Title: Book the Best Hotels with POOL in Cleveland in 2025 | Expedia.ca [Hotels in Cleveland](https://expedia.ca/Cleveland-Hotels.d3000461538.Travel-Guide-Hotels)[Vacation Rentals in Cleveland](https://expedia.ca/Cleveland-Vacation-Rentals.d3000461538.Travel-Guide-VacationRentals)[Cleveland Car Rentals](https://expedia.ca/Car-Rentals-In-Cleveland.d3000461538.Car-Rental-Guide)[Cleveland Vacation Packages](https://expedia.ca/Cleveland.d3000461538.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) # Find Hotels with a Pool in Cleveland, WI from CA $113 ![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 Cleveland Hotels with a Pool Tonight [Oct 4 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=3000461538&startDate=2025-10-04&endDate=2025-10-05&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 5 - Oct 6](https://www.expedia.ca/Hotel-Search?regionId=3000461538&startDate=2025-10-05&endDate=2025-10-06&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=3000461538&startDate=2025-10-10&endDate=2025-10-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=3000461538&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cleveland Hotels with a Pool ![Indoor pool](https://images.trvl-media.com/lodging/1000000/930000/921400/921389/df0956b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/930000/921400/921389/17a4f2e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/930000/921400/921389/2dd9d6b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/930000/921400/921389/a44fe069.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Sheboygan I-43 Sheboygan 8.6/10 Excellent (110) "Great place to stay" CA $105 CA $120 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Sheboygan-Hotels-Sleep-Inn-Suites-Sheboygan-I-43.h921389.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/18000/17917/daa7c361.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Multiple Beds, Accessible, Non Smoking](https://images.trvl-media.com/lodging/1000000/20000/18000/17917/d6bb0d42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/18000/17917/cb697ecb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/18000/17917/360e4c8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Sheboygan North I-43 Sheboygan 8.2/10 Very good (708) "Everything about the hotel was great from the staff to the cleanings" CA $99 CA $113 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Sheboygan-Hotels-Quality-Inn.h17917.Hotel-Information) ![Game room](https://images.trvl-media.com/lodging/1000000/670000/663100/663055/c7ccb836.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/670000/663100/663055/6a44c8b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/670000/663100/663055/ea3b9a85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, soundproofing, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/670000/663100/663055/528d8b62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AmericInn by Wyndham Sheboygan Sheboygan 8.6/10 Excellent (1001) "Breakfast buffet was great!" CA $111 CA $127 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Sheboygan-Hotels-AmericInn-By-Wyndham-Sheboygan.h663055.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/870000/860900/860801/724d2463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/870000/860900/860801/9fe1a062.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/870000/860900/860801/17763400.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/870000/860900/860801/7a5ea9d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AmericInn by Wyndham Manitowoc Manitowoc 8.8/10 Excellent (921) "Nice place to stay, good price." CA $153 CA $174 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Sheboygan-Hotels-AmericInn-By-Wyndham-Manitowoc.h860801.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/50000/43200/43134/6074ad47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/1000000/50000/43200/43134/a3806c9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/1000000/50000/43200/43134/89148124.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/50000/43200/43134/fa664e27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Sheboygan-Kohler by IHG Sheboygan 8.8/10 Excellent (354) "Clean, friendly staff, comfortable beds, and great breakfast! " CA $145 CA $165 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Sheboygan-Hotels-Holiday-Inn-Express-Sheboygan-Kohler.h43134.Hotel-Information) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/10000/8100/8038/35a9e66c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/8100/8038/91bb723e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/8100/8038/bd886547.