Title: Book the Best Madeline Island Ski Hotels in 2026 from CA $156 | 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) ![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 ![](https://images.trvl-media.com/place/635019186360348672/03efc056-b655-418f-ba97-fb2072770447.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 Ski Hotels Tonight [Jan 30 - Jan 31](https://www.expedia.ca/Hotel-Search?regionId=553248635083902716&startDate=2026-01-30&endDate=2026-01-31&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 31 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=553248635083902716&startDate=2026-01-31&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=553248635083902716&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248635083902716&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Madeline Island ski hotels ![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) ![Terrace/patio](https://images.trvl-media.com/lodging/62000000/61480000/61478500/61478483/22b43ae8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Legendary Waters Resort & Casino [](https://www.expedia.ca/Bayfield-Hotels-Legendary-Waters-Resort-Casino.h61478483.Hotel-Information) Bayfield 8.0/10 Very good (410 reviews) "Nice place to stay enjoy how close it is to fishing " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steve [](https://www.expedia.ca/Bayfield-Hotels-Legendary-Waters-Resort-Casino.h61478483.Hotel-Information) ![Boating](https://images.trvl-media.com/lodging/1000000/460000/459700/459665/b643ecc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor wedding area](https://images.trvl-media.com/lodging/1000000/460000/459700/459665/1ca16d53.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) ![Front of property](https://images.trvl-media.com/lodging/1000000/460000/459700/459665/ada3163b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Washburn Inn - On the Lake [](https://www.expedia.ca/Washburn-Hotels-The-Washburn-Inn-On-The-Lake.h459665.Hotel-Information) Washburn 8.6/10 Excellent (1,000 reviews) "Great staff, great room! Loved being right on the bay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Regina CA $147 CA $165 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Washburn-Hotels-The-Washburn-Inn-On-The-Lake.h459665.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/6000000/5240000/5232900/5232876/587e24cb.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) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/6000000/5240000/5232900/5232876/08dd2e31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/6000000/5240000/5232900/5232876/2ca0a607.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western The Hotel Chequamegon [](https://www.expedia.ca/Ashland-Hotels-Best-Western-The-Hotel-Chequamegon.h5232876.Hotel-Information) Ashland 8.6/10 Excellent (1,001 reviews) "This is just a unique, beautiful place in a lovely location. The room was nice, staff was friendly, and our dinner in the restaurant was memorable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Glen CA $169 CA $189 total includes taxes & fees Feb 4 - Feb 5 [](https://www.expedia.ca/Ashland-Hotels-Best-Western-The-Hotel-Chequamegon.h5232876.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) ![Desk, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/610000/601700/601615/36d30d0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, fishing](https://images.trvl-media.com/lodging/1000000/610000/601700/601615/3fe3d27d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AmericInn by Wyndham Ashland [](https://www.expedia.ca/Ashland-Hotels-AmericInn-By-Wyndham-Ashland.h601615.Hotel-Information) Ashland 7.8/10 Good (1,000 reviews) "Staff very courteous. Nice room" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Todd CA $159 CA $179 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/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) ![Property amenity](https://images.trvl-media.com/lodging/27000000/26690000/26680700/26680614/52adc64e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/27000000/26690000/26680700/26680614/0f285998.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Design Suite, 1 King Bed, Accessible, Non Smoking (Sailor's Retreat #2)](https://images.trvl-media.com/lodging/27000000/26690000/26680700/26680614/2b16e707.