Best Ski Resorts in Driving Distance from Madison, WI

Winter in Wisconsin is upon us and there are few things we love more than staying active and getting some Vitamin D (ie: sunshine!). We are fortunate to have quite a few ski resorts within a short drive from Madison.

***Each of these has policies and protocols for Covid 19; visit their websites to see their guidelines/rules. 

Alpine Valley Ski Resort

Address: W2501 Co Rd D, Elkhorn, WI

Located in Elkhorn, WI, Alpine Valley offers exceptional skiing and snowboarding with one of the largest beginner areas in the Midwest! New for the 2020/21 season, they’ve added a new trail called Snowdrift, at 1,400 feet in length. It’s a scenic run great for the entire family!

Rentals: Yes

Lessons: Yes


Cascade Mountain

Address: W10441 Cascade Mountain Rd, Portage, WI 53901

Cascade Mountain is located in Portage, Wisconsin. It has 47 trails, 4 terrain parks, and an 800-foot-long chute for snow tubing. Snow tubing is fun for kids of all ages!

Rentals: Yes

Lessons: Yes


Chestnut Mountain

Address: 8700 W Chestnut Mountain Rd, Galena, IL

Nineteen ski and snowboard trails cut through solid rock bluffs range up to 3,500 feet in length and are geared to all levels. The seven-acre Far Side Terrain Park, complete with its own triple, features a quarter-pipe, two halfpipes, and lots of rails, kickers and jumps. Chestnut, with the hotel and Village Ski Center located on top of the ski hill, features a 475-foot vertical drop.

Rentals: Yes

Lessons: Yes


Devil’s Head Resort

Address: S6330 Bluff Rd, Merrimac, WI

Devil’s Head ski resort boasts a 500-foot vertical drop and 30 runs scattered across 300 acres and 9 lifts (lift capacity 16,500 skiers per hour). It’s is a full-service ski resort nestled in the heart of the glacier-formed, Baraboo Bluffs. Kids programs and lessons are available.

Rentals: Yes

Lessons: Yes


Sundown Mountain

Address: 16991 Asbury Rd, Dubuque, IA

Sundown Mountain in Dubuque has a Kids Park Facility for kids ages 3-11 and also offers kids lessons. There’s a 475-foot vertical drop with terrain cut out of an old cedar forest that’s spread out over 45 acres. From the top of the scenic ski hill you can see three states and the Mississippi River valley. Sundown offers runs to accommodate all levels of skiers plus an expanded nine-acre terrain park featuring a halfpipe and lots of new rails and jumps.

Rentals: Yes

Lessons: Yes


Tyrol Basin

Address: 3487 Bohn Rd, Mt Horeb, WI

Tyrol Basin is a ski and snowboard area located near Mount Horeb, WI. It has runs at beginner, intermediate, advanced and expert level. Tyrol Basin has 16 runs, of average size for Midwest hills.

Rentals: Yes

Lessons: Yes


A few other places to enjoy downhill skiing near Madison include:

All of these options are found less than 2 hours from Madison and offer great downhill skiing. Whether you want to get away for the weekend or enjoy skiing regularly, you can choose the right option for you from one of these excellent downhill skiing areas near Madison.

Madison Mom
Madison Moms Blog is written by and for moms who live in the Madison Area. We strive to connect local moms by sharing personal experiences, fun ideas and useful information as well as promoting local businesses. Our community begins online, but doesn't stop there! We offer Mom's Night Out events, play groups and other opportunities to connect offline, with and without kids.

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