The Best Hotels with Bars in Oswego, IL from NT$3,005 in 2026

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Our top choices for Oswego hotels with a bar

A hotel dining area with booths and tables, equipped with televisions, and a motivational quote on the wall.

A hotel room with a large bed, two bedside tables with lamps, a chair, and framed pictures on the wall.

A conference room with rows of chairs, a podium, and framed artwork on the walls.

1. Holiday Inn Aurora North - Naperville by IHG

West Aurora

craig

NT$3,480

NT$3,897 total

includes taxes & fees

Oct 4 - Oct 5

A spacious lobby with a fireplace, comfortable seating, and a large wall-mounted TV.

A spacious dining area with a long wooden table and blue upholstered chairs, a fireplace, and a television mounted above it.

A pool area with a tiled deck, lounge chairs, and a potted plant.

A hotel lobby with a reception desk, a coffee station, and a seating area.

2. Hilton Garden Inn Naperville/Warrenville

Warrenville

Lawrence

NT$3,606

NT$4,002 total

includes taxes & fees

Oct 4 - Oct 5

A bar area with a curved counter, multiple stools, and a display case with beverages.

A hotel room with a bed, a sofa, a desk with a telephone, and a wall-mounted picture.

A modern lobby with a central seating area featuring a glass table and chairs, a decorative apple arrangement, and a fireplace.

A modern hotel lobby with a seating area, a counter with a display case, and a brick wall.

3. Hyatt Place Chicago/Naperville/Warrenville

Warrenville

Crystal

NT$3,196

NT$3,547 total

includes taxes & fees

Sep 20 - Sep 21

A bar area with a long counter and multiple stools, a sign reading "HIGH LIMIT", and a carpeted floor.

A hotel with a green-roofed building, a covered entrance, and a glass-walled extension.

A hotel room with two beds, a view of a cityscape, a dining table, and blue chairs.

A casino area with multiple gaming machines, a central bar, and a carpeted floor.

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

Joliet

Carol

NT$3,095

NT$4,138 total

includes taxes & fees

Sep 21 - Sep 22

A hotel lobby with a reception desk, seating area, and a refrigerator.

A conference room with a large table, chairs, and large windows offering a view of trees and a pond.

A hotel lobby with a bar, seating area, and large windows.

A multi-story hotel with a prominent red and white sign on the corner, surrounded by trees and a body of water.

5. DoubleTree by Hilton Lisle Naperville

Naperville

Brisilda

NT$2,724

NT$3,023 total

includes taxes & fees

Oct 1 - Oct 2

A spacious lobby with a central seating area, a dining table with candles, and a modern chandelier.

A spacious dining area with multiple tables and chairs, a flat-screen TV mounted on the wall, and a patterned carpet.

A hotel lobby with a central reception desk, potted plants, and a chandelier.

A hotel lobby with a fireplace, striped seating, and a large window.

6. Hilton Garden Inn Bolingbrook I-55

Bolingbrook

Scott

NT$2,569

NT$3,005 total

includes taxes & fees

Oct 4 - Oct 5

A modern hotel lobby with a sofa, a wooden rocking chair, a round coffee table, and a fire feature.

A spacious lobby with large windows, a patterned carpet, and wooden ceiling beams.

A modern hotel lobby with a long reception desk, leather seating, and a prominent 'hotel INDIGO' sign.

7. Hotel Indigo Naperville Riverwalk by IHG

Naperville

Brisilda

NT$5,664

NT$7,105 total

includes taxes & fees

Sep 13 - Sep 14

A modern hotel lobby with a bar area, seating arrangements, and a flat-screen TV mounted on the wall.

An indoor swimming pool with clear glass walls, lounge chairs, and umbrellas.

A bar area with multiple seating options, a menu board, and a variety of beverages.

A Courtyard Marriott hotel entrance with a well-maintained lawn and a variety of colorful flowers.

8. Courtyard by Marriott Chicago Naperville

Naperville

Veronica

NT$3,892

NT$4,339 total

includes taxes & fees

Sep 27 - Sep 28

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Top Oswego Hotel Reviews

Embassy Suites by Hilton Chicago Lombard Oak Brook

10/10 Excellent

"We had a great stay at this property. The staff was helpful and the property is well maintained!"

Hyatt Regency Lisle near Naperville

8/10 Good

"Pool was good, room needed time to warm up (a/c was set at 65 and heater kicked on when we tried to adjust)."

SureStay Plus Hotel by Best Western Chicago Lombard

10/10 Excellent

"Very nice. Clean and professional staff. Would stay again."

Holiday Inn Chicago Oakbrook by IHG

8/10 Good

"Proximity to various store around."

Hyatt Place Chicago/Lombard/Oak Brook

10/10 Excellent

"Very helpful staff"

The Westin Chicago Lombard

8/10 Good

"Solid Clean room …. Enjoyed it! Easy in and out."

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

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 Fox Valley Winery and Hudson Crossing Park. 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.

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Check availability on Oswego Hotels with Bars

Our top choices for Oswego hotels with a bar

1. Holiday Inn Aurora North - Naperville by IHG

2. Hilton Garden Inn Naperville/Warrenville

3. Hyatt Place Chicago/Naperville/Warrenville