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/8100/8038/be8c422d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Manitowoc by IHG Manitowoc 8.0/10 Very good (510) "Clean and safe place to stay!" CA $127 CA $144 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Sheboygan-Hotels-Holiday-Inn-Manitowoc.h8038.Hotel-Information) ![Luxury Condo | Terrace/patio](https://images.trvl-media.com/lodging/94000000/93110000/93102200/93102124/f6d54cf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/94000000/93110000/93102200/93102124/390021d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/94000000/93110000/93102200/93102124/c674b0cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/94000000/93110000/93102200/93102124/38c0df92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Victorian Inn Elkhart Lake Wisconsin Elkhart Lake 8.8/10 Excellent (3) "Perfect location, great amenities." CA $93 CA $797 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Elkhart-Lake-Hotels-Victorian-Inn-Elkhart-Lake-Wisconsin.h93102124.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1750000/1740500/1740463/140b115c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/2000000/1750000/1740500/1740463/2d2d0da8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine, beach views ](https://images.trvl-media.com/lodging/2000000/1750000/1740500/1740463/b6f6a12c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lakeside Two Queen Beds | Terrace/patio](https://images.trvl-media.com/lodging/2000000/1750000/1740500/1740463/1671d084.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lighthouse Inn Two Rivers 8.8/10 Excellent (1003) "Awesome place. Great view. Reasonable prices for lodging and dining. Would happily stay there again. " CA $166 CA $188 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Sheboygan-Hotels-Lighthouse-Inn.h1740463.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1070000/1062800/1062718/f9a24178.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking (One-Bedroom)](https://images.trvl-media.com/lodging/2000000/1070000/1062800/1062718/1bd30c7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1070000/1062800/1062718/4453439b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/2000000/1070000/1062800/1062718/95fbb584.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baymont by Wyndham Plymouth Plymouth 9.0/10 Wonderful (547) "Great stay" CA $164 CA $187 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Sheboygan-Hotels-Baymont-By-Wyndham-Plymouth.h1062718.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2010000/2005100/2005043/c594ba7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, Egyptian cotton sheets, premium bedding, pillowtop beds](https://images.trvl-media.com/lodging/3000000/2010000/2005100/2005043/33a6f536.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2010000/2005100/2005043/7d1d214a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2010000/2005100/2005043/445efcbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grandstay Residential Suites Hotel - Sheboygan Downtown Sheboygan 8.6/10 Excellent (977) "Very friendly staff, clean establishment from inside and out. " CA $162 CA $183 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Sheboygan-Hotels-Grandstay-Residential-Suites-Hotel-Sheboygan.h2005043.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=2025-10-18&endDate=2025-10-19®ionId=3000461538&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Cleveland Hotel Reviews ![Comfort Inn & Suites Sheboygan I-43](//images.trvl-media.com/lodging/1000000/930000/921400/921389/2dd9d6b5_y.jpg) ### Comfort Inn & Suites Sheboygan I-43 10/10 Excellent "The rooms were clean, updated bathrooms, and a generous breakfast. Reception was very friendly, too. Highly recommend." [](https://expedia.ca/Sheboygan-Hotels-Sleep-Inn-Suites-Sheboygan-I-43.h921389.Hotel-Information) ![Harbor Town Inn](//images.trvl-media.com/lodging/1000000/870000/861600/861528/7380bf3c_y.jpg) ### Harbor Town Inn 10/10 Excellent "This might be the best value hotel I've every stayed at. The low price includes a free breakfast. The whole hotel