Dorothy's
Bed and breakfast3445 N Halsted St, Chicago, Illinois, 60657, Chicago, IL, United StatesShow on map
8.0 · Very good56 reviews
- Superb locationGuests rate the location 9.1 out of 10, at 3445 N Halsted St, Chicago, Illinois, 60657.
- Breakfast availableIncluded on some rates — the board is shown on each room.
Convenient Amenities: Enjoy complimentary wireless internet access and a communal living room. Start your day with a complimentary continental breakfast. Featured Amenities: Benefit from luggage storage, laundry facilities, and a common area microwave. Cozy Accommodations: Relax in one of the 7 air-conditioned rooms with microwaves. Utilize the shared kitchen for meal preparation. Book now at Dorothy's in Chicago (Lakeview) for a memorable stay near Wrigley Field and Lake Michigan.
What this place offers
- Free breakfast
- Free WiFi
- Luggage storage
- Continental breakfast
- Street parking
- Wheelchair accessible
- Television in common areas
- Smoke-free property
- Free continental breakfast
- Shared microwave
Rooms
8.0
Very good
Rated 8.0 out of 10 by 56 guests who stayed here.
- Cleanliness7.6
- Service8.1
- Location9.1
- Rooms7.0
- Amenities8.1
- Value8.5
- Food & drink7.6
Guests mention
Great locationClean rooms
GinaExactly what I needed. Just in town for one night to see a late show at the Metro. Everything was walking distance. Adorable furnishings, clean, pet friendly, great breakfast and patio at the sister accommodation next…
KennethCute little place with good vibes, in a great location! Will definitely stay again! The only issue I really had during my stay was that I ordered drinks using the room service feature, they charged my card but never…
MissyI liked the little area it was in and how homey it felt, however the parking was a nightmare. You are given a parking pass, but it’s almost pointless if you can’t find a spot. After over an hour of trying to find…
JustinCheap hostel, fine if that’s your jam
THIS IS NOT A HOTEL. It’s not even a “Bed and Breakfast.” It’s a hostel made by taking a large apartment, filling it with secondhand mismatched furniture, and adding smart locks to the doors. 2 bathrooms are shared among…
RaeLoved Dorothy’s!
Fun little place! Great location, lots of fun things to do nearby. Parking can be a bit funky, as with any city. But easy to find, easy to get into, very clean and staff was very helpful.
JoanneNear Wrigley Field..but don't expect much else
Documents on how to enter the property were sent the day before we checked in..and that the access code would be available at 4pm. This was fine for the first step, but on the second, use of the access code was not…
Reviews are written by guests who booked through our supplier and stayed, shown as written and in their own language. Category scores are the supplier’s reading of recent reviews, updated January 2026.
Where you’ll be
3445 N Halsted St, Chicago, Illinois, 60657, Chicago, IL, United States
Guests rate the location 9.1 out of 10 — superb.
Things to know
Cancellation
Each room shows its own terms before you pay.
Most rates can be cancelled free until a date shown on the room.
Non-refundable rates are marked as such.
House rules
No children
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Pets allowed on request; charges may apply
No smoking anywhere on the property
There is no front desk at this property. Prior to arrival, guests must complete online registration with the property via a secure link. Guests will be asked to provide the property with a copy of their government-issued photo ID before arrival. If you are planning to arrive after 10:00 PM please contact the property in advance using the information on the booking confirmation. Guests planning to arrive outside of normal check-in hours will receive an email with check-in instructions and an access code. Guests can access their accommodation through a private entrance. A virtual front desk provides assistance to guests.
Pets. Service animals are exempt from fees/restrictions
Children and extra beds. No rollaway/extra beds available
Accessibility. No elevators
Pets. Pets allowed
General. Professional property host/manager
Children and extra beds. No cribs (infant beds) available
Pets. Service animals are allowed
Payment & property
Paid when you book, not at the desk.
Rates include the taxes and fees we can read.
The property may take a card at check-in for incidentals.
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Make use of convenient amenities, which include complimentary wireless internet access and a communal living room.
What we’d check for you here
- That the step-free room is actually free on your dates, and whether it is a roll-in shower or a bath, which the listing never says.
- Whether there is room for a pickup, a trailer or a van, not just a car.
- Whether breakfast is in the rate or added at checkout, and what time it runs.
- Whether the rate moves for your dates, and what it includes.
- What the property actually charges at the desk on top of the rate.
Questions about Dorothy's
Does Dorothy's allow pets?
Yes — the property states that pets are allowed. Size, number and fee are set by the property rather than by us, so say you're bringing a pet when you book and we'll confirm the terms before anything is charged.
Is there parking at Dorothy's?
Parking is listed among the property's facilities. Whether it's free and whether a space can be reserved varies, so we check it against your dates rather than promise it here.
Is breakfast included at Dorothy's?
Breakfast is offered at the property. Whether it's included depends on the rate — the board type is shown on each room once you put your dates in.
Does Dorothy's have Wi-Fi?
Yes — internet access is listed among the property's facilities.
Does Dorothy's have wheelchair accessible rooms?
The property lists step-free or accessible facilities. That flag is the one least able to settle the question: a hotel can carry it and still have a step at the entrance, or a bath rather than a roll-in shower, and it does not say whether the accessible room is free on your dates. Tell us what you need and we'll ask the property directly rather than reading you the flag.
How do I book Dorothy's?
Put your dates in above and book online, or call (888) 789-8585 and we'll do it for you — including things a booking form can't handle, like a block of rooms, a monthly rate or an invoice for your employer.
Where is Dorothy's?
3445 N Halsted St, Chicago, Illinois, 60657, Chicago, IL.
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