Title: Book the Best Madeline Island LUXURY Hotels - Upscale Hotels in Madeline Island, WI | Expedia.ca [Madeline Island Travel Guide](https://expedia.ca/Madeline-Island.dx553248635083902716)[Hotels in Madeline Island](https://expedia.ca/Madeline-Island-Hotels.d553248635083902716.Travel-Guide-Hotels)[Vacation Rentals in Madeline Island](https://expedia.ca/Madeline-Island-Vacation-Rentals.d553248635083902716.Travel-Guide-VacationRentals)[Flights to Madeline Island](https://expedia.ca/Cheap-Flights-To-Madeline-Island.d553248635083902716.Travel-Guide-Flights)[Madeline Island Car Rentals](https://expedia.ca/Car-Rentals-In-Madeline-Island.d553248635083902716.Car-Rental-Guide)[Madeline Island Vacation Packages](https://expedia.ca/Madeline-Island.d553248635083902716.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/ceaa419f891d0caf458dbed3d4811504.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Kate Johnson # Find luxury hotels in Madeline Island, 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 Madeline Island Luxury Hotels Tonight [Oct 6 - Oct 7](https://www.expedia.ca/Hotel-Search?regionId=553248635083902716&startDate=2025-10-06&endDate=2025-10-07&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 7 - Oct 8](https://www.expedia.ca/Hotel-Search?regionId=553248635083902716&startDate=2025-10-07&endDate=2025-10-08&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248635083902716&startDate=2025-10-10&endDate=2025-10-12&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635083902716&startDate=2025-10-17&endDate=2025-10-19&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Madeline Island Luxury Hotels ## Find out more about Madeline Island ### Madeline Islandand its attractions for luxury travelers Madeline Island, nestled within the stunning Apostle Islands National Lakeshore, offers an exquisite blend of natural beauty and refined experiences perfect for luxury travellers. Begin your adventure at the Madeline Island Museum, where you can delve into the rich history and culture of the region, including Indigenous heritage and local maritime lore. For those who appreciate the great outdoors, the island boasts exceptional hiking trails, such as the scenic Big Bay State Park, where you can explore lush forests and pristine beaches. Enjoy a leisurely afternoon sailing on Lake Superior, with charter options that provide a private experience complete with gourmet picnics onboard. After a day of exploration, indulge in a pampering session at one of the island's upscale spas, where treatments utilise local ingredients to rejuvenate body and mind. Finally, savour fine dining at The Beach Club, renowned for its fresh, locally-sourced seafood and stunning lake views. For an exceptional stay, consider the luxurious accommodations at the Inn on Madeline Island, where you can enjoy elegant rooms with breathtaking lake vistas and unparalleled service, ensuring your every need is met while you unwind in this picturesque setting. ## Top Madeline Island Hotel Reviews ![Super 8 by Wyndham Ashland](//images.trvl-media.com/lodging/1000000/460000/459600/459528/23163c47_y.jpg) ### Super 8 by Wyndham Ashland 10/10 Excellent "The beds were super comfortable, staff was friendly, and was by far our favorite place to stay during our vacation. Just to give you some info, there were some men by the back door drinking and they left beer cans and trash by the little shed in the back. We picked it all up and threw it away. We were treated so well, we just didn't understand why people can't use the garbage. Just letting you know. Especially in such a beautiful place. Thank you again, you made our vacation wonderful!" [](https://expedia.ca/Ashland-Hotels-Super-8-By-Wyndham-Ashland.h459528.Hotel-Information) ![AmericInn by Wyndham Ashland](//images.trvl-media.com/lodging/1000000/610000/601700/601615/8344a88e_y.jpg) ### AmericInn by Wyndham Ashland 10/10 Excellent "It is a hidden gem with exceptional staff. They are doing their best to stay afloat like too many places are. The building is aged yet they do their best with what they can. The necessity of fresh linens and towels. The renovation of their breakfast area was a hidden gem with still fresh waffle toppings, resl whipped cresm and homemade biscuits & gravy! Staff are keeping the area top-notch. " [](https://expedia.ca/Ashland-Hotels-AmericInn-By-Wyndham-Ashland.h601615.Hotel-Information) ![Best Western The Hotel Chequamegon](//images.trvl-media.com/lodging/6000000/5240000/5232900/5232876/2ca0a607_y.jpg) ### Best Western The Hotel Chequamegon 10/10 Excellent "Easy check in, friendly staff even with the construction." [](https://expedia.ca/Ashland-Hotels-Best-Western-The-Hotel-Chequamegon.h5232876.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Cabin Rentals in Apostle Islands](https://www.expedia.ca/Apostle-Islands-Cabins.d553248635083916478-aaCabins.Travel-Guide-Accommodation) - [Hotels near Apostle Islands Cruises](https://www.expedia.ca/Apostle-Islands-Cruises-Hotels.0-l553248621552334722-0.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Apostle Islands](https://www.expedia.ca/Apostle-Islands-Hotels-Luxury-Hotel.0-0-d553248635083916478-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Apostle Islands Hotels](https://www.expedia.ca/Apostle-Islands-Hotels.d553248635083916478.Travel-Guide-Hotels) - [Houseboats in Apostle Islands](https://www.expedia.ca/Apostle-Islands-Houseboats.d553248635083916478-aaHouseboats.Travel-Guide-Accommodation) - [Hotels near Apostle Islands Marina](https://www.expedia.ca/Apostle-Islands-Marina-Hotels.0-l6180520-0.Travel-Guide-Filter-Hotels) - 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