
Southeast Wisconsin Ski Vacations
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Top Ski vacation packages in Southeast Wisconsin


Grand Geneva Resort & Spa
Reviewed on Jan 15, 2026

Destination Geneva National
Reviewed on Jan 2, 2026

3 Night Ski vacations in Southeast Wisconsin


Grand Geneva Resort & Spa
Reviewed on Jan 15, 2026

4 Night Ski vacations in Southeast Wisconsin


Holiday Inn Club Vacations at Lake Geneva Resort by IHG
Reviewed on Jan 16, 2026

Planning your Southeast Wisconsin ski vacation
What are some things I should consider when booking a Southeast 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 Southeast Wisconsin ski packages?
Right now, ski trips start at just $285. Prices and availability are subject to change. Additional terms may apply.
Can I book a beginner ski package in Southeast Wisconsin?
Yes! Head for the green runs—wide, sweeping slopes—for a gentle introduction to snow life in Southeast 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 Southeast Wisconsin cost?
Sensational ski trips to Southeast Wisconsin start from $285. 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 Southeast Wisconsin?
The best time to hit the slopes in Southeast 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 Southeast 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 Southeast 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 Southeast Wisconsin with Expedia?
Simple search and fantastic filters make it easy to find, build, and book your dream Southeast Wisconsin ski vacation in just a few clicks. It’s ‘snow’ joke, it really is that easy.
Top Ski Southeast Wisconsin Hotels

Grand Geneva Resort & Spa
Love staying at this hotel for my birthday!! This was our 3rd time staying here!! We also did ski that day at the Mountain top and it was nearby 5mins drive to our room!! The only concern is Room 6307 the shower drainage doesn’t drain well !!
Reviewed on Jan 15, 2026

Timber Ridge Lodge and Waterpark
Staff is great, had some dirty dishes in the kitchen but everything else was clean
Reviewed on Jan 16, 2026

Holiday Inn Club Vacations at Lake Geneva Resort by IHG
My room was very clean, which I appreciated. We booked a suite, but the first one opened directly into the bedroom, and being on the first floor, I didn’t feel comfortable with that layout. I requested a room change, and the staff handled it quickly and professionally, which I really appreciated. ...
Reviewed on Jan 16, 2026



















