Book The Best Hotels in Madeline Island, WI for 2026 from CA $116 - 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 modern bedroom with a wooden bed, a TV mounted on the wall, and a seating area with a sofa and chairs.

A row of white cabins with wooden railings and a grassy lawn.

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.

1. Seagull Bay Motel

Bayfield

Dave

CA $256

CA $292 total

includes taxes & fees

Oct 22 - Oct 23

A hotel room with a large bed, a chair, a wooden floor, a radiator, a window with curtains, a lamp, a painting, and a robe hanging on the door.

A cozy living room with a fireplace, leather sofas, and a table with a glass of wine and a fruit platter.

A two-story house with a prominent gabled roof, a front porch, and a well-lit entrance.

A wooden staircase leading to a loft area with a view of the outdoors.

2. Pinehurst Inn - Luxury Bayfield Hotel

Bayfield

CA $207

CA $232 total

includes taxes & fees

Nov 6 - Nov 7

A marina filled with various boats at sunset.

A row of colorful Adirondack chairs and tables by a lakeside, with a clear view of the water and distant shoreline.

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

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

3. The Washburn Inn - On the Lake

Washburn

Amy

CA $195

CA $219 total

includes taxes & fees

Oct 25 - Oct 26

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

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

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

A sauna room with wooden benches and a large window.

4. St. James Social

Bayfield

Michelle

CA $441

CA $503 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 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.

5. Hotel Chequamegon, BW Signature Collection

Ashland

Brian

CA $180

CA $201 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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

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

6. Super 8 by Wyndham Ashland

Ashland

John

CA $182

CA $204 total

includes taxes & fees

Oct 31 - Nov 1

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.

7. Blue Wave Inn

Ashland

Greg

CA $112

CA $125 total

includes taxes & fees

Nov 14 - Nov 15

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 microwave, coffee maker, sink, and dishwasher.

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

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

8. Lakeside Motel

Ashland

Cheryl

CA $103

CA $116 total

includes taxes & fees

Nov 21 - Nov 22

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

A beach with turquoise chairs and a pile of logs.

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

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

9. AmericInn by Wyndham Ashland

Ashland

Jonathan

CA $189

CA $211 total

includes taxes & fees

Nov 15 - Nov 16

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 Cobblestone Inn & Suites building with a brick facade, a covered entrance, and a parking lot.

10. Cobblestone Inn & Suites - Ashland

Ashland

Joshua

CA $208

CA $233 total

includes taxes & fees

Nov 12 - Nov 13

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

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.

A cozy room with wicker furniture, a small table with a lamp, and a view through large windows.

11. Outbounder

Bayfield

Helen

CA $232

CA $265 total

includes taxes & fees

Oct 25 - Oct 26

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

12. Quality Inn Ashland - Lake Superior

Ashland

Lexi

CA $196

CA $220 total

includes taxes & fees

Nov 19 - Nov 20

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

A wooden staircase surrounded by trees with autumn leaves.

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 $288

CA $304 total

includes taxes & fees

Oct 25 - Oct 26

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.

A spacious lobby with a stone fireplace, comfortable seating, and a patterned floor.

14. Legendary Waters Resort & Casino

Bayfield

Michael

A modern living room with a brown leather sofa, a round coffee table, and two armchairs.

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

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

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

15. The Mill House

Bayfield

Christopher

CA $360

CA $411 total

includes taxes & fees

Oct 26 - Oct 27

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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 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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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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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

Super 8 by Wyndham Ashland

10/10 Excellent

"We enjoyed our stay at the super 8. Very helpful staff. Room, pool, lobby and breakfast area very clean and well maintained. Nice decor in our room. Would recommend this hotel visiting the Ashland, WI area."

Lakeside Motel

10/10 Excellent

"Friendly staff Great mini fridge/freezer K-coffee Very clean with nice bedding Vinyl plank type flooring (no nasty old carpet) Smaller than it appears from booking info pictures, very tiny room. Crowded for two people with suitcases and food/bevvies. Road noise very loud so either bring earplugs or a white noise machine. All in all, would recommend - very good value for the price."

Blue Wave Inn

8/10 Good

"The showers were great. Nice hot water! Mattress was super comfortable!"

Quality Inn Ashland - Lake Superior

8/10 Good

"I think this is a phenomenal Hotel. The only thing I wasn't impressed with was the coffee. I wasn't expecting Starbucks but it was the most disgusting coffee you could ever put in your mouth. I tried it two days in a row and ended up getting coffee elsewhere. Aside from that it is a wonderful place today!"

Madeline Island cottage -just steps of Lake Superior with sweeping views.

10/10 Excellent

"Wonderful home on the water. Beautiful views. Comfortable beds. We lucked out and the gales of November came early. Windy! Great stay for a wedding on Madeline Island."

The Washburn Inn - On the Lake

8/10 Good

"Washburn Inn is an older hotel set on lake Superior with a beautiful view of the Bay, the rooms are sufficient for sleep and showers and they serve coffee in the check in area. There is a nice Superclub across the parking lot and everything is close by to visit."

Hotel Chequamegon, BW Signature Collection

10/10 Excellent

"Loved it here!"

Outbounder

10/10 Excellent

"I had a good experience with the staff and appreciated the Bun̈ coffee machine. The room was warm and clean."

Seagull Bay Motel

10/10 Excellent

"Beautiful location within easy 5-10 minute walking distance to downtown Bayfield shops, restaurants, and the ferry to Madeline Island. We were there for peak fall leaves color. The view of the lake, the island, the small marina, the trees, and the sunrise from the cozy furniture on the deck outside our door was amazing. It is a motel, so there is the potential for noise from the vehicles that park outside the rooms, but it was a non-issue. Our stay was peaceful, pleasant, and perfect."