Title: Book the Best Sheboygan Ski Hotels in 2025 from CA $98 | Expedia.ca [Hotels in Sheboygan](https://expedia.ca/Sheboygan-Hotels.d6059814.Travel-Guide-Hotels)[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)[Sheboygan Car Rentals](https://expedia.ca/Car-Rentals-In-Sheboygan.d6059814.Car-Rental-Guide)[Sheboygan Vacation Packages](https://expedia.ca/Sheboygan.d6059814.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/7f3f9b687c1d6e62465acab73585ba2b.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by ed lee schneider # Find Ski Hotels in Sheboygan, WI from CA $98 ![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 Sheboygan Ski Hotels Tonight [Sep 29 - Sep 30](https://www.expedia.ca/Hotel-Search?regionId=6059814&startDate=2025-09-29&endDate=2025-09-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 30 - Oct 1](https://www.expedia.ca/Hotel-Search?regionId=6059814&startDate=2025-09-30&endDate=2025-10-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6059814&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6059814&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Sheboygan Ski Hotels ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2610000/2609900/2609878/df52e09d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/3000000/2610000/2609900/2609878/13c0526b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2610000/2609900/2609878/w3836h2556x0y3-18ab5d5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2610000/2609900/2609878/51fee9b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AmericInn by Wyndham Green Bay East Green Bay 9.0/10 Wonderful (1010) "the hotel was quaint, and conveniently located" CA $121 CA $140 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Green-Bay-Hotels-AmericInn-By-Wyndham-Green-Bay-East.h2609878.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/8400/8327/311d6f43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/8400/8327/3fd56169.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/8400/8327/4bc1cc01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/10000/8400/8327/968286d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Green Bay Stadium Area Green Bay 8.6/10 Excellent (765) "The location and convenience of the hotel were perfect for our stay. Everything was clean and well cared for. We enjoyed our stay there." CA $93 CA $107 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Green-Bay-Hotels-Fairfield-Inn-By-Marriott-Green-Bay.h8327.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/40000/40000/39973/7c15bc45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/40000/40000/39973/81308bd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Double Beds, Accessible, Non Smoking](https://images.trvl-media.com/lodging/1000000/40000/40000/39973/31dabe78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free continental breakfast on weekdays](https://images.trvl-media.com/lodging/1000000/40000/40000/39973/640c1c77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AmericInn by Wyndham Plymouth Plymouth 8.6/10 Excellent (425) "Was a decent place to stay" CA $129 CA $147 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Sheboygan-Hotels-AmericInn-By-Wyndham-Plymouth.h39973.Hotel-Information) ![TV, pay movies](https://images.trvl-media.com/lodging/1000000/460000/459900/459811/3836973d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family dining](https://images.trvl-media.com/lodging/1000000/460000/459900/459811/c0939f75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/460000/459900/459811/61d12035.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/460000/459900/459811/29ab8a3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baymont by Wyndham Oshkosh Airport Oshkosh 8.8/10 Excellent (88) " The hotel was convenient to my travel, reasonably priced and clean with the amentities I needed." CA $111 CA $128 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Oshkosh-Hotels-Super-8-By-Wyndham-Oshkosh-Airport.h459811.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) ![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) ![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) ### Victorian Inn Elkhart Lake Wisconsin Elkhart Lake 8.8/10 Excellent (3) "Perfect location, great amenities." CA $93 CA $796 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Elkhart-Lake-Hotels-Victorian-Inn-Elkhart-Lake-Wisconsin.h93102124.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/107000000/106300000/106297100/106297082/37e976cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106300000/106297100/106297082/8ada8164.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106300000/106297100/106297082/1a4660e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106300000/106297100/106297082/f5d081a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bonne Belle Motel Kewaskum 8.2/10 Very good (41) "Convenient stay for our travel plans." CA $92 CA $98 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Kewaskum-Hotels-Bonne-Belle-Motel.h106297082.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/21300/21295/fe26d0b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/21300/21295/da88c7ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Frette Italian sheets, premium bedding, down comforters, minibar](https://images.trvl-media.com/lodging/1000000/30000/21300/21295/9c299a55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/30000/21300/21295/11b9d380.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The American Club Kohler 9.6/10 Exceptional (231) "Lovely accommodations. " CA $539 CA $596 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Sheboygan-Hotels-The-American-Club.h21295.Hotel-Information) ![Ice skating](https://images.trvl-media.com/lodging/1000000/200000/197900/197890/9c5f3d9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/200000/197900/197890/208e4f0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bicycling](https://images.trvl-media.com/lodging/1000000/200000/197900/197890/30707969.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily full breakfast for a fee](https://images.trvl-media.com/lodging/1000000/200000/197900/197890/cdd653d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Osthoff Resort Elkhart Lake 9.2/10 Wonderful (404) "Very pretty Hotel! The grounds were well maintained and beautiful! The staff was very friendly!" CA $290 CA $335 total includes taxes & fees Oct 3 - Oct 4 [](https://www.expedia.ca/Sheboygan-Hotels-The-Osthoff-Resort.h197890.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/67000000/66300000/66298400/66298380/ed393a61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/67000000/66300000/66298400/66298380/20f696ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66300000/66298400/66298380/4a0cc7a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/67000000/66300000/66298400/66298380/w1023h765x0y0-b5ab676f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gleason's Chouse Campbellsport 10/10 Exceptional (39) "The house was such a unique and fun place to stay, we had such a great weekend and experience there. My spouse is already talking about coming back someday soon. The neighborhood felt safe and it was easy to get around to any place we needed to. It was clean and stocked with extra amenities that anyone might need on a trip. " CA $188 CA $265 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Sheboygan-Hotels-Gleasons-Chouse.h66298380.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/40000000/39410000/39407400/39407367/5e60fbb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/40000000/39410000/39407400/39407367/74980f0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/40000000/39410000/39407400/39407367/d6af5b8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/40000000/39410000/39407400/39407367/a41d130e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best House in Wisconsin! Live like a STAR! VRBO Luxury! Huge Bar & Movie Theater Fond du Lac 10/10 Exceptional (1) "Our large family had a magical Christmas! Our beautifully decorated rented home had everything we needed . We were all very comfortable during the day and night time sleeping . We had private spaces and family get together areas ." CA $2,508 CA $4,552 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Fond-Du-Lac-Hotels-Best-House-In-Wisconsin-Live-Like-A-STAR-VRBO-Luxury-Huge-Bar-Movie-Theater.h39407367.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. 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[Car rental Kohler](https://www.expedia.ca/Car-Rentals-In-Kohler.d8176.Car-Rental-Guide) - [Car rental Sheboygan Falls](https://www.expedia.ca/Car-Rentals-In-Sheboygan-Falls.d55959.Car-Rental-Guide) - [Hertz Rental Cars in Sheboygan Falls](https://www.expedia.ca/Hertz-Car-Rentals-In-Sheboygan-Falls.d55959-c40.Car-Rental-Guide-Suppliers) - [Suv Car Rentals in Kohler](https://www.expedia.ca/SUV-Car-Rentals-In-Kohler.d8176-tSUV.Car-Rental-Guide-Class) - [Book Ski Hotels in Sheboygan on Expedia.com](https://www.expedia.com/Sheboygan-Hotels-Ski-Hotel.0-0-d6059814-tSkiHotel.Travel-Guide-Filter-Hotels)