A stone bridge over a calm river, surrounded by lush greenery and buildings.

Best Resorts in Oswego

  • 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
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18
In one month
Oct 30 - Nov 1
In two months
Nov 27 - Nov 29

Our top choices for Oswego 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, (1,015 reviews)
"Good place to stay"
Canada
MARGOT CAROLE BOGNI
$155 nightly
The price is $170
Oct 4 - Oct 5
Total with taxes and fees
Hilton Chicago/Oak Brook Hills Resort & Conference Center
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 Oswego Hotel Reviews

Chicago Club Inn & Suites

Chicago Club Inn & Suites

8/10 Good
"Not a great experience, but really good for the price."
D Eric 2-night trip
Posted less than an hour ago
Chicago Club Inn & Suites

Find out more about Oswego

Oswego Resorts information

Number of reviews
1,015
Accommodation
2 Resorts
Lowest Price
$170
Highest Price
$170

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?
Here's our top-rated resort near 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.
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.

Explore a world of travel with Expedia