds." CA $250 CA $676 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Arnolds-Park-Hotels-Cozy-Functional-Cabin-With-Pools.h73409465.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=8749&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Jackson Hotel Reviews ![AmericInn by Wyndham Jackson](//images.trvl-media.com/lodging/2000000/1250000/1245300/1245223/ca860231_y.jpg) ### AmericInn by Wyndham Jackson 10/10 Excellent "Outstanding in every way. Super friendly front desk, modern everything. " [](https://expedia.ca/Worthington-Hotels-AmericInn-By-Wyndham-Jackson.h1245223.Hotel-Information) ![Estherville Hotel & Suites](//images.trvl-media.com/lodging/2000000/1120000/1112700/1112656/a4c7a33b_y.jpg) ### Estherville Hotel & Suites 10/10 Excellent "Great water pressure—hot! Ac worked, fridge was colder than the freezer." [](https://expedia.ca/Estherville-Hotels-Estherville-Hotel-Suites.h1112656.Hotel-Information) ![AmericInn by Wyndham Okoboji](//images.trvl-media.com/lodging/1000000/330000/328600/328539/3dc7721e_y.jpg) ### AmericInn by Wyndham Okoboji 10/10 Excellent "Great location, friendly staff, easy process" [](https://expedia.ca/Okoboji-Hotels-AmericInn-By-Wyndham-Okoboji.h328539.Hotel-Information) ![Bridges Bay Resort](//images.trvl-media.com/lodging/9000000/8050000/8049900/8049879/064f6938_y.jpg) ### Bridges Bay Resort 10/10 Excellent "Great" [](https://expedia.ca/Arnolds-Park-Hotels-Bridges-Bay-Resort.h8049879.Hotel-Information) ![Vintage Block Inn & Suites](//images.trvl-media.com/lodging/1000000/60000/50400/50367/78eadba0_y.jpg) ### Vintage Block Inn & Suites 10/10 Excellent "Had a good time" [](https://expedia.ca/Okoboji-Hotels-Vintage-Block-Inn-Suites.h50367.Hotel-Information) ![Village West Resort & Hotel](//images.trvl-media.com/lodging/11000000/10210000/10203300/10203288/d651962a_y.jpg) ### Village West Resort & Hotel 10/10 Excellent "Our room was really nice. The setting is beautiful. " [](https://expedia.ca/Spirit-Lake-Hotels-Village-West-Resort-Hotel.h10203288.Hotel-Information) ![Lake Okoboji Resort & Conference Center](//images.trvl-media.com/lodging/1000000/920000/913100/913039/a2e0a2ad_y.jpg) ### Lake Okoboji Resort & Conference Center 10/10 Excellent "Beautiful property right on golf course" [](https://expedia.ca/Okoboji-Hotels-Arrowwood-Resort-Conference-Center.h913039.Hotel-Information) ![Ramada by Wyndham Spirit Lake/Okoboji](//images.trvl-media.com/lodging/1000000/50000/42600/42549/28b95612_y.jpg) ### Ramada by Wyndham Spirit Lake/Okoboji 10/10 Excellent "Very clean and quiet. Staff very pleasant" [](https://expedia.ca/Spirit-Lake-Hotels-Ramada-By-Wyndham-Spirit-LakeOkoboji.h42549.Hotel-Information) ![Rodeway Inn Milford](//images.trvl-media.com/lodging/2000000/1370000/1369000/1368976/31e5eb4b_y.jpg) ### Rodeway Inn Milford 10/10 Excellent "Clean " [](https://expedia.ca/Milford-Hotels-Rodeway-Inn-Milford.h1368976.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Jackson? > [AmericInn by Wyndham Jackson](https://www.expedia.ca/Worthington-Hotels-AmericInn-By-Wyndham-Jackson.h1245223.Hotel-Information): Features daily, an indoor pool, and complimentary wired internet access. [Super 8 by Wyndham Jackson MN](https://www.expedia.ca/Worthington-Hotels-Super-8-By-Wyndham-Jackson-MN.h855258.Hotel-Information): Hotel, 14-minute walk from West Okoboji Lake. Features a children's pool, an indoor pool, and daily. [Earth Inn Motel](https://www.expedia.ca/Jackson-Hotels-Earth-Inn-Motel.h894170.Hotel-Information): Hotel located near West Okoboji Lake. Offers a sauna, an indoor pool, and daily. [Secluded Lakefront Lodge in Iowa's Great Lakes](https://www.expedia.ca/Worthington-Hotels-Secluded-Lakefront-Lodge-In-The-Iowa-Great-Lakes-Area.h23914859.Hotel-Information): Resort located near West Okoboji Lake. Provides a children's pool, a seasonal outdoor pool, and a water park. [Lake Okoboji Resort & Conference Center](https://www.expedia.ca/Okoboji-Hotels-Arrowwood-Resort-Conference-Center.h913039.Hotel-Information): Offers full, an indoor pool, and free self parking. ### What is there to see and do in Jackson? > The picturesque setting of Ashley Park and Robertson County Park showcase the area's natural beauty. During your stay, check out sights such as Jackson County Courthouse, Kilen Woods State Park, and Little Spirit Lake. ### When is the best time to book a hotel with a pool in Jackson? > Taking into account the local weather in Jackson can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 23°F. The snowiest months in Jackson are January, February, April, and March, with each month seeing an average of 5 inches of snowfall. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [5 Star Hotels in Fairmont](https://www.expedia.ca/5Star-Fairmont-Hotels.s50-0-d6059952.Travel-Guide-Filter-Hotels) - [Farmstay in Butterfield](https://www.expedia.ca/Butterfield-Agritourism.d3000348815-aaAgritourism.Travel-Guide-Accommodation) - [Independent Hotels in Butterfield](https://www.expedia.ca/Butterfield-Hotels-Independent.0-0-d3000348815--bIndependent.Travel-Guide-Filter-Hotels) - [Butterfield Hotels](https://www.expedia.ca/Butterfield-Hotels.d3000348815.Travel-Guide-Hotels) - [Cottages in Ceylon](https://www.expedia.ca/Ceylon-Cottages.d553248634983433254-aaCottages.Travel-Guide-Accommodation) - [Ceylon Hotels](https://www.expedia.ca/Ceylon-Hotels.d553248634983433254.Travel-Guide-Hotels) - [Farmstay in Fairmont](https://www.expedia.ca/Fairmont-Agritourism.d6059952-aaAgritourism.Travel-Guide-Accommodation) - 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