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

P7,311 total

includes taxes & fees

Oct 27 - Oct 28

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

2. Villa Dubois Guest House

Bronzeville

Yohannes

P8,625 total

includes taxes & fees

Nov 2 - Nov 3

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

P7,049 total

includes taxes & fees

Oct 13 - Oct 14

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Top Southwest Side Hotel Reviews

Hotel Saint Clair- Magnificent Mile

8/10 Good

"Older hotel. Everything seemed tight (room, hallways, elevator. Sometimes it takes a while for valet since the drivers had to manage two hotels, averaging around 10-15min. The staff were very friendly though. Would I stay here again? Probably not."

River Hotel

10/10 Excellent

"The room and the facility were just right, and the location was lovely. But the best thing about the stay was the helpfulness and interest from the staff. From upgrading our room (to include the great view!), to helping us find one of the five Starbucks Roasterys in the world, and storing our luggage after we checked out, the service was personal and effective. Jock was especially helpful, and really seemed to enjoy helping us with every part of our stay. I would definitely return to this hotel for my next Chicago visit."

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