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

Madeline Island Hotel Guide - Ski Hotels in Madeline Island, Wisconsin

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Check availability on Madeline Island Ski Hotels

Tonight
2 Oct - 3 Oct
Tomorrow
3 Oct - 4 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Madeline Island ski hotels

A modern bedroom with a wooden bed, a TV mounted on the wall, and a seating area with a sofa and chairs.
A wooden staircase with white railings leading to a lofted area. A bench with cushions is placed against the wall below the staircase.
A modern living room with a sofa, armchairs, a coffee table, and a TV mounted on the wall.
A wooden deck with a hanging chair, two white chairs, and a potted plant.

1. Seagull Bay Motel

Seagull Bay Motel
Bayfield
  • Embrace winter adventures with ski-in access to scenic trails, just steps from this tranquil Bayfield motel near Lake Superior.
€149
includes taxes & fees
7 Oct - 8 Oct
Seagull Bay Motel
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.
A row of colorful Adirondack chairs and tables by a lakeside, with a clear view of the water and distant shoreline.

2. The Washburn Inn - On the Lake

The Washburn Inn - On the Lake
Washburn
  • Ski and relax along Lake Superior's pristine shores with direct access to winter trails and the breathtaking Apostle Islands.
€96
includes taxes & fees
19 Oct - 20 Oct
The Washburn Inn - On the Lake
A covered porch with a blue railing, a door labeled "Annex 1", and two chairs.
A pebbled beach with a wooden structure and dense foliage.
A dining area with a round table, four chairs, and a window with blinds.
A compact living space with a kitchenette, a red sofa with striped pillows, a dining table with a placemat, and a framed picture on the wall.

3. Annex No. 1 DePerrys | On Lake Superior Shoreline

Annex No. 1 DePerrys | On Lake Superior Shoreline
Bayfield
€221
includes taxes & fees
6 Oct - 7 Oct
Annex No. 1 DePerrys | On Lake Superior Shoreline
A modern building with a unique architectural design, situated on a rocky shoreline with a body of water in the foreground.
A wooden staircase leading to a bright room with large windows and a view of a parking lot.
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

Blue Wave Inn
Ashland
  • Ski-in, ski-out lakeside escape awaits at this Ashland hotel, where winter adventures meet Lake Superior's breathtaking shoreline.
€89
includes taxes & fees
1 Nov - 2 Nov
Blue Wave Inn
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.

5. Super 8 by Wyndham Ashland

Super 8 by Wyndham Ashland
Ashland
  • Carve perfect powder runs near Ashland, then soothe tired muscles in this hotel's relaxing hot tub after a day on the slopes.
€116
includes taxes & fees
31 Oct - 1 Nov
Super 8 by Wyndham Ashland
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 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.

6. Hotel Chequamegon, BW Signature Collection

Hotel Chequamegon, BW Signature Collection
Ashland
  • Alpine retreat with direct lake views offers winter wonders on the shores of Lake Superior.
€127
includes taxes & fees
1 Nov - 2 Nov
Hotel Chequamegon, BW Signature Collection
A gazebo with a snow-covered ground, a bench, and a railing.
A wall clock with "WELCOME ABOARD" on a textured wall near a window with blinds.
A neatly made bed with striped bedding, a bedside lamp, a fireplace with a sign above it, and a decorative wall piece.
A compact kitchen with a refrigerator, microwave, coffee maker, and a small cabinet.

7. Applefest Bayfield available this w/e @discount, near town/fireplace/jacuzzi

Applefest Bayfield available this w/e @discount, near town/fireplace/jacuzzi
Bayfield
  • Lakeside retreat offers ski adventures at Mount Ashwabay with an outdoor hot tub for après-ski relaxation and fireplace comfort.
€201
includes taxes & fees
7 Oct - 8 Oct
Applefest Bayfield available this w/e @discount, near town/fireplace/jacuzzi
An outdoor patio with a table and chairs, overlooking a body of water at sunset.
A hotel room with two beds, a TV, a desk, and a chair.
An indoor swimming pool with a wooden ceiling, slides, and poolside chairs.
A beach with turquoise chairs and a pile of logs.

8. AmericInn by Wyndham Ashland

AmericInn by Wyndham Ashland
Ashland
  • Experience winter adventures on the shores of Lake Superior with direct access to cross-country and downhill ski trails.
€107
includes taxes & fees
2 Nov - 3 Nov
AmericInn by Wyndham Ashland
A room with a table and chairs, large windows, and a view of a building and water.
A bathroom with a bathtub, a sink, a mirror, and a window with a view of trees.
A hotel room with a large bed, a TV, a desk, and a bathroom.
A room with a round table, two chairs, a rug, and a view of a building and trees through large windows.

9. Lower Flat @ Steeple Hill Flats, Bayfield

Lower Flat @ Steeple Hill Flats, Bayfield
Bayfield
€211
includes taxes & fees
1 Nov - 2 Nov
Lower Flat @ Steeple Hill Flats, Bayfield
A two-story building with a blue exterior, two wooden doors, and a sign indicating it is the Bayfield Guest House.
A small office space with a desk, two black chairs, a microwave, a coffee maker, and a refrigerator.
A neatly made bed with a plaid pillow, two bedside tables with lamps, and a wall-mounted light fixture.
A window with stained glass panes.

10. Ontario Suite @ The Bayfield Guest House

Ontario Suite @ The Bayfield Guest House
Bayfield
€192
includes taxes & fees
1 Nov - 2 Nov
Ontario Suite @ The Bayfield Guest House
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Choose what matters most at ski hotels in Madeline Island

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4 stars
5 stars
Spa
Family-friendly

Top Madeline Island Hotel Reviews

<br>Beautiful home on Madeline Island for summer specials

<br>Beautiful home on Madeline Island for summer specials

10/10 Excellent
"Great location only three minutes away from all the action."
Geoff B. 2-night trip
Posted 2 months ago
<br>Beautiful home on Madeline Island for summer specials

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