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) ![Getting out on the jetty to get this photo is just ONE of the perspectives you are presented with when you get down to the lake shore in Sheboygan County. Facing north, the sunrise just appeared to have so many natural colors for this long exposure. Plus, the calm waters looked even more so at 4 seconds. If you get to the eastern side of Wisconsin, in Sheboygan County, heading to the lake is a MUST.](https://images.trvl-media.com/place/6059814/6ee3f5a4-1fa9-4851-859a-f5e938844522.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by John Sukowaty # 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 [Dec 27 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6059814&startDate=2025-12-27&endDate=2025-12-28&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Dec 28 - Dec 29](https://www.expedia.ca/Hotel-Search?regionId=6059814&startDate=2025-12-28&endDate=2025-12-29&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6059814&startDate=2026-01-02&endDate=2026-01-04&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) In two weeks [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6059814&startDate=2026-01-09&endDate=2026-01-11&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Our top choices for Sheboygan luxury hotels ![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) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/21300/21295/da88c7ef.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 [](https://www.expedia.ca/Sheboygan-Hotels-The-American-Club.h21295.Hotel-Information) Kohler 9.6/10 Exceptional (233) "The shower was amazing " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patrick CA $670 CA $740 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Sheboygan-Hotels-The-American-Club.h21295.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) ![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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/40000000/39410000/39407400/39407367/4c2bc681.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 [](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) 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 $2,461 CA $4,466 total includes taxes & fees Jan 5 - Jan 6, 2026 [](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) ![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) ![Game room](https://images.trvl-media.com/lodging/94000000/93110000/93102200/93102124/c674b0cd.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) ![Restaurant](https://images.trvl-media.com/lodging/94000000/93110000/93102200/93102124/390021d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Victorian Inn Elkhart Lake Wisconsin [](https://www.expedia.ca/Elkhart-Lake-Hotels-Victorian-Inn-Elkhart-Lake-Wisconsin.h93102124.Hotel-Information) 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) ![Lobby](https://images.trvl-media.com/lodging/31000000/30470000/30467500/30467486/22527043.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/31000000/30470000/30467500/30467486/b0bb786c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/31000000/30470000/30467500/30467486/ae5bbc57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/31000000/30470000/30467500/30467486/30d70a7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Retlaw, Trademark Collection by Wyndham [](https://www.expedia.ca/Fond-Du-Lac-Hotels-Hotel-Retlaw.h30467486.Hotel-Information) Fond du Lac 9.4/10 Exceptional (873) "Friendly staff at check in." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas S CA $148 CA $168 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Fond-Du-Lac-Hotels-Hotel-Retlaw.h30467486.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/18500/18467/153c93cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/1000000/20000/18500/18467/4aa662e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/1000000/20000/18500/18467/b809c79f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/18500/18467/a2313305.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oshkosh Marriott Waterfront Hotel & Convention Center [](https://www.expedia.ca/Oshkosh-Hotels-Best-Western-Premier-Waterfront-Hotel-Convention-Center.h18467.Hotel-Information) Oshkosh 9.2/10 Wonderful (1000) "The rooms are VERY clean! The whole hotel was decorated nicely and pleasant people." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sheri CA $156 CA $183 total includes taxes & fees Jan 2 - Jan 3, 2026 [](https://www.expedia.ca/Oshkosh-Hotels-Best-Western-Premier-Waterfront-Hotel-Convention-Center.h18467.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/50000/42400/42373/abd3be49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds](https://images.trvl-media.com/lodging/1000000/50000/42400/42373/c009c4c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/50000/42400/42373/8a452816.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/42400/42373/ae6f3657.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Neenah [](https://www.expedia.ca/Neenah-Hotels-DoubleTree-By-Hilton-Neenah.h42373.Hotel-Information) Neenah 8.6/10 Excellent (1001) "The location was ideal for dining options." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas CA $145 CA $166 total includes taxes & fees Jan 8 - Jan 9, 2026 [](https://www.expedia.ca/Neenah-Hotels-DoubleTree-By-Hilton-Neenah.h42373.