Book The Best Hotels in Madeline Island, WI for 2026 from CA $113 - Fully Refundable Options

A rocky shoreline with clear water, a small tree on a rock formation, and lush greenery.

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Go beyond your typical stay in Madeline Island

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Our top choices for Madeline Island hotels

A marina filled with various boats at sunset.

An aerial view of a marina with boats docked, a parking lot, and buildings with a large parking area.

An aerial view of a hotel with a parking lot, a marina with boats, and a body of water in the background.

A grassy outdoor area with white chairs arranged in rows, a small arbor, and a bench.

1. The Washburn Inn - On the Lake

Washburn

James

CA $114

CA $128 total

includes taxes & fees

Oct 20 - Oct 21

A balcony with wicker furniture, a small table, and a view of a marina with boats and cars.

A compact kitchen with a sink, microwave, and coffee maker. There is a wooden chair and a small table.

A covered outdoor area with a wooden deck, potted plants, and a brick wall.

A bathroom with a white door, a sink with a mirror, and a framed picture on the wall.

2. Harbor's Edge Motel

Bayfield

Grace

CA $141

CA $160 total

includes taxes & fees

Oct 5 - Oct 6

A large white building with a green roof, a covered entrance, and a view of the water.

A grand lobby with a central staircase, wooden columns, and a chandelier.

A traditional living room with leather furniture, a fireplace, and a bookshelf.

A restaurant with wooden tables and chairs, a kitchen area, and a clock on the wall.

3. Hotel Chequamegon, BW Signature Collection

Ashland

Sandra

CA $250

CA $280 total

includes taxes & fees

Oct 18 - Oct 19

A modern living room with a stone wall, a fireplace, leather sofas, and glass coffee tables.

A hotel room with a large bed, a sofa, a desk, and a framed picture on the wall.

A bar area with a wooden counter, bar stools, a television, and a sign indicating breakfast is available for 40.

A modern restaurant with a bar area, seating, and a large window offering a view of the street.

4. Cobblestone Inn & Suites - Ashland

Ashland

jolene

CA $158

CA $177 total

includes taxes & fees

Oct 20 - Oct 21

A large, two-story house with a steeply pitched roof, stone foundation, and a prominent front porch.

A large, two-story house with a snow-covered roof and a chimney, surrounded by evergreen trees.

A bedroom with a bed, a bedside table with books, a hanging robe, and a bench with a mattress.

A dining area with a wooden table and chairs, large windows with lattice designs, and wall-mounted shelves with framed pictures.

5. Pinehurst Inn - Luxury Bayfield Hotel

Bayfield

CA $265

CA $297 total

includes taxes & fees

Oct 1 - Oct 2

A modern bedroom with a large bed, two bedside tables with lamps, a ceiling fan, and a window with curtains.

A compact kitchenette with a coffee maker, microwave, and a small refrigerator.

A compact kitchenette with a microwave, coffee maker, sink, and dishwasher.

A motel with a simple, single-story structure, a parking lot, and a signboard.

6. Lakeside Motel

Ashland

Patti

CA $101

CA $113 total

includes taxes & fees

Oct 20 - Oct 21

An outdoor patio with a table and chairs, overlooking a body of water at sunset.

A dining area with multiple tables and chairs, large windows offering a view of the sea, and a carpeted floor.

A beach with turquoise chairs and a pile of logs.

An indoor swimming pool with a wooden ceiling, slides, and poolside chairs.

7. AmericInn by Wyndham Ashland

Ashland

Jonathan

CA $222

CA $249 total

includes taxes & fees

Oct 18 - Oct 19

A multi-level indoor pool area with stone walls and wooden railings.

A wooden deck with a table and chairs overlooking a calm body of water.

A room with a round table, chairs, a flat-screen TV, and large windows offering a view of a body of water and trees.

A two-story log cabin with a stone foundation, a green roof, and a balcony overlooking a lake.

8. Quality Inn Ashland - Lake Superior

Ashland

Dallas

CA $264

CA $296 total

includes taxes & fees

Oct 19 - Oct 20

A modern building with a unique architectural design, situated on a rocky shoreline with a body of water in the foreground.

A restaurant with a large round window overlooking the sea, wooden tables and chairs, and a staircase leading to an upper level.

A hotel room with a large bed, a chair, a lamp, and a view of the water through the windows.

A wooden staircase leading to a bright room with large windows and a view of a parking lot.

9. Blue Wave Inn

Ashland

Dawn

CA $186

CA $209 total

includes taxes & fees

Oct 22 - Oct 23

A framed photograph of a turbulent sea on a wall, a bedside lamp, and a pillow on a bed.

A pool area with wooden walls, a pool, and several chairs.

A hotel room with a leather sofa, a small cabinet with a television, and a patterned floor.

A motel with a brick facade, a covered entrance, and a row of chairs outside.

10. Super 8 by Wyndham Ashland

Ashland

Ann

CA $182

CA $204 total

includes taxes & fees

Oct 22 - Oct 23

A rooftop terrace with wicker furniture, a view of the sea, and a brick building in the background.

A bar area with a leather couch, wicker chairs, and a bar counter.

A dining area with a wooden ceiling, wicker furniture, and a central floral arrangement.

A sauna room with wooden benches and a large window.

11. St. James Social

Bayfield

Michelle

CA $517

CA $590 total

includes taxes & fees

Oct 22 - Oct 23

A room with a wooden deck visible through a glass door, a wooden table, and two black chairs.

