Title: Book the Best Sheboygan Ski Hotels in 2025 from CA $101 | 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 $101 ![](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 Sheboygan Ski Hotels Tonight [Oct 30 - Oct 31](https://www.expedia.ca/Hotel-Search?regionId=6059814&startDate=2025-10-30&endDate=2025-10-31&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 31 - Nov 1](https://www.expedia.ca/Hotel-Search?regionId=6059814&startDate=2025-10-31&endDate=2025-11-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6059814&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6059814&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Sheboygan Ski Hotels ![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) ![Luxury Condo | Terrace/patio](https://images.trvl-media.com/lodging/94000000/93110000/93102200/93102124/bcb1f1b3.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) ![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." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deirdre [](https://www.expedia.ca/Elkhart-Lake-Hotels-Victorian-Inn-Elkhart-Lake-Wisconsin.h93102124.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) ![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) ![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) ### AmericInn by Wyndham Plymouth Plymouth 8.6/10 Excellent (430) "Was a decent place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen CA $129 CA $147 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Sheboygan-Hotels-AmericInn-By-Wyndham-Plymouth.h39973.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) ![Smart TV, DVD player, video library](https://images.trvl-media.com/lodging/67000000/66300000/66298400/66298380/36f2ca12.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) ### Gleason's Chouse Campbellsport 10/10 Exceptional (41) "This ‘chouse’ is so unique! Lovingly restored and beautifully decorated. Exceptional cleanliness and care for the comfort and enjoyment of their guests. We look forward to returning!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debra CA $188 CA $269 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Sheboygan-Hotels-Gleasons-Chouse.h66298380.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) ![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) ![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) ![Aerial view](https://images.trvl-media.com/lodging/1000000/200000/197900/197890/656c884a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Osthoff Resort Elkhart Lake 9.2/10 Wonderful (417) "A great place to stay, they just need to work on maintenance and cleaning of the rooms." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alan [](https://www.expedia.ca/Sheboygan-Hotels-The-Osthoff-Resort.h197890.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 ." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brenda J. CA $2,510 CA $4,546 total includes taxes & fees Nov 5 - Nov 6 [](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) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/21300/21295/fe26d0b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bars/lounges](https://images.trvl-media.com/lodging/1000000/30000/21300/21295/586e0e90.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) ![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) ### The American Club Kohler 9.6/10 Exceptional (231) "Lovely accommodations. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah CA $615 CA $680 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Sheboygan-Hotels-The-American-Club.h21295.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83450000/83447100/83447035/9780c3c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/84000000/83450000/83447100/83447035/15dd758f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/84000000/83450000/83447100/83447035/4fa300b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/84000000/83450000/83447100/83447035/5109c679.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private, Spacious Property, Hot Tub, Sleeps 9, EV Charger Cascade 10/10 Exceptional (33) "Such a gem of a place! Beautiful and amazing property and so well appointed! Highly recommend - host is extremely accommodating, wonderful communication and kind. Master bedroom is like a penthouse suite! We are already planning our next stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa W. CA $358 CA $684 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Cascade-Hotels-Indoor-Sauna.h83447035.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/24000000/23280000/23272400/23272303/79870c30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23280000/23272400/23272303/9c1b625d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23280000/23272400/23272303/0cfdaae5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/24000000/23280000/23272400/23272303/9ad5c725.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lake Michigan views! Complimentary housekeeping with monthly stays Mar-Apr. Two Rivers 9.8/10 Exceptional (154) "This rental gave us a home away from home with a gorgeous view of the lake from several of the rooms. It had everything we needed and more. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda K. CA $489 CA $850 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Two-Rivers-Hotels-Lake-Michigan-Views-Complimentary-Housekeeping-With-Monthly-Stays-Mar-Apr.h23272303.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/24000000/23560000/23559800/23559778/8b61fab5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, table tennis, books, music library](https://images.trvl-media.com/lodging/24000000/23560000/23559800/23559778/ac0553ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23560000/23559800/23559778/9b2968a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, table tennis, books, music library](https://images.trvl-media.com/lodging/24000000/23560000/23559800/23559778/02b50448.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy home near Lake Michigan. Easy drive to Green Bay, Door County & Sheboygan. Two Rivers 9.8/10 Exceptional (70) "The place worked out perfect for our needs" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul S. CA $404 CA $518 total includes taxes & fees Nov 29 - Nov 30 [](https://www.expedia.ca/Two-Rivers-Hotels-Cozy-Home-Near-Lake-Michigan-Easy-Drive-To-Green-Bay.h23559778.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/8400/8327/4bc1cc01.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) ![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 (798) "Good clean place for a stay on your way somewhere else. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Letha CA $88 CA $101 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Green-Bay-Hotels-Fairfield-Inn-By-Marriott-Green-Bay.h8327.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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[B&B in Plymouth](https://www.expedia.ca/Plymouth-Bed-And-Breakfast.d55905-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in Plymouth](https://www.expedia.ca/Plymouth-Guest-Houses.d55905-aaGuestHouses.Travel-Guide-Accommodation) - [Cheap Hotels in Plymouth](https://www.expedia.ca/Plymouth-Hotels-Cheap-Hotels.0-0-d55905-tCheapHotels.Travel-Guide-Filter-Hotels) - [Historic Hotels in Plymouth](https://www.expedia.ca/Plymouth-Hotels-Historic-Hotel.0-0-d55905-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in Plymouth](https://www.expedia.ca/Plymouth-Hotels-Hotels-With-Hot-Tubs.0-0-d55905-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Hotels with an Indoor Pool in Plymouth](https://www.expedia.ca/Plymouth-Hotels-Hotels-With-Indoor-Pool.0-0-d55905-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Plymouth](https://www.expedia.ca/Plymouth-Hotels-Luxury-Hotel.0-0-d55905-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Plymouth Hotels](https://www.expedia.ca/Plymouth-Hotels.d55905.Travel-Guide-Hotels) - 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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)