Plan Your Stay

Reserve online or call 1-800-397-1320 to speak with us directly. Must be 21 to make reservation.

Wednesday 10/24

High 54°/Low 30°

ski and snowboard resort Near Chicago

Chestnut Mountain Resort is a snowboarding park near Chicago, fit for all types of snow sports enthusiasts, amateurs and professionals. Beginners can freely learn the basics of skiing and snowboarding from our professional instructors. More advanced skiers and snowboarders, on the other hand, can turn Chestnut Mountain Resort into their playground. With our range of amenities, facilities, and services, we provide our guests with nothing but an exciting skiing and snowboarding experience.


All About Having Fun: Let Loose and Hit Those Slopes


Skiing and snowboarding at Chestnut Mountain are all about having a grand time, and we sure know how to make your trip worthwhile with these offers:

  • No Frills, Just Thrills Package
    Based on double occupancy, our No Frills, Just Thrills package gives you an all-day lift ticket for each staying person at $279 a night. (Holiday Rates start at $299; 12/21/18 – 01/5/19, 01/18/19 – 01/20/19 & 02/15/19 – 02/17/19)
  • Ski, Stay & Dine Package
    Based on double occupancy, our Ski, Stay & Dine Package comes with a complimentary group lesson for $359. On top of that, a night’s stay with our Weekend Ski Package gives you two meal vouchers for any of our restaurants, and an all-day lift ticket for every person in the room. *(Package is Available 12/14/18 – 03/16/19)
  • Keep It Simple
    Based on double occupancy, a night’s lodging from Sunday to Thursday, starting at any time, is from $99 per night. (Not valid 12/23/18 – 01/3/19, 01/20/19 & 02/17/19)


Shredding Snow in No Time: Learn from the Pros


We make every stay convenient and comfortable by giving our guests everything they need to be a real snow sports enthusiast. Age is not a factor here, as we have something for every member of the family! Apart from our group, private, and semi-private tutorial sessions, Chestnut Mountain offers other packages designed for your unique needs:

  • Powder Pups (Ages 4-12)
  • Burton Learn to Ride (Ages 7 and up)

From Chestnut Mountain’s 475-foot vertical drop and 3,500 feet of picturesque slopes, go frolic in Far Side Terrain Park, which serves as a haven for skiers and snowboarders looking for unlimited rides! After an entire day of lapping across the mountains, have a complete rest in our indoor pool, sauna, or Jacuzzi. Skiing and snowboarding near Chicago have never been this accessible and hassle-free.


Now, isn’t that the life? Choose a package and book today!

Chestnut Mountain’s winter terrain isn’t just great for skiers; it’s a winter playground for snowboarders as well. Transworld has chosen Chestnut Mountain as their top-rated Midwest snowboard park for three years running! Our terrain park, the Farside, is the largest of its kind in the Midwest – containing more than 25 rails and an array of features, and is served by its own triple chair lift and surface lift. It’s kind of a big deal.