A vast wheat field under a cloudy sky.

Best Resorts in Countryside

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Check prices for these dates

Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8
In one month
Nov 20 - Nov 22
In two months
Dec 18 - Dec 20

Our top choices for Countryside resorts

A large hotel with a central courtyard, a lake, and a bridge.

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, (1,005 reviews)
"Excellent stay, from check-in to the view from our room to the great staff. Would stay here again!!!!"
United States
James
$137 nightly
The price is $152
Nov 1 - Nov 2
Total with taxes and fees
Hilton Chicago/Oak Brook Hills Resort & Conference Center
A patio area with outdoor seating, a fire pit, and a view of a golf course.

2. Eaglewood Resort and Spa

Eaglewood Resort and Spa
4.0 star property
Itasca
8.8 out of 10, Excellent, (1,390 reviews)
"Great amenities and friendly staff"
United States
Lynda
$160 nightly
The price is $178
Nov 21 - Nov 22
Total with taxes and fees
Eaglewood Resort and Spa
A modern spa with a circular hot tub, a sofa, and a view of the city.

3. Wind Creek Chicago Southland Casino and Hotel

Wind Creek Chicago Southland Casino and Hotel
4.5 star property
East Hazel Crest
9.4 out of 10, Exceptional, (818 reviews)
"Amazing all around stay"
United States
Lloyd
$189 nightly
The price is $212
Oct 26 - Oct 27
Total with taxes and fees
Wind Creek Chicago Southland Casino and Hotel
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 Countryside Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

8/10 Good
"The location is excellent - right on the Magnificent Mile near the Harry Potter store and the giant Starbucks. The lobby is very classy and the room was clean and comfortable. Overall a very good value, significantly less expensive than nearby name brand options."
Douglas Roy 4-night trip
Posted 2 hours ago
The Chicago Hotel Collection - Magnificent Mile

Find out more about Countryside

Countryside Resorts information

Number of reviews
2,208
Accommodation
3 Resorts
Lowest Price
$152
Highest Price
$212

Frequently asked questions

What is Countryside like for a resort vacation?
Longing for a relaxing getaway? Treat yourself to the comforts of a resort, where you can find everything you need for your trip from tasty food and drink options to activities and entertainment. There are 6 resorts in the area, giving you a variety of options that might have the amazing pool or state-of-the-art fitness center you're looking for.
What's the best resort for my stay in Countryside?
Here are our top-rated resorts around Countryside: Eaglewood Resort and Spa - Spa resort. 15.6 mi (25.1 km) from Countryside. Features 2 restaurants, 2 bars, and a golf course. Hilton Chicago/Oak Brook Hills Resort & Conference Center - Spa resort. 6.1 mi (9.8 km) from Countryside. Has 4 restaurants, 2 bars, and a golf course. Highly rated for its pool. Wind Creek Southland Casino and Hotel - Luxury resort. 18.2 mi (29.2 km) from Countryside. Enjoy the 8 restaurants, 4 bars, and spa.
What can I do in Countryside?
Travelers enjoy the shopping and other activities in Countryside, and also have good things to say about the dining options here. Childrens Museum of Oak Lawn offers fun for the whole family, while Soldier Field is one of the most popular places to visit nearby. Other top attractions in the area include Navy Pier and Wrigley Field.
What's the seasonal weather like in Countryside?
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 31°F. Average annual precipitation for Countryside is 49 inches.
What's the best way to get to and around Countryside?
Fly into Chicago Midway Airport (MDW), which is located 7.3 mi (11.8 km) away from the city center. You can also search for flights into Chicago O'Hare Intl. Airport (ORD), which is 14.6 mi (23.5 km) away. If you'd like to explore around the area, you may want to rent a car for your trip.

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