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Search Resorts in Oswego

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Check prices for these dates

Next weekend
7 Saf. - 9 Saf.
In two weeks
14 Saf. - 16 Saf.
In one month
28 Saf. - 2 Rab. I
In two months
28 Rab. I - 30 Rab. I

Compare 2 Resorts in Oswego with updated reviews, rates, and availability.

Hilton Chicago/Oak Brook Hills Resort & Conference Center
Pool

Hilton Chicago/Oak Brook Hills Resort & Conference Center

4.0 star property
8.6 out of 10, Excellent, (1005)
"Good for the price"
The price is SAR 384
SAR 489 total
includes taxes & fees
23 Feb - 24 Feb
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, (849)
"John the Manaus very pleasant and helpful!!!"
The price is SAR 270
SAR 357 total
includes taxes & fees
9 Feb - 10 Feb
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.
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Other property types in Oswego

Spacious open concept home w/ game room + firepit
Dining

Spacious open concept home w/ game room + firepit

9.8 out of 10, Exceptional, (52)
"This property was in a great location! Easy to find and central to make getting to the surrounding cities super easy. The property was easy to access, which was my number one worry, and we had a fantastic time with our stay. Thank you, Amanda!"
Spacious open concept home w/ game room + firepit
Clarendon Hills Garden
Room

Clarendon Hills Garden

9.6 out of 10, Exceptional, (4)
"It did the job for me at $100 a night less than the hotel that my seminars were. It is a very old house so don't expect perfection. It was clean and that is what mattered to me."
Clarendon Hills Garden
Events Welcome! 12,000 SF Mansion w/ 2 Pools & Lakeview

Events Welcome! 12,000 SF Mansion w/ 2 Pools & Lakeview

9.6 out of 10, Exceptional, (7)
"We were looking for a spot where we could hang out as a family of 16 coming from 7 spots around the US and Canada. This house worked well with plenty of bedrooms for adult children couples with ensuite bathrooms. Large bunk room for children, in door game/activity space and lots of outdoor space with a great pool for activity. The kids loved the over-the-top palace feel of the mansion. Kitchens were very functional as we ate every meal in. Lots of places to sit and eat. Company was very good...
The price is SAR 1,392
SAR 5,057 total
includes taxes & fees
3 Feb - 4 Feb
Events Welcome! 12,000 SF Mansion w/ 2 Pools & Lakeview
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.

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.