Book The Best Hotels in Madeline Island, WI for 2026 from CA $101 - 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 balcony with wicker furniture, a small table, and a view of a marina with boats and cars.

A room with a sofa, two rocking chairs, a bed with a headboard, a TV, and a lamp.

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.

1. Harbor's Edge Motel

Bayfield

Sandy

A marina filled with various boats at sunset.

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.

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

2. The Washburn Inn - On the Lake

Washburn

Michael

CA $138

CA $154 total

includes taxes & fees

Oct 19 - Oct 20

A room with two patterned armchairs, a small table with a lamp, and a mirror on the wall.

A spacious living room with a wooden staircase, a green sofa, and a lamp on a side table.

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

A bedroom with a large bed, two bedside lamps, a chair, and a window with curtains.

3. Pinehurst Inn - Luxury Bayfield Hotel

Bayfield

Carrie

CA $236

CA $264 total

includes taxes & fees

Nov 2 - Nov 3

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 modern building with large windows and outdoor seating.

4. Blue Wave Inn

Ashland

Dawn

CA $117

CA $131 total

includes taxes & fees

Nov 1 - Nov 2

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

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.

A bar area with a long counter, multiple taps, and bar stools.

5. Hotel Chequamegon, BW Signature Collection

Ashland

DOROTHY

CA $182

CA $204 total

includes taxes & fees

Nov 1 - Nov 2

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

A living room with a black leather sofa, a wooden chair, a small table with two stools, a floor lamp, and a large mirror.

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

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

6. Lakeside Motel

Ashland

Patti

CA $90

CA $101 total

includes taxes & fees

Nov 4 - Nov 5

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

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.

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

7. Cobblestone Inn & Suites - Ashland

Ashland

Adrian

CA $190

CA $212 total

includes taxes & fees

Nov 1 - Nov 2

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

A modern bedroom with a large bed, a wooden chair, a small table, and a hanging light fixture.

A sauna room with wooden benches and a large window.

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

8. St. James Social

Bayfield

Michelle

CA $498

CA $568 total

includes taxes & fees

Nov 4 - Nov 5

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

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

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

A hotel room with two beds, a TV, a desk, and a chair.

9. AmericInn by Wyndham Ashland

Ashland

Jonathan

CA $153

CA $171 total

includes taxes & fees

Nov 3 - Nov 4

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

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

A living room with a sofa, a coffee table, a TV, and a cabinet.

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

10. Super 8 by Wyndham Ashland

Ashland

Bonni

CA $158

CA $177 total

includes taxes & fees

Oct 28 - Oct 29

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 a grassy lawn.

11. Seagull Bay Motel

Bayfield

Melissa

CA $243

CA $277 total

includes taxes & fees

Oct 6 - Oct 7

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

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 modern kitchen with dark wood cabinets, a large stove, and a microwave.

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

12. Quality Inn Ashland - Lake Superior

Ashland

Marie

CA $183

CA $205 total

includes taxes & fees

Nov 4 - Nov 5

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

A modern kitchen with white cabinetry, stainless steel appliances, and a patterned rug.

13. Mission Springs Resort

Ashland

Brian r

CA $223

CA $235 total

includes taxes & fees

Oct 21 - Oct 22

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

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

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.

14. Legendary Waters Resort & Casino

Bayfield

Michael

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

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.

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

15. Outbounder

Bayfield

Helen

CA $235

CA $268 total

includes taxes & fees

Oct 5 - Oct 6

A cozy loft-style room with a dining area, a kitchen, and a staircase.

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

A bedroom with a bed, a nightstand, a wooden ceiling, a kitchenette, and a window with curtains.

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

16. The Mill House

Bayfield

Christopher

CA $347

CA $396 total

includes taxes & fees

Oct 20 - Oct 21

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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 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 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 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

Top Madeline Island Hotel Reviews

Hotel Chequamegon, BW Signature Collection

10/10 Excellent

"We thought that the food was really good, and the staff was very helpful! We had a long drive in, over six hours, and we were able to check in a little early, which was super helpful! The breakfast attendants were always doing a great job making sure there was fresh food and asking how things were. We had a couple questions that we asked the front desk, and they try to be as helpful as they could. The view was beautiful! We would definitely stay here again!"

Super 8 by Wyndham Ashland

10/10 Excellent

"It's an older Hotel, but it's still very nice for the price and the area. The room was quite, the beds are nice. Breakfast was very nice, There was a wide veriety to choose from."

Harbor's Edge Motel

8/10 Good

"Great location."

Cobblestone Inn & Suites - Ashland

10/10 Excellent

"Beautiful hotel and grounds"

Quality Inn Ashland - Lake Superior

10/10 Excellent

"We loved that we could back up right to our door, unload, go through our room and right into the pool area!"

Lakeside Motel

10/10 Excellent

"Everything was great. Only downfall was traffic noise. But for the value was well worth it."

Outbounder

10/10 Excellent

"Great place to stay. I was hoping for a view of the lake… maybe next time."

Spirit Lodge- Log Cabin with Large front porch

10/10 Excellent

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

Private Beach and Endless Water

8/10 Good

"The place was fine. It did the trick and we had a great time. However, I feel we overpaid to be honest. The endless beach was not endless. In fact, it was quite small. Maybe 50-80ft. The beach access was also across the street and down the road. Based on the description and pictures, I was lead to believe this was a waterfront property. It is not. The cleanliness of the trailer itself left something to be desired. It was by no means bad, but dusty, a bit buggy, lots of cobwebs, and there was a load of wet laundry in the washing machine when we got there. Also, the vacuum was left in the middle of the main room which we thought was odd. Again, we very much enjoyed our stay and the place did what it needed to do. But it was expensive compared to other options on the island, and it’s not waterfront like we had hoped which was quite disappointing."

More cheap stays in Madeline Island