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

Family friendly Hotels in Madeline Island, Wisconsin

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Check availability on Madeline Island Family friendly Hotels

Our top choices for Madeline Island family-friendly hotels

2 indoor pools

AmericInn by Wyndham Ashland

AmericInn by Wyndham Ashland
3.0 star property
Ashland
7.8 out of 10, Good, (1,005 reviews)
  • cleanliness
    Family fun on a private beach with indoor pools, playground, and game room for endless entertainment and smiles.
The price is P15,361
P17,205 total
includes taxes & fees
Jul 26 - Jul 27
AmericInn by Wyndham Ashland
Indoor pool, sun loungers

Quality Inn Ashland - Lake Superior

Quality Inn Ashland - Lake Superior
2.5 star property
Ashland
8.8 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Family fun just steps from the lake—enjoy the indoor pool, hot tub, and scenic views while kids explore Maslowski Beach.
The price is P13,046
P14,611 total
includes taxes & fees
Jul 26 - Jul 27
Quality Inn Ashland - Lake Superior
Lobby

Cobblestone Inn & Suites - Ashland

Cobblestone Inn & Suites - Ashland
2.5 star property
Ashland
9.4 out of 10, Exceptional, (787 reviews)
  • cleanliness
    Lakeside retreat offers spacious suites, free breakfast, and entertainment for all ages.
The price is P13,825
P15,484 total
includes taxes & fees
Jul 23 - Jul 24
Cobblestone Inn & Suites - Ashland
Property amenity

Blue Wave Inn

Blue Wave Inn
3.0 star property
Ashland
9.8 out of 10, Exceptional, (650 reviews)
  • cleanliness
    Lakefront hotel provides ski-in/ski-out access, private beach, and bicycle rentals for family memories.
The price is P11,059
P12,386 total
includes taxes & fees
Aug 11 - Aug 12
Blue Wave Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Choose what matters most at family-friendly hotels in Madeline Island

Breakfast included
Pool

Top Madeline Island Hotel Reviews

Hotel Chequamegon, BW Signature Collection

Hotel Chequamegon, BW Signature Collection

8/10 Good
"The hotel is quite nice, and the staff were very friendly at check-in. There are some beautiful, antique wood furniture pieces spread out over the common areas, which gives charm to the hotel. Unfortunately, my husband and I arrived during the time when the air quality was 3-4 times worse than the minimum "dangerous" rating, due to wild-fire smoke, and we had to spend nearly a whole day inside. The next evening there was a big storm, and much of the town lost electricity, just as we were getting ready to have dinner in the hotel restaurant. Of course, the AC, TV, etc., were all out of commission. After some time, we saw the restaurant staff leaving. All other nearby places --restaurants and stores -- were closed, and we had nothing to eat. While loosing power was not the hotel's fault, it would have been much appreciated if the staff showed some sign of caring about the guests. For example, after they were told that there would be no electricity for 5-6 hours--until shortly before midnight--and I inquired about where we could get food and they had no idea, it would have been nice if they offered us some simple and inexpensive breakfast food, like bread and butter/jam or yoghurt or similar. Not a free gourmet dinner, just something to get us through, because we were very hungry. However, the staff's response was simply "sorry". Again, loosing power was not their fault, but a little bit of kindness could have improved the situation and our impression of the hotel a lot."
Maria 2-night trip
Posted 7 hours ago
Hotel Chequamegon, BW Signature Collection

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