West Side Guest Houses

A greenhouse with a glass ceiling, various cacti, and a wooden structure in the center.

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Our top choices for West Side guest houses

Chicago Avenue Inn

Humboldt Park

"Location worked very well for our needs. Location was a bit sketchy but we came across zero issues with the neighborhood. Room wasn’t perfect and could have been a little more clean as there was a dirty rag on the floor and the bed sheets/pillows had some questionable stains. Best New Subs across the street was delicious and worth stopping by. Keep in mind all amenities, bathrooms, kitchen, lounge areas are all shared spaces. Doors to the rooms could have been more secured with deadbolts."

Julian

P10,380 total

includes taxes & fees

Jul 6 - Jul 7

Villa Dubois Guest House

Bronzeville

Stefano

P9,756 total

includes taxes & fees

Jul 7 - Jul 8

Mccormick Place Guest House

Bronzeville

Joshua

P6,934 total

includes taxes & fees

Jul 5 - Jul 6

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Top West Side Hotel Reviews

Crowne Plaza Chicago West Loop by IHG

10/10 Excellent

"Cool hotel to stay at. Clean and comfortable. Couple of good nights rest. Gym was better than most hotel gyms. Room was tight. Balcony was nice tho. Really nice area for dining and shopping. Parking for tall cars across the highway which was convenient. Whole Foods across the street. Definitely recommend."

Level Chicago Fulton Market

10/10 Excellent

"We had a great stay at Level. I think it’s a really good option for a longer trip, especially if you want more of an apartment-style setup and a convenient location. The staff was amazing from start to finish and truly made the stay stand out. Everyone was kind, helpful, and welcoming, and the service alone would make me come back. The location is also very convenient and worked well for getting around Chicago, especially if you don’t mind doing a bit of walking. For our family, I think it felt a little more geared toward professionals or longer stays than a traditional family hotel, but overall we had a very positive experience. If you’re staying in Chicago for more than a couple of nights and want something comfortable and convenient, I would definitely recommend it."

The Robey, Chicago, a Member of Design Hotels

10/10 Excellent

"We always stay at The Roby if we can when in Chicago. It’s right on the blue line in Wicker Park/Bucktown, so very convenient to O’Hare. Rooms are nicely designed, especially the larger annex loft rooms. The main restaurant is convenient and quite good and the rooftop bar is not to be missed for its outdoor space and views. Staff are wonderful."

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