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

Family friendly Hotels in Madeline Island, Wisconsin

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Madeline Island Family friendly Hotels

Tonight
Sep 6 - Sep 7
Tomorrow
Sep 7 - Sep 8
Next weekend
Sep 11 - Sep 13
In two weeks
Sep 18 - Sep 20

Our top choices for Madeline Island family-friendly hotels

A modern living room with a stone wall, a fireplace, leather sofas, and glass coffee tables.
A Cobblestone Inn & Suites building with a brick facade, a covered entrance, and a parking lot.
A bar area with a wooden counter, bar stools, a television, and a sign indicating breakfast is available for 40.
A hotel room with a large bed, a sofa, a desk, and a framed picture on the wall.

1. Cobblestone Inn & Suites - Ashland

Cobblestone Inn & Suites - Ashland
Ashland
  • Lakeside retreat offers spacious suites, free breakfast, and entertainment for all ages.
P11,701
P13,105 total
includes taxes & fees
Sep 7 - Sep 8
Cobblestone Inn & Suites - Ashland
A modern building with large windows and outdoor seating.
A balcony with a view of a calm body of water, a metal railing, and two chairs.
A restaurant with a large round window overlooking the sea, wooden tables and chairs, and a staircase leading to an upper level.
A modern building with a unique architectural design, situated on a rocky shoreline with a body of water in the foreground.

2. Blue Wave Inn

Blue Wave Inn
Ashland
  • Lakefront hotel provides ski-in/ski-out access, private beach, and bicycle rentals for family memories.
P11,222
P12,569 total
includes taxes & fees
Sep 20 - Sep 21
Blue Wave Inn
A multi-level indoor pool area with stone walls and wooden railings.
A modern kitchen with dark wood cabinets, a large stove, and a microwave.
A two-story log cabin with a stone foundation, a green roof, and a balcony overlooking a lake.
A room with a round table, chairs, a flat-screen TV, and large windows offering a view of a body of water and trees.

3. Quality Inn Ashland - Lake Superior

Quality Inn Ashland - Lake Superior
Ashland
  • Family fun just steps from the lake—enjoy the indoor pool, hot tub, and scenic views while kids explore Maslowski Beach.
P14,821
P16,600 total
includes taxes & fees
Sep 13 - Sep 14
Quality Inn Ashland - Lake Superior
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.
A beach with turquoise chairs and a pile of logs.

4. AmericInn by Wyndham Ashland

AmericInn by Wyndham Ashland
Ashland
  • Family fun on a private beach with indoor pools, playground, and game room for endless entertainment and smiles.
P15,601
P17,474 total
includes taxes & fees
Sep 7 - Sep 8
AmericInn by Wyndham Ashland
View all properties

Choose what matters most at family-friendly hotels in Madeline Island

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Top Madeline Island Hotel Reviews

Hotel Chequamegon, BW Signature Collection

Hotel Chequamegon, BW Signature Collection

10/10 Excellent
"We were extremely happy with our stay and will be back. The hotel is absolutely gorgeous, very clean and we were able to completely relax. The location on the lake is so beautiful. We ate in the very good restaurant outside overlooking the lake. We drank coffee in the morning on the first level porch and enjoyed the lake view there too. The beds were very comfortable. We had a wonderful experience."
Lisa 3-night trip
Posted 2 days ago
Hotel Chequamegon, BW Signature Collection
AmericInn by Wyndham Ashland

AmericInn by Wyndham Ashland

10/10 Excellent
"We loved staying here, it was just for 2 nights and I didn’t want to leave. The private beach was a HUGE bonus and it was so peaceful."
Becky 2-night trip
Posted 4 days ago
AmericInn by Wyndham Ashland

Explore a world of travel with Expedia