Title: Book the Best Madeline Island FAMILY FRIENDLY Hotels - Kid-Friendly 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 Family 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 Family Hotels Tonight [Sep 29 - Sep 30](https://www.expedia.ca/Hotel-Search?regionId=553248635083902716&startDate=2025-09-29&endDate=2025-09-30&adults=2&travelerType=FAMILY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 30 - Oct 1](https://www.expedia.ca/Hotel-Search?regionId=553248635083902716&startDate=2025-09-30&endDate=2025-10-01&adults=2&travelerType=FAMILY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=553248635083902716&startDate=2025-10-03&endDate=2025-10-05&adults=2&travelerType=FAMILY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248635083902716&startDate=2025-10-10&endDate=2025-10-12&adults=2&travelerType=FAMILY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Madeline Island Family Hotels ![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) ![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) ### AmericInn by Wyndham Ashland Ashland 7.8/10 Good (1007) "Excellent for families! " CA $194 CA $217 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Ashland-Hotels-AmericInn-By-Wyndham-Ashland.h601615.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) ![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) ![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) ![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) ### Quality Inn Ashland - Lake Superior Ashland 8.8/10 Excellent (892) "Wonderful stay!! Beautiful views and great breakfast. " CA $224 CA $251 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Ashland-Hotels-Quality-Inn-Ashland-Lake-Superior.h21748.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) ![Lake view](https://images.trvl-media.com/lodging/28000000/27290000/27288700/27288622/4cbc0f04.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) ### Cobblestone Inn & Suites - Ashland Ashland 9.4/10 Exceptional (705) "Very clean, great breakfasts, friendly staff" CA $218 CA $244 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Ashland-Hotels-Cobblestone-Inn-Suites-Ashland.h27288622.Hotel-Information) ![Miscellaneous](https://images.trvl-media.com/lodging/14000000/13280000/13279600/13279507/82293543.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, Private Bathroom, Lake View (King Room / Kitchenette)](https://images.trvl-media.com/lodging/14000000/13280000/13279600/13279507/80807d8c.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 | 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 Bayfield 8.8/10 Excellent (256) "We loved our stay! " CA $180 CA $205 total includes taxes & fees Oct 26 - Oct 27 [](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) ![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](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 (28) "Check in was super easy, key fob in the room was a great means for entry after check in, the room was very quiet, never heard much of anything other than some road noise which was fine. Location was fantastic, do make reservations at the in house restaurant. " CA $458 CA $523 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Bayfield-Hotels-200-Rittenhouse-Ave.h96477730.Hotel-Information) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112090000/112083000/112082922/d5166699.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112090000/112083000/112082922/ac073691.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112090000/112083000/112082922/09dd5516.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112090000/112083000/112082922/413219ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Queen's View B&B- Betty's Room, Lake Views, Sauna, Pool, Garden, Bayfield, WI Bayfield 10/10 Exceptional (1) "What a wonderful place to spend our 30th wedding anniversary! Gorgeous woodworking throughout the home, beautiful landscaped grounds to walk around in, breath-taking views of Lake Superior from the wrap-around front porch, as well as amazing food for breakfast! The shower in Betty's Room was like a waterfall paradise! So wonderful! We both enjoyed our stay at this property and would highly recommend it! Thank you!" CA $600 CA $699 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Bayfield-Hotels-Queens-View-BB-Bettys-Room.h112082922.Hotel-Information) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112210000/112204900/112204886/3130b3e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/113000000/112210000/112204900/112204886/05a10cb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Books](https://images.trvl-media.com/lodging/113000000/112210000/112204900/112204886/b195f065.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/113000000/112210000/112204900/112204886/ef339bc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Queen's View B&B- Bill's East, Balcony Lake Views, Sauna, Pool, Bayfield, WI Bayfield CA $560 CA $652 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Bayfield-Hotels-Queens-View-BB-Bills-East.h112204886.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=2025-10-13&endDate=2025-10-14®ionId=553248635083902716&adults=2&travelerType=family_friendly&sort=RECOMMENDED&openPlayBack=true) ## Top Madeline Island Hotel Reviews ![The Washburn Inn - On the Lake](//images.trvl-media.com/lodging/1000000/460000/459700/459665/b643ecc7_y.jpg) ### The Washburn Inn - On the Lake 10/10 Excellent "Lovely place, well kept… only complaint is there is no elevator… we are retired and stayed for three nights. Good thing we are in pretty good shape so we could take our luggage up the stairs. " [](https://expedia.ca/Washburn-Hotels-The-Washburn-Inn-On-The-Lake.h459665.Hotel-Information) ![Quality Inn Ashland - Lake Superior](//images.trvl-media.com/lodging/1000000/30000/21800/21748/979c6191_y.jpg) ### Quality Inn Ashland - Lake Superior 10/10 Excellent "Very nice! Right on the water with room acc as to enjoy it. Have already recommended this to others who like to travel the area!" [](https://expedia.ca/Ashland-Hotels-Quality-Inn-Ashland-Lake-Superior.h21748.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) ![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 "Easy on and easy off. No Kleenex, sink drain not working" [](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 "Easy check in, friendly staff even with the construction." [](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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