Title: TOP Ski Hotels in Madeline Island, WI for 2025 | Expedia.co.uk [Madeline Island Travel Guide](https://expedia.co.uk/Madeline-Island.dx553248635083902716)[Hotels in Madeline Island](https://expedia.co.uk/Madeline-Island-Hotels.d553248635083902716.Travel-Guide-Hotels)[Holiday Rentals in Madeline Island](https://expedia.co.uk/Madeline-Island-Holiday-Rentals.d553248635083902716.Travel-Guide-HolidayRentals)[Flights to Madeline Island](https://expedia.co.uk/Cheap-Flights-To-Madeline-Island.d553248635083902716.Travel-Guide-Flights)[Madeline Island Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Madeline-Island.d553248635083902716.Car-Hire-Guide)[Madeline Island Holidays](https://expedia.co.uk/Madeline-Island.d553248635083902716.Holidays-City-Breaks) ![Big Bay State Park, Madeline Island](https://images.trvl-media.com/place/635019186360348672/03efc056-b655-418f-ba97-fb2072770447.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Kate Johnson # Search Ski Hotels in Madeline Island - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](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 Ski Hotels Tonight [21 Nov - 22 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=553248635083902716&startDate=2025-11-21&endDate=2025-11-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [22 Nov - 23 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=553248635083902716&startDate=2025-11-22&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [21 Nov - 23 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=553248635083902716&startDate=2025-11-21&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [28 Nov - 30 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=553248635083902716&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Madeline Island Ski Hotels ![Boating](https://images.trvl-media.com/lodging/1000000/460000/459700/459665/b643ecc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach views ](https://images.trvl-media.com/lodging/1000000/460000/459700/459665/7b847f7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/460000/459700/459665/3b6c9970.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/1000000/460000/459700/459665/d1efddee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Washburn Inn - On the Lake Washburn 8.6/10 Excellent (1008) "Very nice accomodations and very friendly staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jayne £93 includes taxes & fees 23 Nov - 24 Nov [](https://www.expedia.co.uk/Washburn-Hotels-The-Washburn-Inn-On-The-Lake.h459665.Hotel-Information) ![2 bars/lounges](https://images.trvl-media.com/lodging/62000000/61480000/61478500/61478483/00893773.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/62000000/61480000/61478500/61478483/7a836732.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/62000000/61480000/61478500/61478483/ef5f8b81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds | 1 bedroom, desk, laptop workspace, blackout curtains](https://images.trvl-media.com/lodging/62000000/61480000/61478500/61478483/2fe50a26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Legendary Waters Resort & Casino Bayfield 8.0/10 Very good (401) "Always a fun stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) SUSANNE [](https://www.expedia.co.uk/Bayfield-Hotels-Legendary-Waters-Resort-Casino.h61478483.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/610000/601700/601615/8344a88e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 indoor pools](https://images.trvl-media.com/lodging/1000000/610000/601700/601615/94b5fe3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast ](https://images.trvl-media.com/lodging/1000000/610000/601700/601615/a32c6fce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/610000/601700/601615/39527225.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AmericInn by Wyndham Ashland Ashland 7.8/10 Good (1001) "Very welcoming, breakfast was good, pool area was clean and well kept. We’ll be staying again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sheila £87 includes taxes & fees 23 Nov - 24 Nov [](https://www.expedia.co.uk/Ashland-Hotels-AmericInn-By-Wyndham-Ashland.h601615.Hotel-Information) ![Water view](https://images.trvl-media.com/lodging/27000000/26690000/26680700/26680614/198db952.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/27000000/26690000/26680700/26680614/c9a290d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/27000000/26690000/26680700/26680614/5acfd4b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/27000000/26690000/26680700/26680614/52adc64e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Wave Inn Ashland 9.8/10 Exceptional (579) "Wonderful accommodations" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark [](https://www.expedia.co.uk/Ashland-Hotels-Blue-Wave-Inn.h26680614.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/6000000/5240000/5232900/5232876/2ca0a607.