Title: Book the Best ADVENTURE Hotels in Madeline Island in 2025 | 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 Hotels & Resorts for Couples 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 Hotels & Resorts for Couples Tonight [Oct 22 - Oct 23](https://www.expedia.ca/Hotel-Search?regionId=553248635083902716&startDate=2025-10-22&endDate=2025-10-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 23 - Oct 24](https://www.expedia.ca/Hotel-Search?regionId=553248635083902716&startDate=2025-10-23&endDate=2025-10-24&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635083902716&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635083902716&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Madeline Island Hotels & Resorts for Couples We don't have any properties that match your exact search [See all properties in Madeline Island](https://expedia.ca/Hotel-Search?startDate=2025-11-06&endDate=2025-11-07®ionId=553248635083902716&adults=2) ## Recommended hotels in Madeline Island ![Boating](https://images.trvl-media.com/lodging/1000000/460000/459700/459665/b643ecc7.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) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/460000/459700/459665/3b6c9970.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 Washburn 8.6/10 Excellent (1034) "Great place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Renee CA $152 CA $171 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/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) ![Premium Suite, 1 King Bed with Sofa bed, Fireplace](https://images.trvl-media.com/lodging/62000000/61480000/61478500/61478483/a4a4bf7f.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) ### Legendary Waters Resort & Casino Bayfield 8.0/10 Very good (389) "Always a fun stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) SUSANNE CA $137 CA $156 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/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) ![Lobby](https://images.trvl-media.com/lodging/1000000/610000/601700/601615/39527225.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) ![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) ### AmericInn by Wyndham Ashland Ashland 7.8/10 Good (1009) "Very nice hotel. Clean and very helpful courteous staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew A CA $156 CA $174 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Ashland-Hotels-AmericInn-By-Wyndham-Ashland.h601615.Hotel-Information) ![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) ![Double Room, Private Bathroom, Lake View (Queen/Lake View(Upper))](https://images.trvl-media.com/lodging/14000000/13280000/13279600/13279507/064eb310.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room, Private Bathroom, Lake View (Guest House) | Private kitchen](https://images.trvl-media.com/lodging/14000000/13280000/13279600/13279507/c32e087b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, Private Bathroom, Lake View | Property entrance](https://images.trvl-media.com/lodging/14000000/13280000/13279600/13279507/c8700d17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Seagull Bay Motel Bayfield 8.8/10 Excellent (261) "We loved our stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Samuel CA $154 CA $175 total includes taxes & fees Nov 7 - Nov 8 [](https://www.expedia.ca/Bayfield-Hotels-Seagull-Bay-Motel.h13279507.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/1000000/30000/21800/21748/979c6191.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking, Lake View (Upper Floor)](https://images.trvl-media.com/lodging/1000000/30000/21800/21748/8ba896be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/30000/21800/21748/ee11c5f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/21800/21748/96057bd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Ashland - Lake Superior Ashland 8.8/10 Excellent (905) "Wonderful stay!! Beautiful views and great breakfast. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Billi CA $163 CA $182 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Ashland-Hotels-Quality-Inn-Ashland-Lake-Superior.h21748.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) ![Private beach](https://images.trvl-media.com/lodging/27000000/26690000/26680700/26680614/a5607e9a.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) ![Interior entrance](https://images.trvl-media.com/lodging/27000000/26690000/26680700/26680614/c9a290d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Wave Inn Ashland 9.8/10 Exceptional (569) "Wonderful accommodations" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark CA $125 CA $140 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Ashland-Hotels-Blue-Wave-Inn.h26680614.Hotel-Information) ![Studio Suite, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/460000/459600/459528/23163c47.