Title: Book the Best Madeline Island FAMILY FRIENDLY Hotels from CA $136 - 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) ![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 # Find Family Hotels in Madeline Island, WI from CA $136 - ![](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 Family Hotels Tonight [Dec 28 - Dec 29](https://www.expedia.ca/Hotel-Search?regionId=553248635083902716&startDate=2025-12-28&endDate=2025-12-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) Tomorrow [Dec 29 - Dec 30](https://www.expedia.ca/Hotel-Search?regionId=553248635083902716&startDate=2025-12-29&endDate=2025-12-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) Next weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248635083902716&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) In two weeks [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=553248635083902716&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=family_friendly) ## Our top choices for Madeline Island family-friendly 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) ![Room, 2 Queen Beds](https://images.trvl-media.com/lodging/62000000/61480000/61478500/61478483/2fe50a26.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) ![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) ### Legendary Waters Resort & Casino [](https://www.expedia.ca/Bayfield-Hotels-Legendary-Waters-Resort-Casino.h61478483.Hotel-Information) Bayfield 8.0/10 Very good (406) "Front desk daytime lady was excellent." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul [](https://www.expedia.ca/Bayfield-Hotels-Legendary-Waters-Resort-Casino.h61478483.Hotel-Information) ![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) ![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) ![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 [](https://www.expedia.ca/Ashland-Hotels-AmericInn-By-Wyndham-Ashland.h601615.Hotel-Information) Ashland 7.8/10 Good (1000) "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 CA $138 CA $155 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Ashland-Hotels-AmericInn-By-Wyndham-Ashland.h601615.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) ![Lobby](https://images.trvl-media.com/lodging/28000000/27290000/27288700/27288622/2d508523.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 [](https://www.expedia.ca/Ashland-Hotels-Cobblestone-Inn-Suites-Ashland.h27288622.Hotel-Information) Ashland 9.4/10 Exceptional (739) "Everything was absolutely excellent!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew [](https://www.expedia.ca/Ashland-Hotels-Cobblestone-Inn-Suites-Ashland.h27288622.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) ![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) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/30000/21800/21748/925c22b3.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 [](https://www.expedia.ca/Ashland-Hotels-Quality-Inn-Ashland-Lake-Superior.h21748.Hotel-Information) Ashland 8.8/10 Excellent (928) "Lake Superior Shore, comfortable bed, a great breakfast and coffee." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charles CA $122 CA $136 total includes taxes & fees Jan 21 - Jan 22, 2026 [](https://www.expedia.ca/Ashland-Hotels-Quality-Inn-Ashland-Lake-Superior.h21748.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/89000000/88810000/88809900/88809867/aa5dc1ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bathtub, hair dryer, towels](https://images.trvl-media.com/lodging/89000000/88810000/88809900/88809867/646fa308.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/89000000/88810000/88809900/88809867/ebf237ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/89000000/88810000/88809900/88809867/cc351a11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Michigan Suite @ The Bayfield Guest House [](https://www.expedia.ca/Bayfield-Hotels-Michigan-Suite-The-Bayfield-Guest-House.h88809867.Hotel-Information) Bayfield 9.4/10 Exceptional (34) "We had a very nice stay. The place was very clean and very nice to spend our vacation at. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tanya H. CA $173 CA $269 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Bayfield-Hotels-Michigan-Suite-The-Bayfield-Guest-House.h88809867.Hotel-Information) ![1 bedroom, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/89000000/88810000/88809900/88809865/f1d5d2b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/89000000/88810000/88809900/88809865/eb123609.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/89000000/88810000/88809900/88809865/7815c15b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/89000000/88810000/88809900/88809865/fbba883a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Huron Suite @ The Bayfield Guest House, Bayfield [](https://www.expedia.ca/Bayfield-Hotels-Huron-Suite-The-Bayfield-Guest-House.h88809865.Hotel-Information) Bayfield 9.2/10 Wonderful (22) "Beautiful stay, very close to downtown, shops, restaurants. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Janice S. CA $173 CA $269 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Bayfield-Hotels-Huron-Suite-The-Bayfield-Guest-House.h88809865.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/72000000/71610000/71607600/71607554/b21cd706.