Madeline Island Holidays

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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$156 per night from 27 Apr to 28 Apr
S$156
27 Apr - 28 Apr
includes taxes & fees
The Washburn Inn - On the Lake
Legendary Waters Resort & Casino

Legendary Waters Resort & Casino

2.5 out of 5
37600 Onigamiing Dr Bayfield WI
Fully refundableReserve now, pay when you stay
The price is S$143 per night from 28 Apr to 29 Apr
S$143
28 Apr - 29 Apr
includes taxes & fees
8/10 Very Good! (434 reviews)
We stayed at Legendaty Waters for 2 nights. Our room was comfortable, roomy, and very clean.. The bathroom was large, very nice, with a walk-in shower. The staff was friendly and helpful. The 2 negatives are that 1) The pool and hot tub were closed for maintenance, and 2) The dining room was supposed ...

Reviewed on 20 Apr, 2026

Legendary Waters Resort & Casino
Best Western The Hotel Chequamegon

Best Western The Hotel Chequamegon

3 out of 5
101 Lake Shore Dr W Ashland WI
Fully refundableReserve now, pay when you stay
The price is S$187 per night from 26 Apr to 27 Apr
S$187
26 Apr - 27 Apr
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
Wonderful location. Staff go above and beyond expectations... Seth, Millie, and Katy are all helping us track down a historical photo of our grandfather that was in the hotel in 2021! The complimentary breakfast was fabulous...and kept well stocked as well as cleaned up after guest spills. The on ...

Reviewed on 24 Apr, 2026

Best Western The Hotel Chequamegon
See all 351 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

Can I cancel my flight booking to Madeline Island due to COVID-19?
Click through to our Customer Service Portal for important details about changing or cancelling flights due to COVID-19. Make sure you also read through the terms and conditions of your chosen airline before booking your journey to Madeline Island.
What's the best way to find cheap flights to Madeline Island that have flexible change policies?
At Expedia, we've been channeling our inner contortionist to deliver you the most flexible fares on the market. Simply click on "No change fee" directly beneath the filter subheading "Flexible change policies" to find your perfect flight to Madeline Island.
What are some of the general tips for travellers to Madeline Island during the COVID-19 outbreak?
If it's your first time travelling during the COVID-19 outbreak, you'll no doubt notice a few more standards and rules in place. Take note of these tips and make your trip to Madeline Island a smooth one:
  • Before committing to anything, find out if any travel restrictions or bans apply — in both your destination and origin. Keep informed with the latest updates by reviewing government travel advisories.
  • When you pass through airport checkpoints, keep your face mask on. You will be required to briefly lower it to verify your identity. Those who refuse to wear a mask may be fined and denied entry.
  • Rather than handing a TSA employee your boarding pass, place it straight on the scanner yourself. Then, hold it up for inspection.
  • One liquid hand sanitizer container is now allowed in your carry-on luggage. It must be no bigger than 12 oz (350 ml), and you'll have to take it out of your bag for scanning.
  • Remove personal items from your pocket, like your small change and phone, and place them in your carry-on instead of into bins. This will minimize handling during screening.
  • Separate any food you're carrying for screening. Food items often set off the alarm. Placing them in a clear plastic bag and into a bin reduces the need for a TSA officer to touch and inspect your belongings.

Which airlines fly to Madeline Island?
Delta is a leading air carrier servicing Madeline Island. Lock in an airfare to General Mitchell Intl. Airport (MKE) and you'll have 573 Delta flights each month to select from.
How can I find cheap tickets to Madeline Island?
Book well in advance, travel on a cheaper day, use frequent flyer miles — you're not short of ways! One more is to use Expedia's "flexible dates" function. Search for your Madeline Island flight, then check out the cheapest prices for nearby dates. In the last seven days, the best price for a flight to Madeline Island was .
How much is a flight to Madeline Island?
You could have scored a return ticket to Madeline Island from anywhere between and in the last seven days. For one-way journeys from (), the lowest amount paid during this time was just .
What are the most popular airports to fly into in Madeline Island?
Start arranging your Madeline Island journey by booking a ticket on one of the 2400 flights per month to General Mitchell Intl. Airport (MKE). This is the region's principal gateway.
When is the cheapest time to fly to Madeline Island?
If you'd rather spend your holiday money exploring Madeline Island rather than on getting there, take off earlier in the week. The cheapest day to fly is generally Tuesday, with Monday close behind. With many folks travelling on weekends, Saturday often has the highest airfares.
How much is a plane ticket to Madeline Island?
In the last seven days, tickets to Madeline Island ranged between and . Prices depend on the time of departure, airline, cabin class and how early you make your booking.
Which airlines with flights to Madeline Island employ COVID-19 cleanliness policies?
In order to reduce contact between passengers and flight crew for the remainder of the COVID-19 pandemic, most airlines have taken social distancing and other preventive measures to the skies. Just some of these are:
  • Southwest Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.