Title: Book the Best Hotels with POOL in Cleveland in 2026 | 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 $95 - ![](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 Cleveland Hotels with a Pool Tonight [Jan 8 - Jan 9](https://www.expedia.ca/Hotel-Search?regionId=3000461538&startDate=2026-01-08&endDate=2026-01-09&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 9 - Jan 10](https://www.expedia.ca/Hotel-Search?regionId=3000461538&startDate=2026-01-09&endDate=2026-01-10&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=3000461538&startDate=2026-01-09&endDate=2026-01-11&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=3000461538&startDate=2026-01-16&endDate=2026-01-18&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Cleveland hotels with a pool ![Indoor pool](https://images.trvl-media.com/lodging/1000000/670000/663100/663055/73bd7f15.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) ![Property amenity](https://images.trvl-media.com/lodging/1000000/670000/663100/663055/9841254f.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 [](https://www.expedia.ca/Sheboygan-Hotels-AmericInn-By-Wyndham-Sheboygan.h663055.Hotel-Information) Sheboygan 8.6/10 Excellent (1006) "Room was clean food was ok" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rosa CA $94 CA $107 total includes taxes & fees Jan 14 - Jan 15 [](https://www.expedia.ca/Sheboygan-Hotels-AmericInn-By-Wyndham-Sheboygan.h663055.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/930000/921400/921389/df0956b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/930000/921400/921389/757ddf30.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) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/930000/921400/921389/905df2d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Sheboygan I-43 [](https://www.expedia.ca/Sheboygan-Hotels-Sleep-Inn-Suites-Sheboygan-I-43.h921389.Hotel-Information) Sheboygan 8.6/10 Excellent (144) "Hot tub was great. Beds were very comfortable " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) susan CA $99 CA $113 total includes taxes & fees Jan 13 - Jan 14 [](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) ![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/1000000/20000/18000/17917/58ec55d1.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) ### Quality Inn Sheboygan North I-43 [](https://www.expedia.ca/Sheboygan-Hotels-Quality-Inn.h17917.Hotel-Information) Sheboygan 8.2/10 Very good (748) "The breakfast options were amazing. Love the pool area" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brionna CA $99 CA $112 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Sheboygan-Hotels-Quality-Inn.h17917.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) ![Front of property](https://images.trvl-media.com/lodging/2000000/1750000/1740500/1740463/8c136dfb.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 [](https://www.expedia.ca/Sheboygan-Hotels-Lighthouse-Inn.h1740463.Hotel-Information) Two Rivers 9.0/10 Wonderful (1001) "Great place clean room awesome staff and great food at restaurant " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason CA $123 CA $140 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Sheboygan-Hotels-Lighthouse-Inn.h1740463.Hotel-Information) ![Indoor pool, open 6:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/71000000/70550000/70542900/70542875/be2dadad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/71000000/70550000/70542900/70542875/659cedd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/71000000/70550000/70542900/70542875/1b627dc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/71000000/70550000/70542900/70542875/d914aa7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Oasis Hotel & Bar [](https://www.expedia.ca/Sheboygan-Falls-Hotels-AmeriVu-Inn-Suites.h70542875.Hotel-Information) Sheboygan Falls 8.2/10 Very good (342) "Great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sherry CA $86 CA $95 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Sheboygan-Falls-Hotels-AmeriVu-Inn-Suites.h70542875.