Title: Book the Best Downtown Sheboygan LUXURY Hotels - Upscale Hotels in Downtown Sheboygan, Sheboygan | 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/luxury.jpeg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Luxury Hotels in Downtown Sheboygan, Sheboygan ![](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 Luxury Hotels Tonight [Oct 13 - Oct 14](https://www.expedia.ca/Hotel-Search?regionId=553248635976471086&startDate=2025-10-13&endDate=2025-10-14&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=553248635976471086&startDate=2025-10-14&endDate=2025-10-15&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976471086&startDate=2025-10-17&endDate=2025-10-19&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976471086&startDate=2025-10-24&endDate=2025-10-26&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Downtown Sheboygan Luxury Hotels ## Top Downtown Sheboygan Hotel Reviews ![Wingate by Wyndham Sheboygan](//images.trvl-media.com/lodging/1000000/30000/23800/23758/w1406h1452x0y4-c850208b_y.jpg) ### Wingate by Wyndham Sheboygan 10/10 Excellent "It was centrally located in a safe clean environment " [](https://expedia.ca/Sheboygan-Hotels-Econo-Lodge.h23758.Hotel-Information) ![Harbor Winds Hotel](//images.trvl-media.com/lodging/1000000/860000/859000/858919/7355c06d_y.jpg) ### Harbor Winds Hotel 10/10 Excellent "The location was convenient to the many things to do in Sheboygan. The woman at check in was friendly. The room was nice, though a little dusty and there was makeup on one of the towels, as well as a long white hair on a lamp. Overall was nice stay despite those minor issues. " [](https://expedia.ca/Sheboygan-Hotels-Harbor-Winds-Hotel-Sheboygan.h858919.Hotel-Information) ![Super 8 by Wyndham Sheboygan WI](//images.trvl-media.com/lodging/1000000/460000/459600/459588/867b9b96_y.jpg) ### Super 8 by Wyndham Sheboygan WI 10/10 Excellent "Every thing went quickly from parking to check in. The room.was clean and we are comfortable. Thank you!" [](https://expedia.ca/Sheboygan-Hotels-Super-8-By-Wyndham-Sheboygan-WI.h459588.Hotel-Information) ## Frequently asked questions ### Are you searching for the perfect hotel for your luxury holiday in Downtown Sheboygan? > Amenities are an important consideration when you plan a vacation, so we make it easy to get what you want to make your stay relaxing and comfortable. If you want a posh hotel that has fine dining, a spa, or several swimming pools, Expedia can help you find the best luxury hotel experience that Downtown Sheboygan has to offer. Downtown Sheboygan has some interesting things to see and do including Stefanie H. Weill Center for the Performing Arts and John Michael Kohler Arts Center, so you might want to take in the local sights during your visit. ### What's there to see and do in Downtown Sheboygan? > Experience all that Downtown Sheboygan has to offer when you visit Stefanie H. Weill Center for the Performing Arts, John Michael Kohler Arts Center, and Above & Beyond Children's Museum. 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