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Wave Inn [](https://www.expedia.ca/Ashland-Hotels-Blue-Wave-Inn.h26680614.Hotel-Information) Ashland 9.8/10 Exceptional (591 reviews) "Clean, generous amenities, spacious, very comfortable" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maura [](https://www.expedia.ca/Ashland-Hotels-Blue-Wave-Inn.h26680614.Hotel-Information) ![Standard Room, 1 Queen Bed](https://images.trvl-media.com/lodging/1000000/460000/459600/459528/6ecddb8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, open 6:00 AM to midnight, sun loungers](https://images.trvl-media.com/lodging/1000000/460000/459600/459528/28502afa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/460000/459600/459528/8ffb5d06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/460000/459600/459528/65a23f87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Ashland [](https://www.expedia.ca/Ashland-Hotels-Super-8-By-Wyndham-Ashland.h459528.Hotel-Information) Ashland 8.0/10 Very good (1,001 reviews) "We would definetly stay here again. Very friendly staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) michael CA $140 CA $156 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/Ashland-Hotels-Super-8-By-Wyndham-Ashland.h459528.Hotel-Information) ![Flat-screen TV, DVD player](https://images.trvl-media.com/lodging/16000000/15040000/15037700/15037664/57d538d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/16000000/15040000/15037700/15037664/2b0de6ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/16000000/15040000/15037700/15037664/3be58e77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, laptop workspace, free WiFi](https://images.trvl-media.com/lodging/16000000/15040000/15037700/15037664/bd192228.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mission Springs Resort [](https://www.expedia.ca/Ashland-Hotels-Mission-Springs-Resort.h15037664.Hotel-Information) Ashland 9.4/10 Exceptional (70 reviews) "Love this place! Very cute and right on Lake Superior. Also love the ice cream stocked in the freezer from a local dairy!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kimber [](https://www.expedia.ca/Ashland-Hotels-Mission-Springs-Resort.h15037664.Hotel-Information) ![Superior Double Room, Private Bathroom, Lake View (Guest House) | Floor plan](https://images.trvl-media.com/lodging/14000000/13280000/13279600/13279507/c32ceb8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room, Private Bathroom, Lake View (Guest House) | Lounge](https://images.trvl-media.com/lodging/14000000/13280000/13279600/13279507/w799h532x0y4-3367d6f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, Private Bathroom, Lake View (Queen/Lake View(Upper))](https://images.trvl-media.com/lodging/14000000/13280000/13279600/13279507/3a70f6d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, Private Bathroom, Lake View | Lounge](https://images.trvl-media.com/lodging/14000000/13280000/13279600/13279507/011d7219.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Seagull Bay Motel [](https://www.expedia.ca/Bayfield-Hotels-Seagull-Bay-Motel.h13279507.Hotel-Information) Bayfield 8.8/10 Excellent (267 reviews) "Room was very clean and well appointed " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wendy CA $178 CA $203 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Bayfield-Hotels-Seagull-Bay-Motel.h13279507.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) ![Lobby lounge](https://images.trvl-media.com/lodging/97000000/96480000/96477800/96477730/b26f60ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sauna](https://images.trvl-media.com/lodging/97000000/96480000/96477800/96477730/b1b2b90c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Boating](https://images.trvl-media.com/lodging/97000000/96480000/96477800/96477730/5b942486.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### St. James Social [](https://www.expedia.ca/Bayfield-Hotels-200-Rittenhouse-Ave.h96477730.Hotel-Information) Bayfield 9.4/10 Exceptional (29 reviews) "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.ca/Bayfield-Hotels-200-Rittenhouse-Ave.h96477730.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/40000000/39180000/39171900/39171859/5f4f1c59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/40000000/39180000/39171900/39171859/46d0584d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/40000000/39180000/39171900/39171859/329b92a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/40000000/39180000/39171900/39171859/f00e9bd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Woodland Chalet @ Brickyard Creek, Bayfield [](https://www.expedia.ca/Bayfield-Hotels-Woodland-Chalet-Brickyard-Creek.h39171859.Hotel-Information) Bayfield 9.8/10 Exceptional (59 reviews) "Beautiful private peaceful cabin. We thoroughly enjoyed our visit." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stacie G. CA $267 CA $516 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Bayfield-Hotels-Woodland-Chalet-Brickyard-Creek.h39171859.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=2026-02-13&endDate=2026-02-14®ionId=553248635083902716&adults=2&location_highlights_explore=ski&sort=RECOMMENDED&openPlayBack=true) ## 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 "Excellent, nice and clean 🌷" [](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) - 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