Best Resorts in Countryside

Check prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10

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, (1,009 reviews)
"excelent , convenient location, nice pool , healthy breakfast options"
United States
Thomas
$121 nightly
The price is $134
Dec 4 - Dec 5
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, (1,414 reviews)
"Stayed two nights, offered good food and music and a superb room with a view of the golf course."
United States
Jake
$157 nightly
The price is $174
Dec 10 - Dec 11
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, (867 reviews)
"Had a amazing Staycation.. the entire staff is friendly and hotel was clean and well managed"
United States
Jeanette
$179 nightly
The price is $200
Dec 1 - Dec 2
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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Learn more about Countryside

This small suburban village offers peaceful parks like Countryside Park where families gather for weekend picnics and softball games. Locals recommend visiting the nearby Brookfield Zoo in Brookfield for its impressive wildlife exhibits and seasonal light displays.

See all hotels in Countryside
A rustic barn in a lush green field with tall trees and a clear sky.

Top reviews in Countryside

A large hotel with a central courtyard, a lake, and a bridge.
Hilton Chicago/Oak Brook Hills Resort & Conference Center

Hilton Chicago/Oak Brook Hills Resort & Conference Center

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

10/10 Excellent

The hotel is perfect. No need to leave the property. Clean, big rooms. The front desk staff is kind, happy and excellent suggestions. Love the location. Will absolutely be back.
United States
dana
Reviewed July 12, 2025
Hilton Chicago/Oak Brook Hills Resort & Conference Center

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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