A frozen river with snow-covered rocks and trees in a winter landscape.

Northwest Wisconsin Ski Vacations

Book a Hotel + Flight or Car together to unlock savings

Top Ski vacation packages in Northwest Wisconsin

Price found within the past 48 hours. Click for updated prices.
  • A lobby with a staircase, seating area, and a reception desk.
    Dec 19 - Dec 21

    River Hill Inn & Suites + Flight

    Hudson
    2 nights
    2.0 star property
    7.6/10 - Good (198 reviews)
    Roundtrip • Portland (PDX) - Minneapolis (MSP)
    PDX - MSP • Nonstop MSP - PDX • Nonstop
    $640
    $629
    per traveler
    found 10 hours ago
    River Hill Inn & Suites
  • A cozy lounge area with a fireplace, comfortable seating, and a large wall-mounted TV.
    Dec 19 - Dec 21

    Hotel Crosby + Flight

    Stillwater
    2 nights
    2.5 star property
    9.6/10 - Exceptional (1,002 reviews)
    Roundtrip • Portland (PDX) - Minneapolis (MSP)
    PDX - MSP • Nonstop MSP - PDX • Nonstop
    $900
    $862
    per traveler
    found 10 hours ago
    Hotel Crosby
  • An outdoor terrace with a view of a bridge and hills, furnished with wooden chairs and a table.
    Dec 19 - Dec 21

    Water Street Inn + Flight

    Stillwater
    2 nights
    3.5 star property
    8.2/10 - Very good (1,000 reviews)
    "It’s an old hotel with old furniture. You have to like that kind of thing but I love it! The fireplace in My room was a great touch. It worked and I used it!"
    Reviewed November 9, 2026
    Roundtrip • Portland (PDX) - Minneapolis (MSP)
    PDX - MSP • Nonstop MSP - PDX • Nonstop
    $780
    $754
    per traveler
    found 10 hours ago
    Water Street Inn

Discover the most popular places to visit in Northwest Wisconsin

A coastal town with a marina, houses, and a forested hill in the background.

Apostle Islands Marina

9.4/10 (418 reviews)
Explore the waterfront in Bayfield with a trip to Apostle Islands Marina. Wander around the gardens in this relaxing area, or simply enjoy its coffeehouses.
See properties

Top Ski Northwest Wisconsin Hotels

An outdoor seating area with a stone fireplace, wicker furniture, and a glass wall overlooking a parking area.

Holiday Inn Express & Suites Rice Lake by IHG

Holiday Inn Express & Suites Rice Lake by IHG
2.5 star property
9.3 mi from Northwest Wisconsin
9.6 out of 10, Exceptional, (705 reviews)
"More than I expected. Very nice place to stay. Although not much choice of restaurants nearby."
$118 nightly
The price is $131
Nov 15 - Nov 16
Total with taxes and fees
Holiday Inn Express & Suites Rice Lake by IHG
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.
See all properties in Northwest Wisconsin

Planning your Northwest Wisconsin ski vacation

What are some things I should consider when booking a Northwest 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 Northwest Wisconsin ski packages?

Right now, ski trips start at just $629. Prices and availability are subject to change. Additional terms may apply.

Can I book a beginner ski package in Northwest Wisconsin?

Yes! Head for the green runs—wide, sweeping slopes—for a gentle introduction to snow life in Northwest 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 Northwest Wisconsin cost?

Sensational ski trips to Northwest Wisconsin start from $629. 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 Northwest Wisconsin?

The best time to hit the slopes in Northwest 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 Northwest 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 Northwest 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 Northwest Wisconsin with Expedia?

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