Madeline Island Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Kate Johnson

  • Plan, book, travel with confidence

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    Better together

    Save up to Rp173.195 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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    Rest easy

    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
The price is Rp2.856.000 per night from 27 Jul to 28 Jul
Rp2.856.000
Rp3.198.883 total
27 Jul - 28 Jul
includes taxes & fees
8.4/10 Very Good! (1,005 reviews)
"Stayed here for a quick get a way and it was in athe perfect location"

Reviewed on 21 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 Rp2.774.400 per night from 20 Aug to 21 Aug
Rp2.774.400
Rp3.107.328 total
20 Aug - 21 Aug
includes taxes & fees
7.8/10 Good! (1,007 reviews)
Safe, comfortable place to stay
"I attended a concert at the Big Top in Bayfield. This was a great place to spend the night before heading home in the morning. I was traveling alone and felt very safe. Room was clean and comfortable."

Reviewed on 20 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
The price is Rp4.063.680 per night from 27 Jul to 28 Jul
Rp4.063.680
Rp4.551.485 total
27 Jul - 28 Jul
includes taxes & fees
7.8/10 Good! (1,003 reviews)
"Property was very family oriented. Splashland looked good, lots of outside games. We rented a suite. The room was large."Personal" patio was the size of a sidewalk. The bathroom was dated and a small lavatory, no place to set things... It was clean, and good view of the lake for breakfast."

Reviewed on 20 Jul 2025

AmericInn by Wyndham Ashland
See all 342 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.