A lush green valley with a winding road, steep mountains, and a misty atmosphere.

Best Resorts in Hillside

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Aug 28 - Aug 30
In two weeks
Sep 4 - Sep 6
In one month
Sep 18 - Sep 20
In two months
Oct 16 - Oct 18

Our top choices for Hillside resorts

Golf

1. Hilton Chicago/Oak Brook Hills Resort & Conference Center

Hilton Chicago/Oak Brook Hills Resort & Conference Center
4.0 star property
Oak Brook
9.0 out of 10, Wonderful, (1,016 reviews)
"Great location and our room was perfect!"
United States
Elise
$137 nightly
The price is $152
Aug 30 - Aug 31
Total with taxes and fees
Hilton Chicago/Oak Brook Hills Resort & Conference Center
Exterior

2. Eaglewood Resort and Spa

Eaglewood Resort and Spa
4.0 star property
Itasca
8.8 out of 10, Excellent, (1,297 reviews)
"Excellent place to stay!"
United States
MT.
$147 nightly
The price is $163
Aug 30 - Aug 31
Total with taxes and fees
Eaglewood Resort and Spa
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Hillside Hotel Reviews

Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"Convenient to many attractions. Comfortable room. Fastest elevators! Favorite place to stay in Chicago!"
Rachel 1-night trip
Posted 2 hours ago
Congress Plaza Hotel

Find out more about Hillside

Hillside Resorts information

Number of reviews
1,297
Accommodation
2 Resorts
Lowest Price
$152
Highest Price
$163

Frequently asked questions

What can I expect from a resort vacation in Hillside?
You deserve to get away, and a resort is just the place to pamper yourself with the amenities and services you need for a relaxing trip to Hillside. One of the 5 comfortable resorts in the surrounding area might be just what you're looking for, whether you want a luxurious suite, a state-of-the-art fitness center, or activities for the kids.
What's a favorite resort for my stay in Hillside?
Here are our top-rated resorts near Hillside: Eaglewood Resort and Spa - Spa resort. 8.9 mi (14.4 km) from Hillside. Features 2 restaurants, 2 bars, and a golf course. Hilton Chicago/Oak Brook Hills Resort & Conference Center - Spa resort. 5.3 mi (8.5 km) from Hillside. Has 4 restaurants, 2 bars, and a golf course. Highly rated for its pool.
What can I do in Hillside?
Travelers like the forest scenery in Hillside, and enjoy the shopping and other activities. Triton College Botanical Garden offers fun for the whole family, while Wrigley Field is one of the most popular places to visit nearby. You'll also find top attractions like Soldier Field and Navy Pier in the area.
What's the seasonal weather like in Hillside?
The hottest months are usually July and August with an average temp of 71°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Hillside are January, November, February, and December, with each month seeing an average of 5 inches of snowfall.
What's the best way to get to and around Hillside?
Fly into Chicago O'Hare Intl. Airport (ORD), which is located 6.9 mi (11 km) from the heart of the city. Otherwise, you can search for flights to Chicago Midway Airport (MDW), which is 10.4 mi (16.7 km) away. If you'd like to explore around the area, you may want a rental car for your journey.

Explore a world of travel with Expedia