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1250000/1246300/1246245/dc85976e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Accessible, Non Smoking](https://images.trvl-media.com/lodging/2000000/1250000/1246300/1246245/8ad28673.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1250000/1246300/1246245/06d2e948.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1250000/1246300/1246245/f07060a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Premier Bridgewood Resort Hotel [](https://www.expedia.ca/Neenah-Hotels-Best-Western-Premier-Bridgewood-Resort-Hotel.h1246245.Hotel-Information) Neenah 9.4/10 Exceptional (708) "Great stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ashley CA $165 CA $189 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Neenah-Hotels-Best-Western-Premier-Bridgewood-Resort-Hotel.h1246245.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/4000000/3730000/3724100/3724072/aafe481e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Fireplace | Jetted tub](https://images.trvl-media.com/lodging/4000000/3730000/3724100/3724072/a5b332d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/4000000/3730000/3724100/3724072/e95c215a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Queen Bed](https://images.trvl-media.com/lodging/4000000/3730000/3724100/3724072/883d1f8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Washington House Inn [](https://www.expedia.ca/Cedarburg-Hotels-Washington-House-Inn.h3724072.Hotel-Information) Cedarburg 9.2/10 Wonderful (1002) "Location and beautiful room" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shawn [](https://www.expedia.ca/Cedarburg-Hotels-Washington-House-Inn.h3724072.Hotel-Information) ![Casa Suite](https://images.trvl-media.com/lodging/74000000/73760000/73758000/73757917/5260f3fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/74000000/73760000/73758000/73757917/52a2481d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/74000000/73760000/73758000/73757917/8cf6664b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/74000000/73760000/73758000/73757917/3c4f8e40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Braywood Inn [](https://www.expedia.ca/Oshkosh-Hotels-Braywood-Inn.h73757917.Hotel-Information) Oshkosh 9.2/10 Wonderful (26) "Great communication, nice location We will be back " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Artur CA $202 CA $232 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Oshkosh-Hotels-Braywood-Inn.h73757917.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/25900/25833/74c5f361.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds](https://images.trvl-media.com/lodging/1000000/30000/25900/25833/6440ed28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/25900/25833/adf210e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Snack bar](https://images.trvl-media.com/lodging/1000000/30000/25900/25833/952201e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Appleton [](https://www.expedia.ca/Appleton-Hotels-DoubleTree-By-Hilton-Appleton.h25833.Hotel-Information) Appleton 9.0/10 Wonderful (1380) "Great check in, fast and the warm cookie! Room was excellent. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Diane CA $137 CA $158 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Appleton-Hotels-DoubleTree-By-Hilton-Appleton.h25833.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=2026-01-10&endDate=2026-01-11®ionId=6059814&adults=2&sort=LUXURY&star=40,50&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](https://images.trvl-media.com/lodging/1000000/30000/23800/23758/w1406h1452x0y4-c850208b_y.jpg) ### Wingate by Wyndham Sheboygan 10/10 Excellent "Good workout room." [](https://expedia.ca/Sheboygan-Hotels-Econo-Lodge.h23758.Hotel-Information) ![Harbor Winds Hotel](https://images.trvl-media.com/lodging/1000000/860000/859000/858919/7355c06d_y.jpg) ### Harbor Winds Hotel 10/10 Excellent "Shower worth 5 stars alone, water pressure was 🔥" [](https://expedia.ca/Sheboygan-Hotels-Harbor-Winds-Hotel-Sheboygan.h858919.Hotel-Information) ![Super 8 by Wyndham Sheboygan WI](https://images.trvl-media.com/lodging/1000000/460000/459600/459588/867b9b96_y.jpg) ### Super 8 by Wyndham Sheboygan WI 10/10 Excellent "It was great" [](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? > 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? ### What luxury activities and experiences are there in Sheboygan? > 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? ### Is it cheaper to book a luxury Sheboygan hotel and flights as a package? ### Can I cancel my luxury hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [Beach Hotel Hotels in Belgium ](https://www.expedia.ca/Belgium-Hotels-Beach-Hotel.0-0-d184176-tBeachHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Belgium ](https://www.expedia.ca/Belgium-Hotels-Cheap-Hotels.0-0-d184176-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Belgium ](https://www.expedia.ca/Belgium-Hotels-Hotel-With-Pool.0-0-d184176-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Belgium ](https://www.expedia.ca/Belgium-Hotels-Luxury-Hotel.0-0-d184176-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Belgium ](https://www.expedia.ca/Belgium-Hotels-Spa-Hotel.0-0-d184176-tSpaHotel.Travel-Guide-Filter-Hotels) - 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