Wisconsin Ski Vacations 2026

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Top Ski vacation packages in Wisconsin

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

Lodge Geneva National

Save 100% on your flight

$491

per person

Oct 15 - Oct 18

found 1 day ago

Roundtrip flight included

New York (NYC) to Chicago (ORD)

8.8/10 Excellent! (1,400 reviews)

Grand Geneva Resort & Spa

$718

per person

Sep 19 - Sep 22

found 2 hours ago

Roundtrip non-stop flight included

Sacramento (SMF) to Chicago (ORD)

8.8/10 Excellent! (1,002 reviews)

Clean rooms, great lobby staff, nice piano bar scene, and live music on Fridays and Saturdays.

Reviewed on Aug 14, 2026

Don't see what you're looking for?

See all available trips from Columbus to Wisconsin

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3 Night Ski vacations in Wisconsin

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

Lodge Geneva National

Save 100% on your flight

$491

per person

Oct 15 - Oct 18

found 1 day ago

Roundtrip flight included

New York (NYC) to Chicago (ORD)

8.8/10 Excellent! (1,400 reviews)

Grand Geneva Resort & Spa

$718

per person

Sep 19 - Sep 22

found 2 hours ago

Roundtrip non-stop flight included

Sacramento (SMF) to Chicago (ORD)

8.8/10 Excellent! (1,002 reviews)

Clean rooms, great lobby staff, nice piano bar scene, and live music on Fridays and Saturdays.

Reviewed on Aug 14, 2026

Don't see what you're looking for?

See all available trips from Columbus to Wisconsin

View all trips

4 Night Ski vacations in Wisconsin

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

Holiday Inn Club Vacations at Lake Geneva Resort by IHG

$439

per person

Oct 26 - Oct 30

found 1 day ago

Roundtrip flight included

Providence (PVD) to Chicago (ORD)

8.8/10 Excellent! (1,004 reviews)

Lake Lawn Resort

$647

per person

Sep 24 - Sep 28

found 9 hours ago

Roundtrip flight included

Los Angeles (QLA) to Milwaukee (MKE)

9.2/10 Wonderful! (1,014 reviews)

Grand Geneva Resort & Spa

Save 100% on your flight

$1,089

per person

Sep 30 - Oct 4

found 5 hours ago

Roundtrip non-stop flight included

New York (LGA) to Chicago (ORD)

8.8/10 Excellent! (1,002 reviews)

Clean rooms, great lobby staff, nice piano bar scene, and live music on Fridays and Saturdays.

Reviewed on Aug 14, 2026

Don't see what you're looking for?

See all available trips from Columbus to Wisconsin

View all trips

What are some things I should consider when booking a Wisconsin ski trip package?

Yes, you want pristine powder and perfect runs, but take a moment to consider how close you want to be to the slopes, what extras you want from your resort, and—of course—how much après ski you intend to indulge in.

How can I find cheap Wisconsin ski packages?

Right now, ski trips start at just $439. Prices and availability are subject to change. Additional terms may apply.

Can I book a beginner ski package in Wisconsin?

Yes! Head for the green runs—wide, sweeping slopes—for a gentle introduction to snow life in Wisconsin. Book lessons so you can gear up to take on the rest of the mountain with confidence. Après awaits for all after an eventful day in the snow.

How much does a ski trip to Wisconsin cost?

Sensational ski trips to Wisconsin start from $439. Use the budget filter to find powder at your perfect price. As always, prices and availability are subject to change. Additional terms may apply.

When’s the best time of year to plan a ski trip to Wisconsin?

The best time to hit the slopes in Wisconsin depends on what you’re looking for. If you’re all about powder-packed pistes and brilliant blue-sky skiing conditions, aim for the middle of the season. Alternatively, if you’re willing to take a chance on start or end of season snow, you’ll bag much cheaper prices —just make sure there’s a spa or après bar to shelter in on white-out days.

Can I book Wisconsin ski packages with airfare?

Save money on your snow time by booking your accommodation, airfare, and car rental in a brilliant bundle. It’s both convenient and cash-flow friendly.

Can I book a Wisconsin ski trip with free cancellation and/or flexible dates?

Flexibility is always a bonus when you’re flying down the slopes—and it makes for an easier booking process, too. Check the payment option filter to find trips with free cancellation as well as buy now, pay later options.

Why should I book a ski package in Wisconsin with Expedia?

Simple search and fantastic filters make it easy to find, build, and book your dream Wisconsin ski vacation in just a few clicks. It’s ‘snow’ joke, it really is that easy.

Top Ski Wisconsin Hotels

Days Inn by Wyndham Portage/Cascade Mountain area

North 5781 Kinney Road Portage WI

6 hours drive from Lake Michigan

$68 nightly

$74 total

Sep 9 - Sep 10

Total with taxes and fees

Book a stay at this business-friendly hotel in Portage. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...

6.8/10 (1,002 reviews)

"It is a very worn out property."

Reviewed on Aug 13, 2026

Best Western Plus Wausau Tower Inn

201 N 17th Ave Wausau WI

6 hours drive from Lake Michigan

$115 nightly

$131 total

Aug 17 - Aug 18

Total with taxes and fees

Book a stay at this business-friendly hotel in Wausau. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...

8.8/10 Excellent! (448 reviews)

"The breakfast was really good!"

Reviewed on Aug 15, 2026

Best Western Plus Wausau/Rothschild Hotel

803 Industrial Park Avenue Rothschild WI

6 hours drive from Lake Michigan

$107 nightly

$122 total

Sep 6 - Sep 7

Total with taxes and fees

Book a stay at this business-friendly hotel in Rothschild. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...

See all 15,899 properties in Wisconsin

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.