Title: Book the Best Hotels with INDOOR POOL in Downtown Sheboygan in 2026 | Expedia.ca [Downtown Sheboygan Travel Guide](https://expedia.ca/Sheboygan-Downtown-Sheboygan.dx553248635976471086)[Vacation Rentals in Sheboygan](https://expedia.ca/Sheboygan-Vacation-Rentals.d6059814.Travel-Guide-VacationRentals)[Flights to Sheboygan](https://expedia.ca/Cheap-Flights-To-Sheboygan.d6059814.Travel-Guide-Flights)[Downtown Sheboygan Car Rentals](https://expedia.ca/Car-Rentals-In-Downtown-Sheboygan.d553248635976471086.Car-Rental-Guide)[Downtown Sheboygan Vacations](https://expedia.ca/Downtown-Sheboygan.d553248635976471086.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/indoorpool.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/indoorpool.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 Downtown Sheboygan Hotels with an Indoor Pool Tonight [Jan 28 - Jan 29](https://www.expedia.ca/Hotel-Search?regionId=553248635976471086&startDate=2026-01-28&endDate=2026-01-29&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 29 - Jan 30](https://www.expedia.ca/Hotel-Search?regionId=553248635976471086&startDate=2026-01-29&endDate=2026-01-30&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=553248635976471086&startDate=2026-01-30&endDate=2026-02-01&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248635976471086&startDate=2026-02-06&endDate=2026-02-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Downtown Sheboygan hotels with an indoor pool ![Lobby](https://images.trvl-media.com/lodging/3000000/2010000/2005100/2005043/402d6f8a.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) ![Exterior](https://images.trvl-media.com/lodging/3000000/2010000/2005100/2005043/7d1d214a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2010000/2005100/2005043/c594ba7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grandstay Residential Suites Hotel - Sheboygan [](https://www.expedia.ca/Sheboygan-Hotels-Grandstay-Residential-Suites-Hotel-Sheboygan.h2005043.Hotel-Information) Downtown Sheboygan 8.6/10 Excellent (1,019 reviews) "Great start!! Will be back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Venir CA $148 CA $169 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Sheboygan-Hotels-Grandstay-Residential-Suites-Hotel-Sheboygan.h2005043.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/23800/23758/90d68010.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/30000/23800/23758/75b9f0fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/1000000/30000/23800/23758/w2999h2000x1y0-ff27c040.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Double Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/30000/23800/23758/dd22d957.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wingate by Wyndham Sheboygan [](https://www.expedia.ca/Sheboygan-Hotels-Econo-Lodge.h23758.Hotel-Information) Downtown Sheboygan 7.0/10 Good (153 reviews) "Room was clean, staff was very nice, and accommodating." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) NICK CA $85 CA $96 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Sheboygan-Hotels-Econo-Lodge.h23758.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/45000000/44220000/44215800/44215800/3710b45a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/45000000/44220000/44215800/44215800/ebb68251.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Multiple Beds](https://images.trvl-media.com/lodging/45000000/44220000/44215800/44215800/b7c6021c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/45000000/44220000/44215800/44215800/b0fe045a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Sheboygan [](https://www.expedia.ca/Sheboygan-Hotels-Fairfield-Inn-Suites-By-Marriott-Sheboygan.h44215800.Hotel-Information) Sheboygan 9.4/10 Exceptional (266 reviews) "The room was clean. Staff was very friendly. Complimentary breakfast was excellent. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ronald CA $126 CA $143 total includes taxes & fees Feb 6 - Feb 7 [](https://www.expedia.ca/Sheboygan-Hotels-Fairfield-Inn-Suites-By-Marriott-Sheboygan.h44215800.Hotel-Information) ![Free buffet breakfast](https://images.trvl-media.com/lodging/1000000/50000/43200/43134/5bd5721d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/43200/43134/113a8b71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/43200/43134/8bb93e55.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) ### 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 (378 reviews) "Room spotless, was well communicated about room changed before hand, breakfast was on point." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) cheng CA $107 CA $121 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Sheboygan-Hotels-Holiday-Inn-Express-Sheboygan-Kohler.h43134.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/670000/663100/663055/ea3b9a85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/670000/663100/663055/64a03ce5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/670000/663100/663055/cecf40fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/670000/663100/663055/229603a6.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 (1,005 reviews) "Room was clean food was ok" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rosa CA $97 CA $110 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Sheboygan-Hotels-AmericInn-By-Wyndham-Sheboygan.h663055.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106210000/106204500/106204410/adff2eef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, 2 Queen Beds](https://images.trvl-media.com/lodging/107000000/106210000/106204500/106204410/e718a7ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106210000/106204500/106204410/4b2cb073.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/107000000/106210000/106204500/106204410/e5e78734.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home2 Suites By Hilton Sheboygan [](https://www.expedia.ca/Sheboygan-Hotels-Home2-Suites-By-Hilton-Sheboygan.h106204410.Hotel-Information) Sheboygan 9.6/10 Exceptional (96 reviews) "The staff, room, pool and breakfast was great. