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 - ![](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 Luxury Hotels Tonight [Nov 2 - Nov 3](https://www.expedia.ca/Hotel-Search?regionId=6059814&startDate=2025-11-02&endDate=2025-11-03&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Nov 3 - Nov 4](https://www.expedia.ca/Hotel-Search?regionId=6059814&startDate=2025-11-03&endDate=2025-11-04&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6059814&startDate=2025-11-07&endDate=2025-11-09&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6059814&startDate=2025-11-14&endDate=2025-11-16&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## 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) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/14400/14322/eab8c9b7.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) ![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/20000/14400/14322/8ec713b6.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 (1001) "Really friendly staff. Amazing spot with Lake Michigan right out back. Highly recommended." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Timothy CA $172 CA $195 total includes taxes & fees Nov 30 - Dec 1 [](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) ![Laundry room](https://images.trvl-media.com/lodging/1000000/460000/459600/459588/e8e4e2f9.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) ![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 (822) "Very clean and quiet. Excellent check in respect shown." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda CA $77 CA $88 total includes taxes & fees Nov 16 - Nov 17 [](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) ![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) ![Exterior](https://images.trvl-media.com/lodging/1000000/860000/859000/858919/fa3e9fef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Harbor Winds Hotel Sheboygan 8.6/10 Excellent (919) "We thoroughly enjoyed our stay. We will definitely stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steven CA $102 CA $116 total includes taxes & fees Dec 2 - Dec 3 [](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) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/23800/23758/ce98e1e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wingate by Wyndham Sheboygan Downtown Sheboygan 7.0/10 Good (133) "Clean, quiet area, nice room and walk in shower" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $104 CA $118 total includes taxes & fees Nov 3 - Nov 4 [](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) ![Reception](https://images.trvl-media.com/lodging/1000000/50000/43200/43143/30dcf9a0.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) ### Days Inn by Wyndham Manitowoc Manitowoc 6.8/10 (500) "Close to many events" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laurie [](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) ![Reception](https://images.trvl-media.com/lodging/1000000/870000/861600/861528/643fbd2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/870000/861600/861528/w3840h2558x0y3-5d278293.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Harbor Town Inn, BW Signature Collection Manitowoc 9.0/10 Wonderful (1031) "Very nice place, would definitely stay again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $103 CA $117 total includes taxes & fees Nov 11 - Nov 12 [](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=2025-11-17&endDate=2025-11-17®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 ![Wingate by Wyndham Sheboygan](//images.trvl-media.com/lodging/1000000/30000/23800/23758/w1406h1452x0y4-c850208b_y.jpg) ### Wingate by Wyndham Sheboygan 10/10 Excellent ".ttttttt" [](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 "Great space, terrific staff!" [](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 ### Which area of Sheboygan is best to stay in for luxury hotels? > The best area of Sheboygan for luxury hotels is along the lakefront, particularly around the Blue Harbor Resort and the adjacent areas. > > > > This area offers direct access to Lake Michigan, with many rooms providing excellent water views. It's designed for relaxation and convenience, featuring amenities like indoor water parks and often a private beach area. The lakefront promenade is great for a leisurely stroll, and it's a short walk or drive to the downtown area's shops and restaurants. > > > > Couples looking for a relaxing escape will find this area particularly appealing. The hotels here often feature spa services, fine dining options, and a tranquil setting that's great for unwinding. You're also close to the John Michael Kohler Arts Centre, known for its unique exhibitions. > > > > For families, the lakefront hotels offer a fantastic base. The presence of an indoor water park provides entertainment regardless of the weather, and the beach access means plenty of outdoor activities during warmer months. ### How much does a luxury hotel in Sheboygan cost? > Luxury hotel prices in Sheboygan vary, but you can find a great deal from CA $88 on Expedia. To find the best prices on luxury stays, be flexible with your dates—typically, off-peak and mid-week stays are cheaper. Sort your search results by "Price: low to high" to see our lowest rates. ### What luxury activities and experiences are there in Sheboygan? > While Sheboygan might not be synonymous with traditional luxury destinations, it offers unique, premium experiences for those seeking comfort and indulgence, particularly around its beautiful lakefront and culinary scene. > > > > For those looking for a premium stay, consider one of the boutique hotels along the lakefront, many of which offer rooms with stunning views of Lake Michigan. These hotels often feature high-end dining options, spa services, and access to private beaches or exclusive recreational facilities. You might find amenities like spacious suites, complimentary gourmet breakfasts, and concierge services to help arrange local activities. > > > > Food lovers can enjoy exceptional dining experiences at several establishments. Sheboygan has a growing reputation for its farm-to-table restaurants that showcase local produce and fresh seafood from the Great Lakes. Look for places offering tasting menus, extensive wine lists, and a refined atmosphere. Some of these restaurants are located overlooking the harbour, providing a scenic backdrop to your meal. > > > > Golf enthusiasts will find several outstanding courses nearby, some designed by renowned architects, offering challenging play and meticulously maintained greens. Many of these clubs also provide private lessons with professional instructors and have well-appointed clubhouses with dining and pro shops. > > > > For a unique relaxation experience, consider a private charter on Lake Michigan. You can arrange for a guided fishing trip, a leisurely sunset cruise with catering, or even a sailing lesson. ### How can I save on a luxury hotel in Sheboygan with Expedia? > There are plenty of ways to save on a luxury hotel in Sheboygan. Unlock our lowest prices by joining [One Key™](https://www.expedia.ca/welcome-one-key), Expedia's travel rewards program. It's free and easy to sign up, and you can access member perks too. Typically, booking in advance will help you save on your luxury hotel booking. If you're feeling spontaneous, be sure to check for last-minute deals. ### Is it cheaper to book a luxury Sheboygan hotel and flights as a package? > Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect [travel package](https://www.expedia.ca/Sheboygan.d6059814.Destination-Travel-Guides). ### Can I cancel my luxury hotel reservation on Expedia? > Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. 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