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) ![Premium bedding, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/1000000/50000/43200/43134/fa664e27.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/43200/43134/171983f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Sheboygan-Kohler by IHG [](https://www.expedia.ca/Sheboygan-Hotels-Holiday-Inn-Express-Sheboygan-Kohler.h43134.Hotel-Information) Sheboygan 8.8/10 Excellent (377) "Gluten free items in breakfast are needed. Room was clean, staff was wonderful and responsive. Checkin was easy and fast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) JEAN CA $114 CA $129 total includes taxes & fees Jan 18 - Jan 19 [](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/bd886547.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) ![Down comforters, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/8100/8038/f21a516b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Manitowoc by IHG [](https://www.expedia.ca/Sheboygan-Hotels-Holiday-Inn-Manitowoc.h8038.Hotel-Information) Manitowoc 8.2/10 Very good (557) "Perfect thank you!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Terry CA $121 CA $137 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Sheboygan-Hotels-Holiday-Inn-Manitowoc.h8038.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/22000000/21350000/21346300/21346254/170ee4a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/22000000/21350000/21346300/21346254/3293ebc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Historic Hotel (Accessible by Stairs) - One Queen - Shared Bath](https://images.trvl-media.com/lodging/22000000/21350000/21346300/21346254/0b28f1bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/22000000/21350000/21346300/21346254/7c8a4682.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Siebkens Resort [](https://www.expedia.ca/Sheboygan-Hotels-Siebkens-Resort.h21346254.Hotel-Information) Elkhart Lake 9.2/10 Wonderful (244) "Very easy check-in! The rooms were clean and cozy. We had dinner at the Hard Left (onsite restaurant) and it was delicious." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patricia CA $167 CA $188 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Sheboygan-Hotels-Siebkens-Resort.h21346254.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/46000000/45950000/45946900/45946864/a8b439ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/46000000/45950000/45946900/45946864/b2988a25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/46000000/45950000/45946900/45946864/b2e31d6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/46000000/45950000/45946900/45946864/9a044811.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cobblestone Hotel & Suites - Two Rivers [](https://www.expedia.ca/Sheboygan-Hotels-Cobblestone-Hotel-Suites-Two-Rivers.h45946864.Hotel-Information) Two Rivers 8.8/10 Excellent (823) "Wonderful accommodations " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sharon [](https://www.expedia.ca/Sheboygan-Hotels-Cobblestone-Hotel-Suites-Two-Rivers.h45946864.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) ![Free breakfast](https://images.trvl-media.com/lodging/2000000/1070000/1062800/1062718/65535b8d.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) ### Baymont by Wyndham Plymouth [](https://www.expedia.ca/Sheboygan-Hotels-Baymont-By-Wyndham-Plymouth.h1062718.Hotel-Information) Plymouth 9.0/10 Wonderful (568) "Great place to Stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marvin CA $169 CA $192 total includes taxes & fees Jan 14 - Jan 15 [](https://www.expedia.ca/Sheboygan-Hotels-Baymont-By-Wyndham-Plymouth.h1062718.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=2026-01-22&endDate=2026-01-23®ionId=3000461538&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Cleveland Hotel Reviews ![Comfort Inn & Suites Sheboygan I-43](https://images.trvl-media.com/lodging/1000000/930000/921400/921389/2dd9d6b5_y.jpg) ### Comfort Inn & Suites Sheboygan I-43 10/10 Excellent "It was a good stay; the room, pool, and breakfast were very good quality, and all the staff were amazing.