Find Hotels with Bars in Oswego, IL

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Check availability on Oswego Hotels with Bars

Top Oswego Hotels with Bars

Front of property - evening/night
Courtyard by Marriott Chicago Bloomingdale

Courtyard by Marriott Chicago Bloomingdale

3.0 star property
Bloomingdale
8.6 out of 10, Excellent, (722)
"Love this place! Easy check-in and lovely stay!"
United States
Tehra
The price is SAR 327
SAR 366 total
includes taxes & fees
19 Dec - 20 Dec
Courtyard by Marriott Chicago Bloomingdale
Premium bedding, down comforters, in-room safe, desk
Hyatt Place Chicago/Lombard/Oak Brook

Hyatt Place Chicago/Lombard/Oak Brook

3.0 star property
Lombard
8.4 out of 10, Very Good, (1007)
"Spacious room friendly staff "
United States
Desiree
The price is SAR 380
SAR 421 total
includes taxes & fees
10 Dec - 11 Dec
Hyatt Place Chicago/Lombard/Oak Brook
Indoor pool, sun loungers
Quality Inn Morris I-80

Quality Inn Morris I-80

2.5 star property
Morris
7.4 out of 10, Good, (360)
"The staff was very friendly we were there for a wedding and had a blast at the bar"
United States
susette
The price is SAR 284
SAR 315 total
includes taxes & fees
22 Dec - 23 Dec
Quality Inn Morris I-80
Exterior
Harrah's Joliet Casino & Hotel - A Caesars Rewards Destination

Harrah's Joliet Casino & Hotel - A Caesars Rewards Destination

3.5 star property
Joliet
8.4 out of 10, Very Good, (1001)
"They did recent upgrades in the hotel and it looks great. They now have built-in shampoo+ and body wash in the shower. It's always been a great stay!"
United States
Sara
The price is SAR 419
SAR 552 total
includes taxes & fees
9 Dec - 10 Dec
Harrah's Joliet Casino & Hotel - A Caesars Rewards Destination
Exterior
The Westin Chicago Lombard

The Westin Chicago Lombard

4.0 star property
Lombard
8.8 out of 10, Excellent, (1135)
"Great place and restaurants "
United States
Kim
The price is SAR 443
SAR 492 total
includes taxes & fees
21 Dec - 22 Dec
The Westin Chicago Lombard
Front of property - evening/night
Hilton Chicago/Oak Brook Hills Resort & Conference Center

Hilton Chicago/Oak Brook Hills Resort & Conference Center

4.0 star property
Oak Brook
8.8 out of 10, Excellent, (1003)
"Great place "
United States
Ana
The price is SAR 376
SAR 480 total
includes taxes & fees
14 Dec - 15 Dec
Hilton Chicago/Oak Brook Hills Resort & Conference Center
Exterior
Holiday Inn & Suites - Joliet Southwest by IHG

Holiday Inn & Suites - Joliet Southwest by IHG

3.5 star property
Joliet
9.0 out of 10, Wonderful, (555)
"The property was clean, the staff very nice and the room was very comfortable "
United States
Ray
The price is SAR 372
SAR 431 total
includes taxes & fees
22 Dec - 23 Dec
Holiday Inn & Suites - Joliet Southwest by IHG
Exterior
Hyatt Regency Lisle near Naperville

Hyatt Regency Lisle near Naperville

3.5 star property
Lisle
7.6 out of 10, Good, (1050)
"Can’t say enough about how nice this hotel was. Great service, nice amenities, spacious room with a very comfy bed, gym complete with a peloton bike. I was sad to have to cut my trip short due to weather, but they were gracious about even that! "
United States
Laura
The price is SAR 349
SAR 387 total
includes taxes & fees
6 Jan - 7 January 2026
Hyatt Regency Lisle near Naperville
Restaurant
Homewood Suites By Hilton Downers Grove Chicago, Il

Homewood Suites By Hilton Downers Grove Chicago, Il

3.0 star property
Downers Grove
8.6 out of 10, Excellent, (390)
"Very nice place to stay "
United States
Jamie
The price is SAR 417
SAR 461 total
includes taxes & fees
15 Dec - 16 Dec
Homewood Suites By Hilton Downers Grove Chicago, Il
Front of property
DoubleTree by Hilton Lisle Naperville

DoubleTree by Hilton Lisle Naperville

4.0 star property
Naperville
7.8 out of 10, Good, (1202)
"Great stay "
United States
Anthony
The price is SAR 335
SAR 372 total
includes taxes & fees
21 Dec - 22 Dec
DoubleTree by Hilton Lisle Naperville
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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Top Oswego Hotel Reviews

Chicago Club Inn & Suites

Chicago Club Inn & Suites

10/10 Excellent
"Yes"
Brandi 1-night trip
Posted 1 day ago
Chicago Club Inn & Suites

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Frequently asked questions

Searching for hotels with bars in Oswego?
Though you might not find a hotel in Oswego well-known for its bar, you will find 10 properties to choose from, some of which will have an onsite bar where you can unwind with a late-night cocktail after sightseeing. While you're here, you can check out Fox Valley Winery and Hudson Crossing Park.
What are the best hotels with bars in Oswego?
Here are a few of the top hotels with bars in and around Oswego: Best Western Oswego Hotel: Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi. SureStay Plus Hotel by Best Western Chicago Lombard: Hotel with 2 restaurants. Enjoy the bar, free WiFi, and breakfast. Chicago Club Inn & Suites: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. Embassy Suites by Hilton Chicago Lombard Oak Brook: Resort with 4 restaurants. Enjoy the 2 bars, free WiFi, and free parking. Red Roof Inn PLUS+ Chicago - Willowbrook: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking.
What is there to do in Oswego?
If you have time to explore, consider visiting Fox Valley Winery, Raging Waves Waterpark, and Paramount Theater, and then find a cozy spot for a nightcap. Other places to see include Hudson Crossing Park and Keller's Farmstand. Oswego is known for its restaurants.
When is the best time to visit Oswego?
Visiting local bars in Oswego is more fun in good weather. These rainfall averages and temperatures can help you decide the best time for bar hopping. 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.
How can I get to Oswego and around the area?
You might want to make the most of these transportation options in and around Oswego: Fly into Chicago, IL (DPA-Dupage), which is located 16.2 mi (26.1 km) 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 explore around the area, you may want to rent a car for your trip.