Northwest Side Guest Houses

A curved pathway with a metal fence, flowering trees, and a street lamp.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Our top choices for Northwest 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

P7,137 total

includes taxes & fees

Nov 3 - Nov 4

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

2. Villa Dubois Guest House

Bronzeville

Yohannes

P10,344 total

includes taxes & fees

Nov 1 - Nov 2

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

P7,060 total

includes taxes & fees

Oct 14 - Oct 15

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Top Northwest Side Hotel Reviews

Fairmont Chicago at Millennium Park

10/10 Excellent

"A staff member was kind enough to let us know about a parking lot near by that saved us money. We ate dinner at Toro. Steaks cooked to perfection! Food and atmosphere was fantastic!"

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent

"Great location, short walking distance from Lincoln Park and the lake on one side, and the red line metro station on the other side. The neighborhood gives a British feel on N State Street. The Hotel is very quiet. My room was very spacious (King) and felt recently remodeled (except for the bathroom that was old, but clean). The restaurant/bar is welcoming and the food was good. The only cons could be the crowded elevators (only 2 elevators for a pretty large hotel) but it was Marathon weekend... I would stay again in this hotel !"

The Godfrey Hotel Chicago

8/10 Good

"The hotel was nice, and the location was great. However, the property could use a little updating and more attention to detail, especially with the bathroom amenities. The hallways were also quite noisy, with a lot of partying going on. I certainly don’t mind people having a good time, but it did get a bit loud. Overall, it was an okay stay, but I felt it was overpriced for what was offered. There were other hotels nearby at about the same price that appeared to be substantially nicer. Not a bad experience, just not quite worth the price."

Find out more about Northwest Side