🏨🏊‍♀️🍳" [](https://expedia.ca/Sheboygan-Hotels-Sleep-Inn-Suites-Sheboygan-I-43.h921389.Hotel-Information) ![La Quinta Inn by Wyndham Sheboygan](https://images.trvl-media.com/lodging/1000000/40000/40000/39976/0c381b2f_y.jpg) ### La Quinta Inn by Wyndham Sheboygan 10/10 Excellent "Rooms were clean, for the price,well worth it, my only complaint,it's not La Quinta's fault, was all the smokers smoking in there rooms and hovering around the exit doors smoking " [](https://expedia.ca/Sheboygan-Hotels-La-Quinta-Inn-By-Wyndham-Sheboygan.h39976.Hotel-Information) ![Quality Inn Sheboygan North I-43](https://images.trvl-media.com/lodging/1000000/20000/18000/17917/d6bb0d42_y.jpg) ### Quality Inn Sheboygan North I-43 10/10 Excellent "The breakfast options were amazing. Love the pool area" [](https://expedia.ca/Sheboygan-Hotels-Quality-Inn.h17917.Hotel-Information) ![The Inn on Maritime Bay, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/20000/14400/14322/640fed6f_y.jpg) ### The Inn on Maritime Bay, an Ascend Collection Hotel 10/10 Excellent "Very friendly staff. Clean and comfortable room and bed. " [](https://expedia.ca/Sheboygan-Hotels-Baymont-By-Wyndham-Manitowoc-Lakefront.h14322.Hotel-Information) ![AmericInn by Wyndham Sheboygan](https://images.trvl-media.com/lodging/1000000/670000/663100/663055/ea3b9a85_y.jpg) ### AmericInn by Wyndham Sheboygan 10/10 Excellent "Clean room. Pleasant/helpful staff. Good breakfast (they had run out of several things and the man working that morning was rushing to get things refilled as quickly as he could). Pool was clean and warm. " [](https://expedia.ca/Sheboygan-Hotels-AmericInn-By-Wyndham-Sheboygan.h663055.Hotel-Information) ![Best Western Stanton Inn](https://images.trvl-media.com/lodging/1000000/920000/911900/911819/3d361bf0_y.jpg) ### Best Western Stanton Inn 10/10 Excellent "Clean rooms, friendly and efficient staff, clean facilities and comfortable environment. Easy checkin and checkout. " [](https://expedia.ca/Sheboygan-Hotels-Best-Western-Stanton-Inn.h911819.Hotel-Information) ![Harbor Town Inn, BW Signature Collection](https://images.trvl-media.com/lodging/1000000/870000/861600/861528/7380bf3c_y.jpg) ### Harbor Town Inn, BW Signature Collection 10/10 Excellent "Nice staff" [](https://expedia.ca/Sheboygan-Hotels-Harbor-Town-Inn.h861528.Hotel-Information) ![Holiday Inn Manitowoc by IHG](https://images.trvl-media.com/lodging/1000000/10000/8100/8038/35a9e66c_y.jpg) ### Holiday Inn Manitowoc by IHG 10/10 Excellent "Perfect thank you!" [](https://expedia.ca/Sheboygan-Hotels-Holiday-Inn-Manitowoc.h8038.Hotel-Information) ![Grandstay Residential Suites Hotel - Sheboygan](https://images.trvl-media.com/lodging/3000000/2010000/2005100/2005043/402d6f8a_y.jpg) ### Grandstay Residential Suites Hotel - Sheboygan 10/10 Excellent "Room was very spacious. 2 bedrooms bed and pillows comfortable. Staff was nice for check in. Breakfast was adequate. As mentioned before hot plate was cold but there is a microwave to heat up your food. Place was clean. Walking distance to restaurants " [](https://expedia.ca/Sheboygan-Hotels-Grandstay-Residential-Suites-Hotel-Sheboygan.h2005043.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Cleveland? ### What is there to see and do in Cleveland? ### When is the best time to book a hotel with a pool in Cleveland? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [Hotels near Blue Harbor Resort & Conference Center Water Park ](https://www.expedia.ca/Blue-Harbor-Resort-Conference-Center-Water-Park-Hotels.0-l553248621532659437-0.Travel-Guide-Filter-Hotels) - [Manitowoc County Hotels ](https://www.expedia.ca/Destinations-In-Manitowoc-County.d553248635976430460.Hotel-Destinations) - [Luxury Hotels in Sheboygan County ](https://www.expedia.ca/Destinations-In-Sheboygan-County-Luxury-Hotel.0-0-d553248635976431805-tLuxuryHotel.Hotel-Filter-Destinations) - [Sheboygan County Hotels ](https://www.expedia.ca/Destinations-In-Sheboygan-County.d553248635976431805.Hotel-Destinations) - 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