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/6000000/5240000/5232900/5232876/f08d5560.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/6000000/5240000/5232900/5232876/826b133f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/6000000/5240000/5232900/5232876/587e24cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western The Hotel Chequamegon Ashland 8.6/10 Excellent (1001) "Little loud with kids that were in a hockey tournament. But after 10pm it was quiet" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lori £110 includes taxes & fees 1 Dec - 2 Dec [](https://www.expedia.co.uk/Ashland-Hotels-Best-Western-The-Hotel-Chequamegon.h5232876.Hotel-Information) ![Studio Suite, 2 Queen Beds, Non Smoking | Desk, laptop workspace, iron/ironing board, free cots/infant beds](https://images.trvl-media.com/lodging/1000000/460000/459600/459528/23163c47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, 2 Queen Beds, Non Smoking | Desk, laptop workspace, iron/ironing board, free cots/infant beds](https://images.trvl-media.com/lodging/1000000/460000/459600/459528/3afc7a2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, open 6:00 AM to midnight, pool loungers](https://images.trvl-media.com/lodging/1000000/460000/459600/459528/28502afa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/460000/459600/459528/d2d182ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Ashland Ashland 8.0/10 Very good (1001) "We would definetly stay here again. Very friendly staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) michael £88 includes taxes & fees 23 Nov - 24 Nov [](https://www.expedia.co.uk/Ashland-Hotels-Super-8-By-Wyndham-Ashland.h459528.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/97000000/96480000/96477800/96477730/ea7aeadd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner and brunch served, local cuisine](https://images.trvl-media.com/lodging/97000000/96480000/96477800/96477730/cca4adf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King ADA | 1 bedroom, laptop workspace, soundproofing, free WiFi](https://images.trvl-media.com/lodging/97000000/96480000/96477800/96477730/9effa1d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/97000000/96480000/96477800/96477730/25a37d05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### St. James Social Bayfield 9.4/10 Exceptional (29) "Rooms were very clean. Convenient location to walk to restaurants, shopping, etc" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly [](https://www.expedia.co.uk/Bayfield-Hotels-200-Rittenhouse-Ave.h96477730.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/54000000/53630000/53620200/53620159/27c92375.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/54000000/53630000/53620200/53620159/c77c119c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/54000000/53630000/53620200/53620159/30481749.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/54000000/53630000/53620200/53620159/b73e9c38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apostle Is.'s gateway/next scenic marinas/fireplace/jacuzzi/corner w 4 windows Bayfield 9.8/10 Exceptional (228) "It was a quaint place with everything we needed. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathy S. £118 includes taxes & fees 26 Nov - 27 Nov [](https://www.expedia.co.uk/Bayfield-Hotels-Apostle-Iss-Gatewaynext-Scenic-Marinasfireplacejacuzzicorner-W-4-Windows.h53620159.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/52000000/51870000/51868300/51868228/696abff0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/52000000/51870000/51868300/51868228/39b0f607.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/52000000/51870000/51868300/51868228/6e52b8b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/52000000/51870000/51868300/51868228/f3ad3563.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lake Shore Home with private dock and large deck--1 mile from Bayfield Bayfield 10/10 Exceptional (111) "This property was stunning. Communication was perfect and the host is so nice!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hawkins J. £354 includes taxes & fees 1 Dec - 2 Dec [](https://www.expedia.co.uk/Bayfield-Hotels-Spacious-Home-On-Lake-Superior-1-Mile-From-Bayfield.h51868228.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.co.uk/Hotel-Search?startDate=2025-12-05&endDate=2025-12-06®ionId=553248635083902716&adults=2&location_highlights_explore=ski&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_FR-DE-MX-UK_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Save up to 40% on select hotels. [Book now](https://expedia.co.uk/cheap-deals?rfrr=AFFINITY_BF_PROMO_553248635083902716) ## Top Madeline Island Hotel Reviews ![Best Western The Hotel Chequamegon](https://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!! 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