Located in Lakeview within a short walk of Wrigley Field, Dorothy's is within a mile (2 km) of other popular sights such as Lake Michigan. The 7 rooms at this 3-star bed & breakfast include refrigerators and microwaves and guests can enjoy free breakfast.
Bed & breakfast with free breakfast, a short walk to Wrigley Field
Guests of Dorothy's enjoy access to free WiFi in public areas, microwave in a common area, and refrigerator in a common area. If you plan to drive, free offsite parking is available. Friendly staff can provide luggage storage, and also offer advice about sightseeing. Additional amenities include laundry facilities, local meal delivery service, and a TV in a common area.
Guests can expect to find free WiFi. Other amenities include refrigerators, microwaves, and hair dryers. Housekeeping is available on request.
Free continental breakfast available daily 6:00 AM to 10:00 AM
Things to do
TV in common areas
Family friendly
In-room full-sized refrigerator/freezer
In-room microwave
Laundry facilities
Conveniences
Laundry facilities
Luggage storage
Shared microwave
Shared refrigerator
Virtual front desk
Guest services
Housekeeping (on request)
Accessibility
30 steps to reach entrance
No elevator
More
Communal living room
Smoking not allowed
Room amenities
Bedroom
Bedsheets provided
Bathroom
Hair dryer
Shower
Soap
Toilet paper
Towels provided
Food and drink
Cookware, dishware, and utensils
Freezer
Full-sized refrigerator/freezer
Meal delivery service
Microwave
Paper towels
Restaurant dining guides
Shared kitchen access
Toaster oven
More
Air conditioning
Heating
Policies
Check-in
Check-in start time: 4:00 PM; Check-in end time: 10:00 PM
Early check-in subject to availability
Early check-in is available for a fee
Minimum check-in age: 18
Check-out
Check-out before noon
Late check-out subject to availability
A late check-out fee will be charged
Special check-in instructions
There is no front desk at this property
Guests planning to arrive outside of normal check-in hours will receive an email within 48 hours before arrival with check-in instructions and an access code; access will be through a private entrance
Prior to arrival, you must complete online registration via a secure link
You will be asked to provide the property with a copy of your government-issued photo ID after booking
If you are planning to arrive after 10:00 PM please contact the property in advance using the information on the booking confirmation
A virtual front desk provides assistance to guests
Access methods
Access code, private entrance
Pets
This property welcomes pets for USD 25 per pet, per stay
Service animals exempt from fees
Property payment types
Important information
Optional extras
These fees and deposits will be charged at check-in, check-out, or the time of service.
Pet fee: USD 25 per pet, per stay
Service animals are exempt from fees
Early check-in is available for a fee (subject to availability)
Late check-out is available for a fee (subject to availability)
Housekeeping fee: USD 5 per day
This list may not be comprehensive. Fees and deposits might not include tax and are subject to change.
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts credit cards and debit cards; cash is not accepted
Check-in: 4:00 PM
Check-out: noon
Minimum check-in age: 18
Driving? This property offers free nearby parking.
We should mention
Details about charges, deposits, or other important information:
This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
This property accepts credit cards and debit cards. Cash is not accepted.
Additional information about polices, regulations, and more:
There are no elevators.
No cribs or infant beds are available.
No rollaway or extra beds are available.
Property is also known as
Dorothy's Chicago
Dorothy's Bed & breakfast
Dorothy's Bed & breakfast Chicago
Frequently asked questions
What's there to do around Dorothy's?
This bed & breakfast is situated in Lakeview within a short 9-minute walk of Wrigley Field and also 16 minutes on foot from Lake Michigan. You'll also find Michigan Avenue and Chicago Riverwalk within a short drive.
How much does it cost to stay at Dorothy's?
As of Oct 4, 2025, prices found for a 1-night stay for 2 adults at Dorothy's on Oct 27, 2025 start from $74.4, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is parking available on site at Dorothy's?
No, there isn't parking at the bed & breakfast but you'll find free parking nearby.
Does Dorothy's feature a casino at the property?
No, Dorothy's doesn't have a casino.
Will I find an indoor pool at Dorothy's?
No, there is no indoor pool at this bed & breakfast.
What amenities will couples enjoy at Dorothy's?
Amenities at this bed u0026 breakfast that appeal to couples include a meal delivery service and free breakfast.
Are there hot tubs at Dorothy's?
No, there isn't a spa tub at this bed & breakfast.
Does Dorothy's have a restaurant that serves breakfast?
Dorothy's offers free continental breakfast each morning though there is no restaurant.
Will Dorothy's allow pets to stay for free?
Although they can't stay for free, pets are welcome at Dorothy's for a fee of USD 25 per pet, per stay.
Are there connecting rooms at Dorothy's?
No, this bed & breakfast doesn't feature connecting guestrooms.
What is the closest airport to Dorothy's?
The closest major airport to Dorothy's is Chicago Midway Airport (MDW), which is 17.5 mi away (45 minutes by car). Another top airport is Chicago O'Hare Intl. