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 ![](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 Madeline Island Luxury Hotels Tonight [Oct 19 - Oct 20](https://www.expedia.ca/Hotel-Search?regionId=553248635083902716&startDate=2025-10-19&endDate=2025-10-20&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Oct 20 - Oct 21](https://www.expedia.ca/Hotel-Search?regionId=553248635083902716&startDate=2025-10-20&endDate=2025-10-21&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635083902716&startDate=2025-10-24&endDate=2025-10-26&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635083902716&startDate=2025-10-31&endDate=2025-11-02&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## 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 ![AmericInn by Wyndham Ashland](//images.trvl-media.com/lodging/1000000/610000/601700/601615/8344a88e_y.jpg) ### AmericInn by Wyndham Ashland 10/10 Excellent "Staff was friendly and kind. The hotel needs a total update. Carpets need to be trashed! Bathrooms could use a facelift. Great location!! " [](https://expedia.ca/Ashland-Hotels-AmericInn-By-Wyndham-Ashland.h601615.Hotel-Information) ![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 "Convenient stop on our road trip. Didn’t realize that Ashland has a lot of cool things." [](https://expedia.ca/Ashland-Hotels-Super-8-By-Wyndham-Ashland.h459528.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 "We stay here once a year for the Apple Festival. Wouldn’t stay anywhere else. The location is wonderful, staff is always friendly and helpful. The rooms are so cozy and comfortable. It’s always quiet no matter how many people are around. Actually, everyone is alway so nice and chatty. The Landing is a great restaurant, little pricey, but great. We always get a city view. The breakfast is wonderful, so many choices. You can’t go wrong!! " [](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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