Find ski hotels & lodging in Highland Hills, Chicago

Plan the perfect ski vacation from $92

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Check availability on Highland Hills Ski Hotels

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Nov 30 - Dec 1
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Dec 1 - Dec 2
Next weekend
Dec 5 - Dec 7
In two weeks
Dec 12 - Dec 14

Top Highland Hills Ski Hotels

Exterior
The Westin Chicago Lombard

The Westin Chicago Lombard

4.0 star property
Lombard
  • Pool
  • Pet friendly
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Gym
8.8 out of 10, Excellent, (1145)
Mountain enthusiasts relish post-ski recovery at this 4-star retreat featuring an indoor pool, hot tub, and sauna. Located minutes from cross-country and downhill skiing trails, adventurers can refuel at two onsite restaurants before retreating to spacious, comfortable rooms with premium bedding.
$118 nightly
The price is $131
Dec 21 - Dec 22
Total with taxes and fees
The Westin Chicago Lombard
Fridge, microwave, oven, stovetop
Pet/Family Friendly Farmhouse: Sleeps 10, Firepit, 1 Hour from Chicago

Pet/Family Friendly Farmhouse: Sleeps 10, Firepit, 1 Hour from Chicago

Elgin
  • Snowboarding nearby
10.0 out of 10, Exceptional, (18)
$372 nightly
The price is $375
Dec 3 - Dec 4
Total with taxes and fees
Pet/Family Friendly Farmhouse: Sleeps 10, Firepit, 1 Hour from Chicago
Exterior
Residence Inn by Marriott Chicago Bloomingdale

Residence Inn by Marriott Chicago Bloomingdale

3.0 star property
Bloomingdale
  • Ski lifts nearby
8.4 out of 10, Very Good, (353)
Mountain enthusiasts love this recently renovated hotel's proximity to ski areas and lifts. After conquering slopes, guests return to spacious rooms with premium bedding and fully equipped kitchens. A complimentary breakfast fuels morning adventures, while the 24-hour fitness center maintains training regimens.
$93 nightly
The price is $104
Dec 18 - Dec 19
Total with taxes and fees
Residence Inn by Marriott Chicago Bloomingdale
Exterior
Hyatt Regency Lisle near Naperville

Hyatt Regency Lisle near Naperville

3.5 star property
Lisle
  • Pool
  • Pet friendly
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning
7.6 out of 10, Good, (1047)
$110 nightly
The price is $122
Dec 30 - Dec 31
Total with taxes and fees
Hyatt Regency Lisle near Naperville
Exterior
Country Inn & Suites by Radisson, Hoffman Estates, IL

Country Inn & Suites by Radisson, Hoffman Estates, IL

3.0 star property
Hoffman Estates
  • Ski passes
7.8 out of 10, Good, (1005)
Skiers appreciate this comfortable Hoffman Estates hotel with complimentary breakfast, convenient ski storage, and passes to nearby slopes. Pristine rooms feature premium bedding, while the seasonal pool awaits after invigorating days exploring hiking trails or hitting the slopes.
$82 nightly
The price is $92
Dec 28 - Dec 29
Total with taxes and fees
Country Inn & Suites by Radisson, Hoffman Estates, IL
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.
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Top Highland Hills Hotel Reviews

SureStay Plus Hotel by Best Western Chicago Lombard

SureStay Plus Hotel by Best Western Chicago Lombard

10/10 Excellent
"Good staff and friendly. "
Jeremie 2-night trip
Posted 7 days ago
SureStay Plus Hotel by Best Western Chicago Lombard

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