appears to have been renovated recently. The room was small but in good shape and was very clean. The common areas were brightly lit, have a very modern appearance, and were spotless. Staff was friendly and helpful. I have nothing but nice things to say and look forward to coming back in the future." [](https://expedia.ca/Sheboygan-Hotels-Harbor-Town-Inn.h861528.Hotel-Information) ![Quality Inn Sheboygan North I-43](//images.trvl-media.com/lodging/1000000/20000/18000/17917/d6bb0d42_y.jpg) ### Quality Inn Sheboygan North I-43 10/10 Excellent "Clean and quiet" [](https://expedia.ca/Sheboygan-Hotels-Quality-Inn.h17917.Hotel-Information) ![Fairway Inn & Suites](//images.trvl-media.com/lodging/13000000/13000000/12990500/12990432/15b844aa_y.jpg) ### Fairway Inn & Suites 10/10 Excellent "Loved it! Will be back. Super clean and easy to get to. " [](https://expedia.ca/Sheboygan-Hotels-Par-5-Resort.h12990432.Hotel-Information) ![Grandstay Residential Suites Hotel - Sheboygan](//images.trvl-media.com/lodging/3000000/2010000/2005100/2005043/402d6f8a_y.jpg) ### Grandstay Residential Suites Hotel - Sheboygan 10/10 Excellent "Very friendly staff, clean establishment from inside and out. " [](https://expedia.ca/Sheboygan-Hotels-Grandstay-Residential-Suites-Hotel-Sheboygan.h2005043.Hotel-Information) ![The Osthoff Resort](//images.trvl-media.com/lodging/1000000/200000/197900/197890/9c5f3d9b_y.jpg) ### The Osthoff Resort 10/10 Excellent "Beautiful property. Room was spotless and the bed was very comfortable." [](https://expedia.ca/Sheboygan-Hotels-The-Osthoff-Resort.h197890.Hotel-Information) ![Lighthouse Inn](//images.trvl-media.com/lodging/2000000/1750000/1740500/1740463/1671d084_y.jpg) ### Lighthouse Inn 10/10 Excellent "We always stay at the Lighthouse for the friendly staff and it’s right on the lake." [](https://expedia.ca/Sheboygan-Hotels-Lighthouse-Inn.h1740463.Hotel-Information) ![AmericInn by Wyndham Sheboygan](//images.trvl-media.com/lodging/1000000/670000/663100/663055/ea3b9a85_y.jpg) ### AmericInn by Wyndham Sheboygan 10/10 Excellent "We stopped overnight on a longer trip, just off the highway. Check-in was easy, breakfast was good, the property was clean -- everything just fine! The area around the hotel is not very special, some fast food and small businesses." [](https://expedia.ca/Sheboygan-Hotels-AmericInn-By-Wyndham-Sheboygan.h663055.Hotel-Information) ![La Quinta Inn by Wyndham Sheboygan](//images.trvl-media.com/lodging/1000000/40000/40000/39976/0c381b2f_y.jpg) ### La Quinta Inn by Wyndham Sheboygan 10/10 Excellent "Toilet is too low." [](https://expedia.ca/Sheboygan-Hotels-La-Quinta-Inn-By-Wyndham-Sheboygan.h39976.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Cleveland? > [Shoreline Serenity - 2 Private Acres](https://www.expedia.ca/Cleveland-Hotels-NEW-Shoreline-Serenity.h112904087.Hotel-Information): Aparthotel, 14-minute walk from Lake Michigan. Features daily, an indoor pool, and free self parking. [Stunning castle with working vineyard - the ultimate luxury VRBO property!](https://www.expedia.ca/Cleveland-Hotels-Stunning-Castle-With-Working-Vineyard-The-Ultimate-Luxury-VRBO-Property.h78390435.Hotel-Information): Hotel, 1-minute walk from Lake Michigan. Offers a private beach, an indoor pool, and cooked-to-order. [Harbor Town Inn](https://www.expedia.ca/Sheboygan-Hotels-Harbor-Town-Inn.h861528.Hotel-Information): Hotel, 6-minute walk from Lake Michigan. Features a snack bar/deli, an indoor pool, and continental. [Grandstay Residential Suites Hotel - Sheboygan](https://www.expedia.ca/Sheboygan-Hotels-Grandstay-Residential-Suites-Hotel-Sheboygan.h2005043.Hotel-Information): Hotel, 7-minute walk from Lake Michigan. Offers a sauna, an indoor pool, and daily. [Lighthouse Inn](https://www.expedia.ca/Sheboygan-Hotels-Lighthouse-Inn.h1740463.Hotel-Information): Hotel located near Lake Michigan. Provides daily, an indoor pool, and free self parking. ### What is there to see and do in Cleveland? > Explore places like Lake Michigan while you're in Cleveland. Spend some time experiencing the great outdoors at Dairyland Park and Fischer Creek State Recreation Area. ### When is the best time to book a hotel with a pool in Cleveland? > Taking into account the local weather in Cleveland is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 26°F. 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