Find Hotels with Bars in Oswego, IL

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Check prices for these dates

Tonight
5 Nov - 6 Nov
Tomorrow
6 Nov - 7 Nov
This weekend
6 Nov - 8 Nov
Next weekend
13 Nov - 15 Nov

Our top choices for Oswego hotels with a bar

A Holiday Inn hotel with a covered entrance and a clear sign.

1. Holiday Inn Aurora North - Naperville by IHG

Holiday Inn Aurora North - Naperville by IHG
3.0 star property
West Aurora
7.8 out of 10, Good, (955 reviews)
"Very nice"
United States
Steve
The price is AED 349
AED 391 total
includes taxes & fees
6 Dec - 7 Dec
Holiday Inn Aurora North - Naperville by IHG
A spacious lobby with a central seating area, a dining table with candles, and a modern chandelier.

2. Hilton Garden Inn Bolingbrook I-55

Hilton Garden Inn Bolingbrook I-55
3.0 star property
Bolingbrook
8.8 out of 10, Excellent, (576 reviews)
"Was a super clean and nice place, we enjoyed our stay."
United States
Michael
The price is AED 309
AED 362 total
includes taxes & fees
15 Nov - 16 Nov
Hilton Garden Inn Bolingbrook I-55
Exterior

3. Hotel Indigo Naperville Riverwalk by IHG

Hotel Indigo Naperville Riverwalk by IHG
3.5 star property
Naperville
9.4 out of 10, Exceptional, (1,000 reviews)
"Everything about this place was perfect! Would absolutely stay here again!"
United States
Jacob
The price is AED 558
AED 714 total
includes taxes & fees
6 Dec - 7 Dec
Hotel Indigo Naperville Riverwalk by IHG
A spacious lobby with a fireplace, comfortable seating, and a large wall-mounted TV.

4. Hilton Garden Inn Naperville/Warrenville

Hilton Garden Inn Naperville/Warrenville
3.0 star property
Warrenville
8.6 out of 10, Excellent, (1,000 reviews)
"Pretty solid. Rooms are okay and staff was pleasant"
United States
Itora
The price is AED 421
AED 468 total
includes taxes & fees
22 Nov - 23 Nov
Hilton Garden Inn Naperville/Warrenville
A modern hotel building with a prominent sign reading "HOTEL ARISTA".

5. Hotel Arista

Hotel Arista
4.5 star property
Naperville
9.4 out of 10, Exceptional, (1,002 reviews)
"Wonderful- would stay again for sure!"
United States
Patricia
The price is AED 652
AED 781 total
includes taxes & fees
8 Nov - 9 Nov
Hotel Arista
A hotel with a green-roofed building, a covered entrance, and a glass-walled extension.

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

Harrah's Joliet Hotel & Casino - A Caesars Rewards Destination
3.5 star property
Joliet
8.6 out of 10, Excellent, (998 reviews)
"Everything was as described, loved the large bath"
United States
Laci
The price is AED 288
AED 398 total
includes taxes & fees
6 Dec - 7 Dec
Harrah's Joliet Hotel & Casino - A Caesars Rewards Destination
A modern lobby with a central seating area featuring a glass table and chairs, a decorative apple arrangement, and a fireplace.

7. Hyatt Place Chicago/Naperville/Warrenville

Hyatt Place Chicago/Naperville/Warrenville
3.0 star property
Warrenville
8.4 out of 10, Very good, (1,002 reviews)
"Wonderful place to stay, everything was clean and breakfast was delicious"
United States
Mia
The price is AED 393
AED 437 total
includes taxes & fees
15 Nov - 16 Nov
Hyatt Place Chicago/Naperville/Warrenville
A modern bar area with a wooden counter and metal bar stools.

8. Courtyard Chicago St. Charles

Courtyard Chicago St. Charles
3.0 star property
St. Charles
8.6 out of 10, Excellent, (594 reviews)
"Property was in a great location for our wedding weekend."
United States
connie
The price is AED 340
AED 381 total
includes taxes & fees
15 Nov - 16 Nov
Courtyard Chicago St. Charles
An indoor swimming pool with wooden walls and ceiling, lounge chairs, and a poolside table.

9. Quality Inn Morris I-80

Quality Inn Morris I-80
2.5 star property
Morris
7.4 out of 10, Good, (450 reviews)
"Was very happy with my stay everything was clean and maintained well"
United States
James
The price is AED 278
AED 308 total
includes taxes & fees
26 Nov - 27 Nov
Quality Inn Morris I-80
A stone fire pit surrounded by wicker furniture, with a stone wall and a building in the background.

10. Residence Inn by Marriott Chicago Bolingbrook

Residence Inn by Marriott Chicago Bolingbrook
3.0 star property
Bolingbrook
9.0 out of 10, Wonderful, (497 reviews)
"Great, safe location. Staff was friendly and room was very clean. I would stay there again."
United States
Jill
The price is AED 496
AED 581 total
includes taxes & fees
22 Nov - 23 Nov
Residence Inn by Marriott Chicago Bolingbrook
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

Exterior
Hotel Indigo Naperville Riverwalk by IHG

Hotel Indigo Naperville Riverwalk by IHG

Hotel Indigo Naperville Riverwalk by IHG
Naperville

10/10 Excellent

Has an issue with bedding and they did their best to right size the issue
United States
Rebecca
Reviewed October 29, 2026
Hotel Indigo Naperville Riverwalk by IHG

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 11 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 Hudson Crossing Park and Fox Valley Winery.

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 WiFi, and free parking. DoubleTree by Hilton Lisle Naperville: Resort with 4 restaurants. Enjoy the 2 bars, free WiFi, and free parking. Chicago Club Inn & Suites: Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi. SureStay Plus Hotel by Best Western Chicago Lombard: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. Hilton Chicago/Oak Brook Hills Resort & Conference Center: Hotel with 2 restaurants. Enjoy the bar, free WiFi, and breakfast.

What is there to do in Oswego?

If you have time to explore, consider visiting Raging Waves Waterpark, Paramount Theater, and Hollywood Casino Aurora, and then find a cozy spot for a nightcap. Other places to see include Hudson Crossing Park and Fox Valley Winery. 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.