Photo by Anthony Martinez

Search Resorts in Oswego

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Check prices for these dates

Next weekend
14 Rab. I - 16 Rab. I
In two weeks
21 Rab. I - 23 Rab. I
In one month
4 Rab. II - 6 Rab. II
In two months
2 Jum. I - 4 Jum. I

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, (1010)
"P"
The price is SAR 446
SAR 558 total
includes taxes & fees
20 Mar - 21 Mar
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, (859)
"Staff was nice. hotel was clean."
The price is SAR 338
SAR 435 total
includes taxes & fees
13 Mar - 14 Mar
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, (73)
"Our party came to town to visit relatives during Christmas holidays. The house was in good working order and met our needs. Beds were comfortable with easy check- in/ check- out."
Furnished Private home in Aurora sleeps 9 guests
Spacious 5-bedroom house in charming Woodridge with fence! Kid/pet friendly.
Interior

Spacious 5-bedroom house in charming Woodridge with fence! Kid/pet friendly.

10.0 out of 10, Exceptional, (1)
"This was a great place to bring our large dog for a short weekend to Chicago. They have a nice fenced in backyard with a tall fence. (We were struggling to find a place that would accept dogs over 20 lbs and this was perfect.) This house would be great for a large family to visit but with just two of us it still worked out well. Neighborhood is really nice and quiet and close to amenities. Just 5 min or so away is a beautiful park system that we took our dog to for a long hike/walk. The house...
Spacious 5-bedroom house in charming Woodridge with fence! Kid/pet friendly.
Events Welcome! 12,000 SF Mansion w/ 2 Pools & Lakeview
Pool

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

9.6 out of 10, Exceptional, (8)
"Our trip was fantastic. We had a few questions when we checked in and Dean/Team were very helpful and informative. We spent the majority of our time in the theater and it was all you could ask for. We plan on making this our annual house for our yearly guys weekend. "
The price is SAR 1,455
SAR 5,132 total
includes taxes & fees
11 Mar - 12 Mar
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.