Hillside Guest Houses

A lush green valley with a winding road, steep mountains, and a misty atmosphere.

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Our top choices for Hillside 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

HK$915 total

includes taxes & fees

27 Oct - 28 Oct

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

2. Mccormick Place Guest House

Bronzeville

Tyler

HK$882 total

includes taxes & fees

29 Sept - 30 Sept

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

3. Villa Dubois Guest House

Bronzeville

Robert

HK$1,125 total

includes taxes & fees

28 Sept - 29 Sept

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Top Hillside Hotel Reviews

Hotel Saint Clair- Magnificent Mile

10/10 Excellent

"The staff was really nice. The room was very clean and they also respond promptly to your request."

Fairmont Chicago at Millennium Park

8/10 Good

"Unfortunately our room had wet carpets so we had to change rooms. We would have preferred the original king instead of two doubles. Manager was helpful . Housekeeping was a bit lax, forgetting towels and replacement coffee mugs. Valet staff was friendly and helpful, It was a nice stay but not stellar."

L7 Chicago by LOTTE

8/10 Good

"Great hotel in perfect loction. The front desk staff was very unhelpful. The guy who checked me in should not work in hospitality. He ignores you when talking to him. No eye contact at all. I booked room with river view. I asked for a quite room. He assigned room facing a wall !! And close to the main HVAC equipments for the whole hotel. Very noisey. I went downstairs and told him that's not what I booked. He tried to tell me River view is sold out and tried to give a $25 food credit. When I refused and got frustrated , a river view room suddenly became available. I would stay in this hotel again in a heart beat , once they improve thier front desk."

The Chicago Hotel Collection Ambassador Gold Coast

8/10 Good

"Good location and mostly everything was kind of just average — took about 15 min to check in BUT check out was <1 min. Need to make it up a couple of stairs with your luggage to get in the lobby. Elevator wait could take a few minutes but nothing too bad. Room was large and nice view but there was no closet or anything to hang clothes with/on. The shower has a shower curtain which wasn’t very hygienic. They clean every 3 days and they call it a “unique hotel experience”. It was nice that every night if we needed water the main desk has bottles. Overall, it’s just very average. It was nice enough, clean enough, good enough."

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