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7.9 / 10 Guest Rating

Dorothy's

3445 North Halsted Street, Chicago, us

Dorothy's - main view

About the Property

Location and Nearby Attractions
Centrally located in Chicago, within walking distance to Wrigley Field and a short drive to Lincoln Park Zoo, our four-bedroom apartment is the perfect base to explore the city.

Comfort and Convenience
Featuring air conditioning, free WiFi, and a fully equipped kitchen, our spacious bed and breakfast offers a comfortable and convenient stay for guests.

Local Landmarks and Accessibility
Within reach of popular landmarks like 360 Chicago and Water Tower Chicago, with easy access to transportation links including Midway International Airport, make your stay at Four bedroom apartment unforgettable.

Book now to experience the best of Chicago!

Facilities & Amenities

WiFi available
Free WiFi
Parking
Free Parking
Non-smoking rooms
Air conditioning
Room service
Heating
Pets allowed
Luggage storage

Important Information

Check-in & Out

Check-in
Check-out12:00 PM

Property Notes

Guests are required to show a photo ID and credit card upon check-in. Please note that all Special Requests are subject to availability and additional charges may apply. This property does not accommodate bachelor(ette) or similar parties. Managed by a private host A deposit may be required at the property.

Check Room Availability

1 night · 2 adults

No rooms available

We couldn't find any available rooms for these dates and guests. Try adjusting your search criteria.

Guest Reviews

7.9
Very Good62 verified reviews
AI Summary

Guests highly rate the great location and frequently praise the nice bar cart presentation.

Categories

Cleanliness7.5
Service8.5
Location10.0
Room Quality7.0
Amenities8.0
Value for Money8.0
Food and Beverage6.0
Overall Experience8.1

Select topics to read reviews

E
ericusUS
Verified booking
couple
Standard Room
Stayed in Nov 17, 2025

"Perfect"

10.0

Location and the ease of checking in

It was a little loud outside but the room was great

Helpful?
S
ScottusUS
Verified booking
solo_traveller
Standard Room
Stayed in Nov 8, 2025

"Great lication but the property itself was not impressive."

5.0

Bathroom was nice & clean.

Pillows & sheets did not smell clean. Only outlet in bedroom did not work. Bottle of body wash in bathroom was empty.

Helpful?
L
LeonelusUS
Verified booking
solo_traveller
Standard Room
Stayed in Nov 7, 2025

"Exceptional"

9.0
Helpful?
P
PatrycjadeDE
Verified booking
couple
Standard Room
Stayed in Nov 4, 2025

"Bylo super. Za rok planujemy odwiedzic to miejsce jeszcze raz."

10.0

Super apartament, bardzo dobrze wyposazony, wraz z oferta sniadania.

Helpful?
H
HectorusUS
Verified booking
couple
Standard Room
Stayed in Nov 1, 2025

"Exceptional"

10.0
Helpful?
M
MyersusUS
Verified booking
couple
Standard Room
Stayed in Oct 25, 2025

"Even Bed Bugs Wouldn't Stay at Dorothy's"

1.0

It is not possible to reference anything that could be "liked." This was a Nightmare.

Rude entitled owners. Noisy! Room located directly above a cheap, rowdy bar!!! NO SLEEP. Microscopic sized room. Lousy bed. Not ADA or Senior friendly room location. Cluttered junky decor, worse than a college apartment. Sexist decor--naked Barbie Doll throw pillows, cheap nude prints. Cheap, make-do portable air conditioners-- in 50 degree weather-- so place was FREEZING. Noisy laundry set up next to rooms. Room 31 was 10x10--had no room to get dressed, hang coats (closet was full of owner junk!). Bed was a double, not a queen, with skimpy mattress. Window curtains in room ill-sized so light seeped into room. Windows leaked cold air and noise like a sieve. Large patches of flaking paint coning off walls and trims. Half inch Gap in room door and have to deadbolt door to keep it closed. Strange motion-detector sensor light in ceiling. Byzantine check in system‐‐Owners prefer to do everything remote on clutzy software as if they want ZERO CONTACT with their guests. Have to enter a code into THREE dead-bolt door locks to get to your room! Continental Breakfast consists only of DIY waffles. Our stay was a HORROR story, and not in a fun Halloween way! The impression one gets of Dorothy's is that it is a half‐ass put-together side-gig venture for the owners--and they pay their friends to post glowing Reviews!

Helpful?
O
OmarjoJO
Verified booking
solo_traveller
Standard Room
Stayed in Oct 13, 2025

"Good"

5.0

Pretty clean, area is happening, easy access to restaurants and bars, very walkable location

Dealing with the owner was a horrible experience, they do know what customer service means and have zero empathy to someone not living in Chicago, major attitude problems. The windows are really bad, they are old and haven't been maintained, I can hear voices with them closed as if the windows were open

Helpful?
K
kateusUS
Verified booking
extended_group
Standard Room
Stayed in Sep 20, 2025

"Excellent"

8.0
Helpful?
N
NikolaybgBG
Verified booking
solo_traveller
Standard Room
Stayed in Sep 15, 2025

"Nice but expensive place"

9.0

Very clean and super equiped hotel. Perfect location.

Unfortunately very expensive.

Helpful?
B
BrockmanusUS
Verified booking
couple
Standard Room
Stayed in Sep 14, 2025

"Exceptional"

10.0
Helpful?