Southwest Side Guest Houses

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Our top choices for Southwest Side guest houses

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

1. Mccormick Place Guest House

Bronzeville

Jasmine

HK$883 total

includes taxes & fees

1 Nov - 2 Nov

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

2. Chicago Avenue Inn

Humboldt Park

Evelyn

HK$911 total

includes taxes & fees

30 Nov - 1 Dec

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

3. Villa Dubois Guest House

Bronzeville

Yohannes

HK$1,293 total

includes taxes & fees

1 Nov - 2 Nov

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Top Southwest Side Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

8/10 Good

"My tv would not connect all 3 days. At my checkout the front desk guy said they have special instructions to turn on the TV. Nobody ever mentioned it to me ."

Eurostars Magnificent Mile

10/10 Excellent

"Fantastic Stay at Eurostars Magnificent Mile – Exceeded Expectations! Our stay at Eurostars Magnificent Mile was even better than expected! The property is conveniently located, beautifully maintained, and offers a fantastic home base for exploring downtown Chicago. The entire staff was incredibly friendly, welcoming, and accommodating throughout our visit. Our room was absolutely perfect, featuring an amazing panoramic view of the Chicago skyline that really made our stay special. We also ordered from the hotel restaurant and were pleasantly surprised by how quick, convenient, and affordable it was. The wings and burger were both delicious, and having such a great dining option right at the hotel was an added bonus. Overall, Eurostars Magnificent Mile exceeded our expectations with its combination of comfort, location, hospitality, and value. We thoroughly enjoyed our stay and would absolutely recommend this property to anyone visiting Chicago. We would happily stay here again!"

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