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Featured Chicago Ski Resorts & Hotels

Estimated price for 1 night/2 adults

Victorian Rose Garden
Victorian Rose Garden
3.0 out of 5.0 314 Washington Street, Algonquin, IL
$129
5.0/5 (2 reviews)

Great location. Wonderful breakfast. Comfy bed. What more do you need?!

Reviewed on Jul 21, 2018
SkiBikingHiking
Country Inn & Suites by Radisson, Elgin, IL
Country Inn & Suites by Radisson, Elgin, IL
2.5 out of 5.0 2270 Point Blvd, Elgin, IL
Free Cancellation
$86
4.5/5 (22 reviews)

Stayed here multiple times. Have not had a bad experience. Overall a great value.

Reviewed on Dec 28, 2018
SkiBreakfastWifi
Holiday Inn Express Hotel & Suites Chicago-Algonquin
Holiday Inn Express Hotel & Suites Chicago-Algonquin
2.5 out of 5.0 2595 Bunker Hill Dr, Algonquin, IL
Free Cancellation
$84
4.3/5 (27 reviews)

Clean, quiet hotel even with a "full house" includinng a baseball team and wedding party. The pool is on the smaller size. Nice fitness room.

Reviewed on Apr 7, 2019
SkiFamily FriendlyBreakfast
Midwestern Inn
Midwestern Inn
2.5 out of 5.0 1837 Centre Point Circle, Naperville, IL
$103
4.2/5 (34 reviews)

The staff were very friendly. The pool was small, but nice. The kids loved it! The room was clean and bright. The continental breakfast had a great variety. The cookies at check in were a nice touch. The kids are already asking when we can come back.

Reviewed on Nov 5, 2018
SkiSwimmingBreakfast
Comfort Suites Elgin
Comfort Suites Elgin
2.5 out of 5.0 2480 Bushwood Drive, Elgin, IL
Free Cancellation
$94
4.0/5 (17 reviews)

Nice area. Room was very clean. The small fridge wasn't working properly. Didn't notice until the next day. Breakfast was good. Very nice hotel/room.

Reviewed on Jun 2, 2019
SkiCasinoFamily Friendly
TownePlace Suites by Marriott Chicago Elgin-West Dundee
TownePlace Suites by Marriott Chicago Elgin-West Dundee
3.0 out of 5.0 2185 Marriott Dr, West Dundee, IL
Free Cancellation
$75
4.0/5 (12 reviews)

Love the two bedrooms and kitchen. It's a nice space. I needed Dawn soap and they had some 😁 It is older and needs some updating. The musty smell is the only reason I wouldn't go back. For one night it was good.

Reviewed on Jun 14, 2019
SkiFamily FriendlyFree Breakfast
Hyatt Regency Lisle near Naperville
Hyatt Regency Lisle near Naperville
3.5 out of 5.0 1400 Corporetum Drive, Lisle, IL
Free Cancellation
$105
3.9/5 (112 reviews)

Everything worked as it should. The hot water was hot, the TV turned on when you hit "power". Everything was true as advertised.

Reviewed on Jun 10, 2019
SkiRoomserviceFamily Friendly
Courtyard by Marriott Chicago Elgin/West Dundee
Courtyard by Marriott Chicago Elgin/West Dundee
3.0 out of 5.0 2175 Marriott Dr, West Dundee, IL
Free Cancellation
$88
3.3/5 (10 reviews)

Pool was cold. pool area too hot. No whirlpool as seen in photos. Bathroom fixtures low grade quality, toilet ran. Bathroom layout uncomfortable.

Reviewed on May 26, 2019
SkiGolfCoffee
The Mansion Bed & Breakfast
The Mansion Bed & Breakfast
2.5 out of 5.0 305 Oregon Avenue, West Dundee, IL
SkiShoppingGolf

Head for The Hills at a Chicago Ski Resort

Discover a winter wonderland at Chicago ski resorts, where pristine ski hills meet comfy accommodations.

Alpine charm
Ski resorts near Chicago offer a range of experiences, whether you’re looking for a village cutoff from the hustle and bustle of the world or a resort close to other local amenities. You can book a room in the main hotel or a luxury private chalet with ski-in and ski-out access.

There’s more than skiing to keep you busy. Check out the winter activities you’ll enjoy at the best ski resorts in Chicago, from tubing to soaking in outdoor spas.

Epic fun at your Chicago ski resort
Chicago ski resorts are known for their accommodations, fun-filled activities, and sumptuous meals. Each resort also has its own unique signature runs, trails, and chairlifts to get you to the top of the slopes. You’ll also usually have access to surrounding trails and other winter sports within the resort. Larger resorts often offer a range of amenities, including gondolas or aerial trams, so you can ride to the slopes in style or simply take in the splendid views.

Winter vacations in Chicago offer a whole new world of experiences, such as snowmobiling, horse-drawn sleds, tubing, and dog-sledding. The nightlife can vary from clubs to cabarets and game rooms to night skiing by torchlight. The après-ski scene at Chicago ski resorts is one of the greatest draws for travelers who enjoy warming beverages, crackling fires, and the company of fellow skiers.

Recent Ski Resorts & Hotels Reviews