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) ![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 (1019) "We would definetly stay here again. Very friendly staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) michael CA $162 CA $182 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Ashland-Hotels-Super-8-By-Wyndham-Ashland.h459528.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) ![Indoor pool](https://images.trvl-media.com/lodging/6000000/5240000/5232900/5232876/826b133f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/6000000/5240000/5232900/5232876/e33ed132.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) ### Best Western The Hotel Chequamegon Ashland 8.6/10 Excellent (1013) "Grand" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dawn CA $194 CA $218 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Ashland-Hotels-Best-Western-The-Hotel-Chequamegon.h5232876.Hotel-Information) ![Room, 1 King Bed, Accessible Benched Tub, Non Smoking](https://images.trvl-media.com/lodging/28000000/27290000/27288700/27288622/15c117bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/28000000/27290000/27288700/27288622/3545a3fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Vending machine](https://images.trvl-media.com/lodging/28000000/27290000/27288700/27288622/1c3f86fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/28000000/27290000/27288700/27288622/2d508523.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cobblestone Inn & Suites - Ashland Ashland 9.4/10 Exceptional (721) "Very clean, great breakfasts, friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrea CA $219 CA $245 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Ashland-Hotels-Cobblestone-Inn-Suites-Ashland.h27288622.Hotel-Information) ![Basic Cottage, Non Smoking | View from room](https://images.trvl-media.com/lodging/16000000/15040000/15037700/15037664/35b3e2c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach](https://images.trvl-media.com/lodging/16000000/15040000/15037700/15037664/16d54f0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV, DVD player](https://images.trvl-media.com/lodging/16000000/15040000/15037700/15037664/c97a6619.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 4 Bedrooms, Non Smoking | View from property](https://images.trvl-media.com/lodging/16000000/15040000/15037700/15037664/d5177e25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mission Springs Resort Ashland 9.4/10 Exceptional (66) "The accomodations were lovely and quaint! Everything was clean and comfy." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cynthia CA $221 CA $233 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Ashland-Hotels-Mission-Springs-Resort.h15037664.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=2025-11-06&endDate=2025-11-07®ionId=553248635083902716&adults=2&nearby_group=recreation&sort=RECOMMENDED&openPlayBack=true) ## 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) ![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) ![Beautiful home on Madeline Island summer specials](//images.trvl-media.com/lodging/20000000/19110000/19107400/19107343/f9e160d4_y.jpg) ### Beautiful home on Madeline Island summer specials 10/10 Excellent "Beautiful home, lots of space! The in-home ice maker was a nice touch! 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[Pet-Friendly Hotels in Washburn](https://www.expedia.ca/Washburn-Hotels-Pet-Friendly-Hotel.0-0-d10365-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Flights to Apostle Islands](https://www.expedia.ca/Cheap-Flights-To-Apostle-Islands.d553248635083916478.Travel-Guide-Flights) - [Flights to Bayfield](https://www.expedia.ca/Cheap-Flights-To-Bayfield.d77465.Travel-Guide-Flights) - [Flights to Chequamegon Bay](https://www.expedia.ca/Cheap-Flights-To-Chequamegon-Bay.d6141305.Travel-Guide-Flights) - [Flights from Apostle Islands](https://www.expedia.ca/lp/flights/553248635083916478/flights-from-apostle-islands) - [Flights from Chequamegon Bay](https://www.expedia.ca/lp/flights/6141305/flights-from-chequamegon-bay) - [Flights from Bayfield](https://www.expedia.ca/lp/flights/77465/flights-from-bayfield) - [Apostle Islands Marina](https://www.expedia.ca/Apostle-Islands-Marina-Bayfield.d6180520.Vacation-Attraction) - [Apostle Islands Vacations](https://www.expedia.ca/Apostle-Islands.d553248635083916478.Destination-Travel-Guides) - 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[Bayfield Vacation Rentals](https://www.expedia.ca/Bayfield-Vacation-Rentals.d77465.Travel-Guide-VacationRentals) - [Red Cliff Vacation Rentals](https://www.expedia.ca/Red-Cliff-Vacation-Rentals.d3000408319.Travel-Guide-VacationRentals) - [Book Hotels & Resorts for Couples in Madeline Island on Expedia.com](https://www.expedia.com/Madeline-Island-Hotels-Couples-Resorts-Hotels.0-0-d553248635083902716-tCouplesResortsHotels.Travel-Guide-Filter-Hotels)