Title: Book the Best Sheboygan LUXURY Hotels - Upscale Hotels in Sheboygan, WI | 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 luxury hotels in Sheboygan, WI ![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 Luxury Hotels Tonight [Sep 29 - Sep 30](https://www.expedia.ca/Hotel-Search?regionId=6059814&startDate=2025-09-29&endDate=2025-09-30&adults=2&propertyStyle=LUXURY&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&propertyStyle=LUXURY&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&propertyStyle=LUXURY&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&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Sheboygan Luxury Hotels ![Dining](https://images.trvl-media.com/lodging/1000000/20000/14400/14322/640fed6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/20000/14400/14322/85bf6e65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/14400/14322/eab8c9b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/14400/14322/d3a03deb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn on Maritime Bay, an Ascend Collection Hotel Manitowoc 7.6/10 Good (1010) "Front desk staff was very knowledgeable about the area and very welcoming" CA $197 CA $224 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Sheboygan-Hotels-Baymont-By-Wyndham-Manitowoc-Lakefront.h14322.Hotel-Information) ![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/1000000/460000/459600/459588/867b9b96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/460000/459600/459588/ca7827f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free toiletries, hair dryer, towels](https://images.trvl-media.com/lodging/1000000/460000/459600/459588/90b4ed6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/460000/459600/459588/c9157b9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Sheboygan WI Sheboygan 6.6/10 (821) "Clean and quiet" CA $89 CA $101 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Sheboygan-Hotels-Super-8-By-Wyndham-Sheboygan-WI.h459588.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/860000/859000/858919/7355c06d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/860000/859000/858919/w1865h1060x0y0-6ebc06bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/860000/859000/858919/fa3e9fef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/860000/859000/858919/9ef9feaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Harbor Winds Hotel Sheboygan 8.6/10 Excellent (909) "We thoroughly enjoyed our stay. We will definitely stay here again." CA $170 CA $194 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Sheboygan-Hotels-Harbor-Winds-Hotel-Sheboygan.h858919.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/30000/23800/23758/w1406h1452x0y4-c850208b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Double Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/30000/23800/23758/0ac72460.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/23800/23758/90d68010.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/30000/23800/23758/8452328b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wingate by Wyndham Sheboygan Downtown Sheboygan 7.0/10 Good (118) "Staff was very polite and parking was easy" CA $100 CA $114 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Sheboygan-Hotels-Econo-Lodge.h23758.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/1000000/50000/43200/43143/08485034.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/1000000/50000/43200/43143/2df18460.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/50000/43200/43143/5b4e5a17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/43200/43143/0df98b62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Manitowoc Manitowoc 6.8/10 (500) "Close to many events" [](https://www.expedia.ca/Sheboygan-Hotels-Econo-Lodge.h43143.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/870000/861600/861528/7380bf3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/870000/861600/861528/f4485add.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/870000/861600/861528/w3840h2557x0y4-3c0809d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/1000000/870000/861600/861528/4c363b55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Harbor Town Inn, BW Signature Collection Manitowoc 9.0/10 Wonderful (1050) "Very nice place, would definitely stay again" CA $102 CA $116 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Sheboygan-Hotels-Harbor-Town-Inn.h861528.