Southwest Side Guest Houses

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Our top choices for Southwest Side guest houses

A corner building with a black door, numbered 3305, and a black iron fence in front.

1. Chicago Avenue Inn

Humboldt Park

Evelyn

RM464 total

includes taxes & fees

3 Nov - 4 Nov

A hallway with wooden flooring, a dining area with a table and chairs, and a blue sofa.

2. Villa Dubois Guest House

Bronzeville

Yohannes

RM561 total

includes taxes & fees

2 Nov - 3 Nov

A modern living room with a dark blue sofa, a glass coffee table, and a wooden log wall.

3. Mccormick Place Guest House

Bronzeville

Tyler

RM460 total

includes taxes & fees

5 Oct - 6 Oct

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Top Southwest Side Hotel Reviews

Hotel Riu Plaza Chicago

10/10 Excellent

"Room was very clean and updated. Entire staff was very pleasant and always helpful. Rooftop was amazing."

Freehand Chicago

10/10 Excellent

"We absolutely enjoyed our stay at the Kins Hotel. Our room was exceptionally clean, spacious and comfortable, and it was actually much larger than the images we had seen when booking, which was a lovely surprise. The staff were amazing and couldn’t have been more helpful or friendly. From the reception staff and valet team to the cleaners, everyone was welcoming, professional and always happy to assist whenever we had a question. Overall, we had a fantastic stay at the Kins Hotel and wouldn’t hesitate to recommend it to anyone looking for a great place to stay. We would happily return ourselves!"

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