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alex CA $144 CA $163 total includes taxes & fees Feb 7 - Feb 8 [](https://www.expedia.ca/Sheboygan-Hotels-Home2-Suites-By-Hilton-Sheboygan.h106204410.Hotel-Information) ![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/1000000/930000/921400/921389/3b0311b7.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/da9441d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, cribs/infant beds](https://images.trvl-media.com/lodging/1000000/930000/921400/921389/430a1bfc.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 (152 reviews) "Hot tub was great. Beds were very comfortable " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) susan CA $103 CA $117 total includes taxes & fees Feb 2 - Feb 3 [](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/d2dbf303.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pillowtop beds, in-room safe, individually furnished, desk](https://images.trvl-media.com/lodging/1000000/20000/18000/17917/f3ec0cd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite 1 Queen NSmk Sofabed No Pets](https://images.trvl-media.com/lodging/1000000/20000/18000/17917/49d3283f.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/e14acc4b.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 (751 reviews) "The breakfast options were amazing. Love the pool area" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brionna CA $97 CA $110 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Sheboygan-Hotels-Quality-Inn.h17917.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) ![Luxury Room, 1 King Bed](https://images.trvl-media.com/lodging/71000000/70550000/70542900/70542875/7aee590b.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) ![Lounge](https://images.trvl-media.com/lodging/71000000/70550000/70542900/70542875/9d4d02e6.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 (345 reviews) "Great rooms and awesome staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tasha CA $84 CA $93 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/Sheboygan-Falls-Hotels-AmeriVu-Inn-Suites.h70542875.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) ![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) ![Free breakfast](https://images.trvl-media.com/lodging/2000000/1070000/1062800/1062718/65535b8d.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 (570 reviews) "Great place to Stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marvin CA $158 CA $179 total includes taxes & fees Jan 29 - Jan 30 [](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=2026-02-11&endDate=2026-02-12®ionId=553248635976471086&adults=2&property_amenities_group_explore=indoor_pool&sort=RECOMMENDED&openPlayBack=true) ## Top Downtown Sheboygan Hotel Reviews ![The Osthoff Resort](https://images.trvl-media.com/lodging/1000000/200000/197900/197890/9c5f3d9b_y.jpg) ### The Osthoff Resort 10/10 Excellent "The staff is always wonderful and the resort is very well kept and gorgeous " [](https://expedia.ca/Sheboygan-Hotels-The-Osthoff-Resort.h197890.Hotel-Information) ![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 "Location was convenient and easy to find. Check-in staff was friendly and welcoming. I found the room to be extremely clean and smelling fresh. The bed was very comfortable and allowed me a good night’s rest. Appreciate the laminate flooring and lack of carpet - gives it a much more sanitary feel. Will definitely consider this location again in the future." [](https://expedia.ca/Sheboygan-Hotels-Sleep-Inn-Suites-Sheboygan-I-43.h921389.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 "Couldn’t complain. " [](https://expedia.ca/Sheboygan-Hotels-AmericInn-By-Wyndham-Sheboygan.h663055.Hotel-Information) ![Wingate by Wyndham Sheboygan](https://images.trvl-media.com/lodging/1000000/30000/23800/23758/w1406h1452x0y4-c850208b_y.jpg) ### Wingate by Wyndham Sheboygan 10/10 Excellent "Pleasant " [](https://expedia.ca/Sheboygan-Hotels-Econo-Lodge.h23758.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 "Great start!! Will be back!" [](https://expedia.ca/Sheboygan-Hotels-Grandstay-Residential-Suites-Hotel-Sheboygan.h2005043.Hotel-Information) ![AmericInn by Wyndham Plymouth](https://images.trvl-media.com/lodging/1000000/40000/40000/39973/7c15bc45_y.jpg) ### AmericInn by Wyndham Plymouth 10/10 Excellent "Yes. All was good! We will probably stay there again soon." [](https://expedia.ca/Sheboygan-Hotels-AmericInn-By-Wyndham-Plymouth.h39973.Hotel-Information) ![Holiday Inn Express Sheboygan-Kohler by IHG](https://images.trvl-media.com/lodging/1000000/50000/43200/43134/a3806c9c_y.jpg) ### Holiday Inn Express Sheboygan-Kohler by IHG 10/10 Excellent "Room spotless, was well communicated about room changed before hand, breakfast was on point." [](https://expedia.ca/Sheboygan-Hotels-Holiday-Inn-Express-Sheboygan-Kohler.h43134.Hotel-Information) ![Blue Harbor Resort and Conference Center](https://images.trvl-media.com/lodging/2000000/1180000/1180000/1179943/8a88669b_y.jpg) ### Blue Harbor Resort and Conference Center 10/10 Excellent "Checking in and out very efficient. Rooms were clean. Water park very well staffed" [](https://expedia.ca/Sheboygan-Hotels-Blue-Harbor-Resort-And-Spa.h1179943.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) ## Frequently asked questions ### What are a few of the best hotels in Downtown Sheboygan that offer indoor pools? ### What is there to do in Downtown Sheboygan? ### Why should I choose a hotel with an indoor pool for my stay in Downtown Sheboygan? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Hotels near Blackwolf Run ](https://www.expedia.ca/Blackwolf-Run-Hotels.0-l6093963-0.Travel-Guide-Filter-Hotels) - [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) - [Farmstay in Cleveland ](https://www.expedia.ca/Cleveland-Agritourism.d3000461538-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Cleveland ](https://www.expedia.ca/Cleveland-Apart-Hotels.d3000461538-aaApartHotels.Travel-Guide-Accommodation) - 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