Bed and Breakfast in Chicago, IL
Reasons to book
Guests love it hereGuests give this property a top rating
Well priced for this locationPriced under area average
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About this bed and breakfast
This smoke-free bed & breakfast features a microwave in a common area, a refrigerator in a common area, and a TV in a common area. Free continental breakfast and free WiFi in public areas are also provided.
Housekeeping is available on request.
Dorothy's offers 7 air-conditioned accommodations with hair dryers. This Chicago bed & breakfast provides complimentary wireless Internet access, with a speed of 25+ Mbps. Guests can make use of the shared/communal kitchen. Bathrooms include showers. Housekeeping is provided on request.
Housekeeping is available on request.
Dorothy's offers 7 air-conditioned accommodations with hair dryers. This Chicago bed & breakfast provides complimentary wireless Internet access, with a speed of 25+ Mbps. Guests can make use of the shared/communal kitchen. Bathrooms include showers. Housekeeping is provided on request.
Amenities at Dorothy's
Air conditioning
Non-smoking
Kitchen
WiFi/Internet
Microwave
Towels
Hairdryer
Map of Chicago, IL
Available Rooms
Ratings and reviews
10 / 10Outstanding·May 2026
Absolutely perfect stay in Chicago. Everything we needed was there, breakfast was over the top amazing. I LOVE the area and the pizza spot downstairs, this place includes other perks also like BOGO well drink downstairs. Big Gay Sal’s pizza also does room service. I have never felt so at home away from home. 10/10 recommend, HIGHLY recommend
10 / 10Outstanding·May 2026
It is a shared experience. It helps to be respectful and polite to the other patrons
10 / 10Outstanding·May 2026
I loved everything about this place! I was a bit skeptical when I saw how inexpensive it was relative to the location (a 5 min walk to Wrigley), but it was just perfect. A 100+ yr old house in the heart of Halsted, super clean, really quiet (weekday only stay), friendly people — it checked every box. I’ll never stay anywhere but here when I come to Chicago for Cubs games.
5 / 10·Aug 2026
This is such an amazing location if you’re visiting wrigley field!! Not to mention how quaint the property is! Highly recommend and plan to return one day!
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Top rated by guests
8.6Excellent
(170 Ratings)
"Absolutely perfect stay in Chicago. Everything we needed was there, breakfast was over the top amazing. I LOVE the area and the pizza spot downstairs, this place includes other perks also like BOGO we..."
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