Madeline Island Holidays

Photo by Kate Johnson

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Top hotels in Madeline Island

The Washburn Inn - On the Lake

The Washburn Inn - On the Lake

2.5 out of 5
123 Harbor View Drive, Washburn, WI
Fully refundableReserve now, pay when you stay
The price is S$259 per night from 12 Aug to 13 Aug
S$259
12 Aug - 13 Aug
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
Nice place.
"My friend and I make a yearly vacation to Lake Superior. This hotel was recomended."

Reviewed on 17 Jul, 2025

The Washburn Inn - On the Lake
Super 8 by Wyndham Ashland

Super 8 by Wyndham Ashland

2 out of 5
1610 Lake Shore Dr W, Ashland, WI
Fully refundableReserve now, pay when you stay
The price is S$246 per night from 10 Aug to 11 Aug
S$246
10 Aug - 11 Aug
includes taxes & fees
7.8/10 Good! (1,020 reviews)
"I couldn’t get the tv to work and as soon as I called the front desk someone came up very fast and showed me how to work it. Everyone was very polite and the room was neat and clean."

Reviewed on 14 Jul, 2025

Super 8 by Wyndham Ashland
AmericInn by Wyndham Ashland

AmericInn by Wyndham Ashland

2.5 out of 5
3009 Lakeshore Drive East, Ashland, WI
Fully refundableReserve now, pay when you stay
The price is S$329 per night from 20 Jul to 21 Jul
S$329
20 Jul - 21 Jul
includes taxes & fees
7.8/10 Good! (1,009 reviews)
"Great Time at Americann In. We will definitely be staying with them again in the future. They go out of their way to do small nice things all over the hotel."

Reviewed on 16 Jul, 2025

AmericInn by Wyndham Ashland
See all 343 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.

Frequently asked questions

How much does a Madeline Island holiday package cost?
Get your credit card ready, because a trip to Madeline Island starts from an enticing . When you combine your flights, hotels and car rentals into a holiday package, you'll land the biggest bargains.
How do I get a cheap travel package to Madeline Island?
Combine your bookings with Expedia to save big bucks on your next getaway. With more than 550 airlines and 1,000,000 properties around the globe, your Madeline Island holiday package can be tailored exactly to suit your travel style. With all that extra cash, why not throw in some exciting activities and tours? It's an easy way to unlock even more bargains. Your dream holiday in Madeline Island is much closer than you thought!
How far in advance should I book my Madeline Island holiday?
To score cheap prices, book as early as you can. Airlines usually begin selling tickets, along with some of the lowest fares, nearly 12 months ahead of time. Hotels, car rental and experiences should also be booked well in advance to avoid disappointment. If you were hoping for a last-minute getaway to Madeline Island, there are always plenty of great deals to be had on Expedia. Book your escape today!
What does an Expedia Madeline Island travel package include?
Flights, hotels and a cool car for all your fun road trip adventures. Simply choose your preferred bundle and get access to great discounts. Once you've made your booking, add on some tours and experiences and watch your savings stack up. When it comes to crafting your Madeline Island escape, you're the one in control!
What should I know before booking a Madeline Island travel package?
When you book your hotels, flights and car rentals together, you'll pick up great discounts. Whether you're planning an island getaway in a villa or would rather stay in a comfortable hotel in the city, Expedia can help make it happen.
Can I choose my airline with a Madeline Island Expedia holiday package?
Expedia has access to more than 550 partner airlines worldwide, so you sure can! Simply pick the carrier you want and put together your ideal Madeline Island trip.
If I'm not able to travel, can I cancel my Madeline Island holiday package?
Because we know life is full of surprises, the answer is yes. For further information, visit our Customer Service Portal. But generally speaking, if you've made your booking in the last 24 hours, you may be able to cancel or change it for no charge. Your airline, hotel or car rental company may charge a fee if you made your booking a while ago.