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

$625

per person

Nov 5 - Nov 8

found 16 hours ago

Roundtrip flight included

Shreveport (SHV) to Chicago (ORD)

8.8/10 Excellent! (1,411 reviews)

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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

$625

per person

Nov 5 - Nov 8

found 16 hours ago

Roundtrip flight included

Shreveport (SHV) to Chicago (ORD)

8.8/10 Excellent! (1,411 reviews)

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.

Lake Lawn Resort

$545

per person

Nov 5 - Nov 9

found 1 day ago

Roundtrip flight included

Detroit (DTT) to Milwaukee (MKE)

9/10 Wonderful! (1,010 reviews)

Great place to stay

Reviewed on Oct 2, 2026

Lodge Geneva National

$586

per person

Nov 5 - Nov 9

found 1 day ago

Roundtrip flight included

Detroit (DTT) to Chicago (ORD)

8.8/10 Excellent! (1,411 reviews)

Bluegreen Odyssey Dells

Lake Delton

$694

per person

Dec 3 - Dec 7

found 1 day ago

Roundtrip flight included

Boston (BOS) to Madison (MSN)

9.4/10 Exceptional! (233 reviews)

Nothing

Reviewed on Sep 26, 2026

Don't see what you're looking for?

See all available trips from Columbus to Wisconsin

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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 $545. 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 $545. 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

$67 nightly

$72 total

Nov 1 - Nov 2

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. ...

Best Western Plus Wausau Tower Inn

201 N 17th Ave Wausau WI

6 hours drive from Lake Michigan

$115 nightly

$131 total

Oct 4 - Oct 5

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! (467 reviews)

"A unique property, being tower shaped. We enjoyed the spacious room on the top floor. Elevator service very helpful! Check in was quick and efficient, with all available staff offering excellent hospitality. We found the lounge and outdoor patio area particularly enjoyable! Gas fired fireplace and ..."

Reviewed on Sep 26, 2026

Best Western Plus Wausau/Rothschild Hotel

803 Industrial Park Avenue Rothschild WI

6 hours drive from Lake Michigan

$98 nightly

$111 total

Oct 11 - Oct 12

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 16,033 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.