A room with a wooden floor, a round table with chairs, a potted plant, and a bed with a white headboard.

A living room with a sofa, wooden flooring, a chandelier, and a large window with a view.

A modern kitchen with a white countertop, black bar stools, a wooden ceiling, and a window with a towel rack.

12. Outbounder

Bayfield

Helen

CA $231

CA $263 total

includes taxes & fees

Sep 27 - Sep 28

A spacious living room with a fireplace, a sofa, and a dining area with a table and chairs.

A two-story house with a wooden deck and a staircase leading to the entrance.

A dining area with a white table, chairs, and a chandelier. There is a sign on the wall that reads "Welcome to THE LAKE HOUSE."

A beach with a sandy shore, trees, and a body of water.

13. Mission Springs Resort

Ashland

Brian r

CA $220

CA $232 total

includes taxes & fees

Oct 21 - Oct 22

A bar with a view of a lake and boats, large windows, and hanging light fixtures.

A waterfront hotel with multiple buildings, a dock, and a speedboat on the water.

A view from a room with a door leading to a deck overlooking a body of water and a forested area.

Outdoor wicker lounge chairs and a table in front of a building with red and blue exterior walls and multiple windows.

14. Legendary Waters Resort & Casino

Bayfield

Michael

A modern bedroom with a wooden bed, a TV mounted on the wall, and a seating area with a sofa and chairs.

A wooden deck with a hanging chair, two white chairs, and a potted plant.

A modern living room with a sofa, armchairs, a coffee table, and a TV mounted on the wall.

A row of white cabins with wooden railings and steps leading to the entrance.

15. Seagull Bay Motel

Bayfield

Melissa

CA $255

CA $290 total

includes taxes & fees

Sep 23 - Sep 24

A compact kitchen with wooden cabinets, a stainless steel stove, a refrigerator, and a small island with bar stools.

A brown leather sofa with a striped pillow and a tall, textured floor lamp.

A bedroom with a bed, bedside lamps, a window with curtains, and a door.

A two-story house with a balcony, surrounded by a garden with various plants and flowers.

16. The Mill House

Bayfield

Christopher

CA $395

CA $450 total

includes taxes & fees

Sep 24 - Sep 25

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Stay near popular Madeline Island attractions

Big Bay State Park

9.2/10 (9 reviews)

You can take time to visit Big Bay State Park during your travels to La Pointe. Take in the museums while you're in the area.

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Madeline Island Museum

9.0/10 (17 reviews)

You can spend time studying the exhibits at Madeline Island Museum during your travels in La Pointe. Wander the lakeside in this relaxing area.

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beach near Madeline Island Yacht Club

Why not spend a lazy afternoon at beach near Madeline Island Yacht Club during your trip to La Pointe? Take in the museums while you're in the area.

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beach near Russell Park

Why not spend a lazy afternoon at beach near Russell Park during your trip to La Pointe? Take in the museums while you're in the area.

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beach near O'Brien Approach

Why not spend a lazy afternoon at beach near O'Brien Approach during your trip to La Pointe? Take in the museums while you're in the area.

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beach near Fisherman Lane

Why not spend a lazy afternoon at beach near Fisherman Lane during your trip to La Pointe? Take in the museums while you're in the area.

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beach near Main Street Pocket Park

Why not spend a lazy afternoon at beach near Main Street Pocket Park during your trip to La Pointe? Take in the museums while you're in the area.

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Learn more about Madeline Island

Venture to sights like Big Bay State Park and Madeline Island Museum as you discover Madeline Island—a family-friendly area also notable for its island views.

See all hotels in Madeline Island

A rocky shoreline with clear water and lush greenery.

Top Madeline Island Hotel Reviews

The Washburn Inn - On the Lake

10/10 Excellent

"Convenient location to food sources and an interesting small town outside of Bayfield. We could leave the car parked and walk much of the town."

Harbor's Edge Motel

10/10 Excellent

"This was such a cute place, with a small courtyard right outside our door. Very clean room. close to all the bars/restaurants, and right next to the water of Lake Superior. One of the staff saw my husband walking from our bike with our towel we use to wipe off rain/dew and a few minutes later came to our room asking if we needed extra towels. We didn't need it but that was so nice to check."

Quality Inn Ashland - Lake Superior

10/10 Excellent

"The place was incredible. Right on the water and very beautiful. The pool and hot tub were awesome! Everything was clean and the breakfast was great and the staff was great!"

Hotel Chequamegon, BW Signature Collection

10/10 Excellent

"Lovely room with water views and high ceilings."

Spirit Lodge- Log Cabin with Large front porch

10/10 Excellent

"Love the knotty pine inside. Cute everything Thank you for comfortable space."

Cobblestone Inn & Suites - Ashland

10/10 Excellent

"The location"

Lakeside Motel

8/10 Good

"Room was very clean and staff was also very friendly!. Would like to bring family back sometime to also see lake Superior"

Camp in style with AC/heat, WIFI, on Main Street, 1 block from Joni's beach

10/10 Excellent

"Clean camper. Met the host on a walk. Good overall experience."

Seagull Bay Motel

10/10 Excellent

"The room was just about perfect for what we were looking for. Nice kitchenette, bed was comfortable, air conditioning worked well and this was a very nice location for the walk on the path into town. Only 10 minutes and we were in the midst of the restaurants and also the boat tour and ferry to Madeline Island."