Madeline Island Vacation Packages 2026 from $603

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The Latest Madeline Island vacation packages

Price found within the past 48 hours. Click for updated prices.

Magnuson Hotel Ironwood

$603

per person

Oct 27 - Oct 29

found 1 day ago

Roundtrip non-stop flight included

Milwaukee (MKE) to Ironwood (IWD)

6.2/10 (318 reviews)

no staff on site and shower had mold around the faucet and handle.

Reviewed on Jul 30, 2026

AmericInn by Wyndham Ironwood

$660

per person

Oct 27 - Oct 29

found 1 day ago

Roundtrip non-stop flight included

Milwaukee (MKE) to Ironwood (IWD)

9/10 Wonderful! (811 reviews)

Breakfast was good, but the carpet or something had a musty smell on the 1st floor.

Reviewed on Aug 6, 2026

Davos Chalet

$623

per person

Oct 27 - Oct 29

found 1 day ago

Roundtrip non-stop flight included

Milwaukee (MKE) to Ironwood (IWD)

8.6/10 Excellent! (106 reviews)

The best part about this place is the sharing nature of it. There is a kitchen with plates and utensils and everything you could need to cook. There is a game room with an air hockey table and ping pong. There are TVs on each floor in the common area with couches for movie night. There are bicycles you can take out for a ride on any of the awesome trails in the area or even just the local dirt roads. There is a fire pit to drink beers around at night and a barbeque grill for summer cookouts. There is a public lake close by to go boating. This place is set up for community. We had a great time.

Reviewed on Aug 3, 2026

North Star Retreat-kayak I Swim I Snowmobile

$978

per person

Oct 27 - Oct 29

found 1 day ago

Roundtrip non-stop flight included

Milwaukee (MKE) to Ironwood (IWD)

No reviews

Whitecap Mountains Resort

$657

per person

Oct 27 - Oct 29

found 1 day ago

Roundtrip non-stop flight included

Milwaukee (MKE) to Ironwood (IWD)

8.4/10 Very Good! (216 reviews)

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Stay near popular Madeline Island attractions

Big Bay State Park

9.2/10 (9 reviews)

Dramatic sandstone bluffs meet pristine Lake Superior beaches at this Madeline Island sanctuary. Explore seven miles of forest trails or paddle the protected lagoon for an intimate wilderness experience.

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Madeline Island Museum

9.0/10 (17 reviews)

Housed in the 1835 American Fur Company Building, this museum chronicles Madeline Island's Native American and fur trade history. Explore maritime artifacts while staff illuminate the island's cultural significance.

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Madeline Island Hotel Deals

Private Beach and Endless Water

La Pointe WI

8.8/10 Excellent! (48 reviews)

"We paid for two nights but left early the second day. Just for clarity, this is probably a 1970’s single wide trailer with a window unit. I was expecting a house on the beach. The 100 feet of beach is across the street with private beach signs on both sides blocking you from exploring. You get what ..."

Reviewed on Jul 2, 2026

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Motisi's Sandy Beach

La Pointe WI

10/10 Exceptional! (80 reviews)

"A quaint lake front house, beautiful setting, everything we needed for a wonderful week vacation. The private beach area was Fabulous Communication with the Dave easy and fast response. Close to attraction in Bayfeild, LaPoint has a 24 laundry mat if needed. If coming out to the Island stock up on ..."

Reviewed on Jul 20, 2026

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Spirit Lodge- Log Cabin with Large front porch

La Pointe WI

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See all 364 properties in Madeline Island

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.