Photo by Anthony Martinez

Best Resorts in Oswego

    price find illustration
    Change your mind
    Our total price for your stay includes taxes and fees
    deals illustration
    Treat yourself
    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Jun 27 - Jun 29
In two weeks
Jul 4 - Jul 6
In one month
Jul 18 - Jul 20
In two months
Aug 15 - Aug 17

Resorts in Oswego

Hilton Chicago/Oak Brook Hills Resort & Conference Center
Front of property - evening/night

Hilton Chicago/Oak Brook Hills Resort & Conference Center

4.0 star property
8.6 out of 10, Excellent, (1000)
"Nice hotel"
$136 nightly
The price is $151
Jun 26 - Jun 27
Total includes taxes and fees
Hilton Chicago/Oak Brook Hills Resort & Conference Center
Hollywood Casino Joliet
Casino

Hollywood Casino Joliet

3.0 star property
7.4 out of 10, Good, (915)
"Great stay. Room was in great condition and was very comfortable. Grounds are very nice, excellent location."
$91 nightly
The price is $106
Jun 23 - Jun 24
Total includes taxes and fees
Hollywood Casino Joliet
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Frequently asked questions

What is Oswego like for a resort vacation?
You deserve to get away, and a resort is the perfect place to treat yourself to the services and amenities you need for a relaxing trip to Oswego. One of the comfortable resorts in the surrounding area might be just what you're searching for, whether you're hoping for a luxurious suite, shopping possibilities, or fun activities to try.
What's the best resort for my stay in Oswego?
Our highest-rated resorts around Oswego: Hilton Chicago/Oak Brook Hills Resort & Conference Center - Spa resort. 21.8 mi (35 km) from Oswego. Features 4 restaurants, 2 bars, and a golf course. Highly rated for its pool. Hollywood Casino Joliet - 17.6 mi (28.3 km) from Oswego. Has 3 restaurants, a casino, and a 24-hour fitness center.
What can I do in Oswego?
Fox Valley Winery, Hudson Crossing Park, and Keller's Farmstand are a few of the interesting sights to visit. Additional attractions in the area include Aurora University and Raging Waves Waterpark.
What's the seasonal weather like in Oswego?
The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Oswego 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 Oswego?
Fly into Chicago, IL (DPA-Dupage), which is located 16.2 mi (26.1 km) away from the city center. Otherwise, look for flights into Chicago O'Hare Intl. Airport (ORD), which is 30.7 mi (49.4 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.