Illinois Ski Holidays

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Top Ski Illinois Hotels

Chestnut Mountain Resort

Chestnut Mountain Resort

3 out of 5
8700 W Chestnut Mountain Rd Galena IL
  • 2 hours drive from Wrigley Field
Stay at this ski resort in Galena. Enjoy free Wi-Fi, free parking and 2 restaurants. Our guests praise the helpful staff and the clean rooms in their reviews. ...
8.4/10 Very Good! (1,000 reviews)
We were staying here for the three nights before Christmas this year and we had an amazing time so convenient for having a lodging with skiing. Also, the restaurant very good. The room was very spacious and very clean. Service good as well. Definitely we will come back and we highly recommend ...

Reviewed on 29 Dec 2025

Chestnut Mountain Resort
Country Inn & Suites by Radisson, Galena, IL

Country Inn & Suites by Radisson, Galena, IL

2.5 out of 5
11334 Oldenburg Ln Galena IL
  • 1 hour drive from Wrigley Field
The price is NZ$189 per night from 19 Jan to 20 Jan
NZ$189
19 Jan - 20 Jan
includes taxes & fees
Stay at this family-friendly hotel in Galena. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the pool in their reviews. ...
9.2/10 Wonderful! (1,003 reviews)
There were not many people staying when we did, hotel is an excellent place to stay! Breakfast sat a little long so the sausage and eggs dried out so I made it work and had waffles and fruit! All good!

Reviewed on 10 Jan 2026

Country Inn & Suites by Radisson, Galena, IL
Goldmoor Inn

Goldmoor Inn

4 out of 5
9001 W.Sand Hill Rd Galena IL
  • 2 hours drive from Wrigley Field
The price is NZ$703 per night from 9 Feb to 10 Feb
NZ$703
9 Feb - 10 Feb
includes taxes & fees
Stay at this B&B in Galena. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. Popular attractions Upper ...
9.6/10 Exceptional! (268 reviews)
Relaxed and wonderful, but know about food options
The one thing I will caution future guests about is breakfast. It’s one menu selection (there is no menu to choose from) for everyone every morning. So if you’re a picky eater or have lots of food sensitivities, this could be a real hassle. It is served in your room only, and delivery runs a bit ...

Reviewed on 24 Oct 2025

Goldmoor 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.