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=2025-10-13&endDate=2025-10-14®ionId=6059814&adults=2&star=50&sort=RECOMMENDED&openPlayBack=true) ## Find out more about Sheboygan ### Sheboyganand its attractions for luxury travelers Sheboygan, Wisconsin, offers a delightful blend of luxury and adventure for discerning travellers. Begin your visit with a round of golf at the prestigious Blackwolf Run, renowned for its stunning courses and breathtaking landscapes that challenge even the most seasoned players. For a taste of local culture, the John Michael Kohler Arts Center presents a captivating array of exhibitions and performances, making it a perfect venue for art enthusiasts to immerse themselves in contemporary and folk art. Nature lovers can indulge in a serene day at the picturesque Kohler-Andrae State Park, where pristine beaches and tranquil hiking trails await, providing a peaceful retreat for families. The Sheboygan Riverfront is another gem, offering charming shops and gourmet dining experiences, including waterfront views that enhance your culinary adventures. For a luxurious stay, the Harbor Centre area boasts high-end accommodations such as The American Club Resort Hotel, known for its world-class spa and fine dining options, ensuring that every aspect of your stay is nothing short of exceptional. Here, you'll find attentive service and a welcoming atmosphere, perfect for unwinding after a day of exploration. ## Top Sheboygan Hotel Reviews ![Harbor Winds Hotel](//images.trvl-media.com/lodging/1000000/860000/859000/858919/7355c06d_y.jpg) ### Harbor Winds Hotel 10/10 Excellent "Delilah was very welcoming when we arrived. When we told her that we were going fishing in the morning, she made sure the breakfast bar and a fresh pot of coffee was ready for us - that was 4:00am! We will definitely stay here again." [](https://expedia.ca/Sheboygan-Hotels-Harbor-Winds-Hotel-Sheboygan.h858919.Hotel-Information) ![Wingate by Wyndham Sheboygan](//images.trvl-media.com/lodging/1000000/30000/23800/23758/w1406h1452x0y4-c850208b_y.jpg) ### Wingate by Wyndham Sheboygan 10/10 Excellent "Our room was clean and comfy. If you stay here eat at the Japanese restaurant around the corner, it was great!" [](https://expedia.ca/Sheboygan-Hotels-Econo-Lodge.h23758.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 looking for a luxury hotel for your stay in Sheboygan? > Amenities are important 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 an upscale hotel that has fine dining, a spa, or several swimming pools, Expedia can assist you in finding the best luxury hotel experience that Sheboygan has to offer. Known for its marinas and riverfront, Sheboygan also has some interesting things to see and do including Lake Michigan, so you may want to take in the local sights during your visit. ### When can I expect good weather in Sheboygan? > Planning for the weather is a good way to make your trip to Sheboygan relaxing and enjoyable, especially when you're splurging. The hottest months are usually August and July with an average temp of 67°F, while the coldest months are February and January with an average of 27°F. The snowiest months in Sheboygan are January, March, February, and October, with each month seeing an average of 7 inches of snowfall. ### What's there to see and do in Sheboygan? > Enjoy Sheboygan and visit Lake Michigan, John Michael Kohler Arts Center, and Stefanie H. Weill Center for the Performing Arts. 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[Hotels with Tennis Courts in Wisconsin Dells](https://www.expedia.ca/Wisconsin-Dells-Hotels-Hotels-With-Tennis-Courts.0-0-d6059846-tHotelswithTennisCourts.Travel-Guide-Filter-Hotels) - [Flights to Kohler](https://www.expedia.ca/Cheap-Flights-To-Kohler.d8176.Travel-Guide-Flights) - [Flights to Plymouth](https://www.expedia.ca/Cheap-Flights-To-Plymouth.d55905.Travel-Guide-Flights) - [Flights to Sheboygan Falls](https://www.expedia.ca/Cheap-Flights-To-Sheboygan-Falls.d55959.Travel-Guide-Flights) - [Flights from Kohler](https://www.expedia.ca/lp/flights/8176/flights-from-kohler) - [Flights from Columbus (CMH) to Sheboygan (SBM)](https://www.expedia.ca/lp/flights/cmh/sbm/columbus-to-sheboygan) - [Flights from Indiana (IDI) to Sheboygan (SBM)](https://www.expedia.ca/lp/flights/idi/sbm/indiana-to-sheboygan) - [Flights from Minneapolis (MSP) to Sheboygan (SBM)](https://www.expedia.ca/lp/flights/msp/sbm/minneapolis-to-sheboygan) - [Flights from Chicago (ORD) to Sheboygan (SBM)](https://www.expedia.ca/lp/flights/ord/sbm/chicago-to-sheboygan) - [Flights from Savannah (SAV) to Sheboygan (SBM)](https://www.expedia.ca/lp/flights/sav/sbm/savannah-to-sheboygan) - [Flights from Orlando (SFB) to Sheboygan (SBM)](https://www.expedia.ca/lp/flights/sfb/sbm/orlando-to-sheboygan) - [Flights from Edmonton (YXD) to Sheboygan (SBM)](https://www.expedia.ca/lp/flights/yxd/sbm/edmonton-to-sheboygan) - [Blue Harbor Resort & Conference Center Water Park](https://www.expedia.ca/Blue-Harbor-Resort-Conference-Center-Water-Park-Sheboygan.d553248621532659437.Vacation-Attraction) - [Cleveland Vacations](https://www.expedia.ca/Cleveland.d3000461538.Destination-Travel-Guides) - [Visit Johnsonville](https://www.expedia.ca/Johnsonville.dx553248635975866500) - [Oostburg Vacations](https://www.expedia.ca/Oostburg.d3000461927.Destination-Travel-Guides) - [Visit Oostburg](https://www.expedia.ca/Oostburg.dx3000461927) - [The Bull at Pinehurst Farms Golf Course](https://www.expedia.ca/The-Bull-At-Pinehurst-Farms-Golf-Course-Sheboygan-Falls.d6199618.Vacation-Attraction) - [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 Luxury Hotels in Sheboygan on Expedia.com](https://www.expedia.com/Sheboygan-Hotels-Luxury-Hotel.0-0-d6059814-tLuxuryHotel.Travel-Guide-Filter-Hotels)