Photo by Anthony Martinez

Search Resorts in Oswego

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Check prices for these dates

Next weekend
18 Rab. II - 20 Rab. II
In two weeks
25 Rab. II - 27 Rab. II
In one month
9 Jum. I - 11 Jum. I
In two months
6 Jum. II - 8 Jum. II

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

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, (1002)
"Excellent for a staycation with the kids! "
The price is SAR 385
SAR 489 total
includes taxes & fees
17 Apr - 18 Apr
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, (873)
"The hotel is NOT attached to the casino. That was the entire reason I stayed here. Whoops. You have to walk the entire length of the parking lot to travese between the casino and hotel. Not exactly safe feeling with a pocket full of cash. Bad weather made it even worse. No shuttle. No valet at either location. The only covered parking is at the casino, not the hotel. The hotel is very dated and kinda grimey feeling. There were pubic hairs in one of the beds. I won't be returning. "
The price is SAR 304
SAR 396 total
includes taxes & fees
9 Apr - 10 Apr
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

Furnished Private home in Aurora sleeps 9 guests
Fridge, microwave, oven, stovetop

Furnished Private home in Aurora sleeps 9 guests

9.4 out of 10, Exceptional, (75)
"We met our Wisconsin grandbaby and his mom for an extended weekend visit. The house was very accommodating and spacious. The neighborhood is conveniently located to everything we wanted to do. We will be back! "
Furnished Private home in Aurora sleeps 9 guests
Spacious open concept home w/ game room + firepit
Microwave, dishwasher, coffee/tea maker, toaster

Spacious open concept home w/ game room + firepit

9.8 out of 10, Exceptional, (57)
"Excellent place to stay with a large family gathering!!! "
Spacious open concept home w/ game room + firepit
✽ Charming Cottage ✽ close to College/Town/Station
Outdoor dining

✽ Charming Cottage ✽ close to College/Town/Station

10.0 out of 10, Exceptional, (42)
"Just the cutest place!"
The price is SAR 638
SAR 1,070 total
includes taxes & fees
29 Apr - 30 Apr
✽ Charming Cottage ✽ close to College/Town/Station
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, Keller’s Farmstand, and Hudson Crossing Park 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.