The Best Quick Ski Getaways From Chicago

A snowboarder in action
A snowboarder in action | Courtesy of Boyne Mountain
Elizabeth Newhart

Winter has not arrived yet in Chicago – fall is still in full swing for at least another month. But it’s never too early to start planning ahead for your holiday getaways, and these Midwest ski resorts have everything you need. Most of them don’t open their slopes until the beginning of December, but if you pick one you like, there’s still time to buy discounted season passes. Don’t mourn the end of warm weather this year; steer right into the skid by getting out of the city and enjoying a little (freezing) outdoor activity.

1. Boyne Mountain, MI

Hotel

This drive will take you more than five hours up to the tip of Michigan, but it’s a weekend getaway that’s more than worth it. Boyne Mountain has been the largest ski resort (415 acres) in the Midwest since 1947, and it shows. Take in more than 60 trails for downhill skiing, cross-country paths, tubing, snowshoe trails, horse-drawn sleigh rides and even ice skating. Shop their retail village, splash around at an indoor waterpark or relax at their massive 19,500-square-foot spa. No matter what you’re looking for in a winter vacation, Boyne Mountain has it.

Culture Trip Summer Sale

Save up to $1,395 on our unique small-group trips! Limited spots.

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