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Search Resorts in Oswego

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Check prices for these dates

Next weekend
23 May - 25 May
In two weeks
30 May - 1 Jun
In one month
13 Jun - 15 Jun
In two months
11 Jul - 13 Jul

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, (1006)
"Beautiful and Great property. Restaurant food was great too!"
The price is AED 411
AED 517 total
includes taxes & fees
18 May - 19 May
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, (892)
"Property was quiet, clean lots of parking "
The price is AED 297
AED 388 total
includes taxes & fees
14 May - 15 May
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

✽ Charming Cottage ✽ close to College/Town/Station
Outdoor dining

✽ Charming Cottage ✽ close to College/Town/Station

10.0 out of 10, Exceptional, (42)
"House is super clean, pictures are accurate. Would stay again! "
The price is AED 624
AED 1,069 total
includes taxes & fees
14 May - 15 May
✽ Charming Cottage ✽ close to College/Town/Station
Riverfront rental with fun activities
Property grounds

Riverfront rental with fun activities

9.8 out of 10, Exceptional, (26)
"Impressive AirBb our host really knock it out of the park..Thank you we will definitely be stay again.."
The price is AED 588
AED 858 total
includes taxes & fees
14 May - 15 May
Riverfront rental with fun activities
Lovely 2-Bdrm unit with pool. Home away from home.
Fridge, microwave, oven, stovetop

Lovely 2-Bdrm unit with pool. Home away from home.

8.6 out of 10, Excellent, (21)
"Relaxing and wonderful"
Lovely 2-Bdrm unit with pool. Home away from home.
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.