Northwest Wisconsin Ski Holidays

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Planning your Northwest Wisconsin ski holiday

How can I book the best ski holiday to Northwest Wisconsin in 2025/2026?

Search through alpine adventures on Expedia to plan your perfect snowy ski holiday in Northwest Wisconsin. Just choose your dates and see what’s available. You might prefer a hotel with a heated outdoor pool, or a private chalet for après ski parties; either way, use the property filters to your ideal match. If ski-in-ski-out is important, use the map view to find those idyllic slopeside properties.

How can I find cheap Northwest Wisconsin ski holidays?

Boot hire, lift passes, lessons: ski holidays can get pricey, quickly. To make your ski trip more affordable, book Northwest Wisconsin accommodation a little further from the lifts and go self-catering to cut back on eating out. Sort your search results by price to find options from . Prices and availability are subject to change. Additional terms may apply.

Can I book last-minute ski holidays to Northwest Wisconsin?

Use our handy last-minute deals page to look for ski holidays to Northwest Wisconsin at a steal. If your dates are fixed, simply input the details and see what specials are available.

What should I consider when booking family ski holidays in Northwest Wisconsin?

Northwest Wisconsin is well set up for kids. For the teeniest ski-woks, day care in the snow is a blast. As they get older, they love whizzing around on the hill in ski school. Choose a hotel near the lifts and nursery slopes to save a whole lot of ski-carrying hassle in the mornings. With all that extra time and energy, you can take your sweet time to find a family-favourite bolthole on the mountain for hot chocolate with marshmallows ski breaks.

Can I book all-inclusive ski holidays to Northwest Wisconsin?

All-inclusive ski holidays are fairly rare, but you can use our filter to see if there are any available in Northwest Wisconsin. If not, consider booking your flights and accommodation together to save money that way instead.

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

Ski season in Northwest Wisconsin generally starts around December and slopes off around April. Keep an eye on the snow forecasts though, as you can often find some brilliant deals at the start or end of the season, when it’s also much quieter.

How can I find the best deals on Northwest Wisconsin ski holiday packages?

If you can be flexible with your ski holiday dates, avoid school holidays and instead buckle up your boots at the start or end of season. Sort your search results by price and look out for self-catered accommodation to save on notoriously expensive ski-resort drinking and dining.

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

If you’re not 100% sure on plans or just want peace of mind, choose a ski holiday with free cancellation. You can use our free cancellation filter to find properties in Northwest Wisconsin that offer it.

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

Schuss your way to the slopes with Expedia’s smooth booking process. From flights to hotels and even car hire, you’ll find everything you need to plan the ultimate winter wonderland ski holiday.

Top Ski Northwest Wisconsin Hotels

Holiday Inn Express St. Croix Valley by IHG
Holiday Inn Express St. Croix Valley by IHG
2.5 out of 5
2190 US Highway 8, St Croix Falls, WI
  • 3 hours drive from Apostle Islands Marina
Stay at this golf hotel in St Croix Falls. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their ...
9.2/10 Wonderful! (814 reviews)
"trash in the parking lot and a sketchy"

Reviewed on 1 Jul 2025

Holiday Inn Express St. Croix Valley by IHG
Afton House Inn
Afton House Inn
3 out of 5
3291 St. Croix Tr. S, Afton, MN
  • 3 hours drive from Apostle Islands Marina
Stay at this 3-star beach B&B in Afton. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Troy Burne Golf Club and Afton Alps Golf Course ...
8/10 Very Good! (217 reviews)
"We loved our stay at the Afton Inn. The employees were all so sweet and helpful! It definitely gave the vibe of a bed and breakfast, more of the homey feel. The restaurants were fun, the coffee shop had a great coffee, and the breakfast was good. We would definitely stay here again!"

Reviewed on 22 Jun 2025

Afton House Inn
Old Rittenhouse Inn
Old Rittenhouse Inn
3.5 out of 5
301 Rittenhouse Avenue, Bayfield, WI
  • 6 min walk from Apostle Islands Marina
Stay at this 3.5-star historic B&B in Bayfield. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Apostle Islands Marina and Bayfield Heritage ...
9.2/10 Wonderful! (67 reviews)
"We have stayed here multiple times and love it. Will definitely keep coming back. Staff is friendly and accommodating. Views are spectacular and all kinds of fun things to do in Bayfield."

Reviewed on 7 Apr 2025

Old Rittenhouse Inn
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.

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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. Flight-inclusive packages are ATOL protected.