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/72000000/71610000/71607600/71607554/f39e25c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/72000000/71610000/71607600/71607554/1f7fdb4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71610000/71607600/71607554/89acf76c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bayfield Fruit Loop Retreat - Main Cottage [](https://www.expedia.ca/Bayfield-Hotels-Bayfield-Fruit-Loop-Retreat-Main-Cottage.h71607554.Hotel-Information) Bayfield 10/10 Exceptional (52) "The cabin is extremely clean and well organized with anything you can think of. It's located really close to town, but just outside, so you have peace and quiet. The hosts are very responsive and it made for a perfect trip. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew CA $358 CA $437 total includes taxes & fees Dec 30 - Dec 31 [](https://www.expedia.ca/Bayfield-Hotels-Bayfield-Fruit-Loop-Retreat-Main-Cottage.h71607554.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71730000/71726100/71726097/1adf2f18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/72000000/71730000/71726100/71726097/07d9c9a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71730000/71726100/71726097/9dd5ebdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71730000/71726100/71726097/674bdb83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Carriage House - Chequamegon Bay, Bayfield [](https://www.expedia.ca/Bayfield-Hotels-Carriage-House-Chequamegon-Bay.h71726097.Hotel-Information) Bayfield 9.0/10 Wonderful (11) "This is a nice home nestled in a beautiful wooded area. Very clean and comfortable, nice attention to detail. It’s in close proximity to Bayfield, which is a hidden gem of the Great Lakes area. We’ve been to 49 states, and this area is one of our favorites." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matt CA $283 CA $626 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Bayfield-Hotels-Carriage-House-Chequamegon-Bay.h71726097.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/104000000/103840000/103835600/103835564/85a7c9a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/104000000/103840000/103835600/103835564/b30f00d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/104000000/103840000/103835600/103835564/2df2a561.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/104000000/103840000/103835600/103835564/1720ebb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Outer Island Apartment @ The Copper Crown [](https://www.expedia.ca/Bayfield-Hotels-Outer-Island-Apartment-The-Copper-Crown.h103835564.Hotel-Information) Bayfield 9.8/10 Exceptional (8) "The home looks as pictured and is settled up on a hill with great sight lines over the town and Lake Superior. My daughter and I didn’t mind the extra muscle burn walking up/down hill to walk the shops or grab a bit to eat. The location was an easy drive to park if desired downtown or head to Washburn for dinner. The room had all necessities for the kitchen, bathroom, shower, and cozy bed after kayaking and hiking. Thanks for a great stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erin W. CA $263 CA $452 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Bayfield-Hotels-Outer-Island-Apartment-The-Copper-Crown.h103835564.Hotel-Information) ![Room](https://images.trvl-media.com/lodging/116000000/115360000/115357300/115357231/01a9b479.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/116000000/115360000/115357300/115357231/31aeb843.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Apartment, Private Bathroom (Gichigami) | Shared kitchen](https://images.trvl-media.com/lodging/116000000/115360000/115357300/115357231/eeb4aa06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/116000000/115360000/115357300/115357231/edb39854.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Great Water Inn [](https://www.expedia.ca/Bayfield-Hotels-Great-Water-Inn.h115357231.Hotel-Information) Bayfield 10/10 Exceptional (16) "Nice a quiet - very clean - had everything we needed for a very comfortable stay - we stayed 3 nights & would stay again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lori CA $931 CA $1,061 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Bayfield-Hotels-Great-Water-Inn.h115357231.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=2026-01-11&endDate=2026-01-12®ionId=553248635083902716&adults=2&travelerType=family_friendly&sort=RECOMMENDED&openPlayBack=true) ## Top Madeline Island Hotel Reviews ![Quality Inn Ashland - Lake Superior](https://images.trvl-media.com/lodging/1000000/30000/21800/21748/979c6191_y.jpg) ### Quality Inn Ashland - Lake Superior 10/10 Excellent "everything was fantastic, just like always." [](https://expedia.ca/Ashland-Hotels-Quality-Inn-Ashland-Lake-Superior.h21748.Hotel-Information) ![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 "Matt at the front desk made us feel welcome after a long trip!" [](https://expedia.ca/Ashland-Hotels-Best-Western-The-Hotel-Chequamegon.h5232876.Hotel-Information) ![The Washburn Inn - On the Lake](https://images.trvl-media.com/lodging/1000000/460000/459700/459665/b643ecc7_y.jpg) ### The Washburn Inn - On the Lake 10/10 Excellent "As someone who has worked in hotels for the last 10 years on and off, this room was so well cleaned in comparison to others ive had to check and have stayed in. I will be coming back " [](https://expedia.ca/Washburn-Hotels-The-Washburn-Inn-On-The-Lake.h459665.Hotel-Information) ![AmericInn by Wyndham Ashland](https://images.trvl-media.com/lodging/1000000/610000/601700/601615/8344a88e_y.jpg) ### AmericInn by Wyndham Ashland 10/10 Excellent "Staff was super friendly and patient" [](https://expedia.ca/Ashland-Hotels-AmericInn-By-Wyndham-Ashland.h601615.Hotel-Information) ![Super 8 by Wyndham Ashland](https://images.trvl-media.com/lodging/1000000/460000/459600/459528/23163c47_y.jpg) ### Super 8 by Wyndham Ashland 10/10 Excellent "We would definetly stay here again. Very friendly staff." 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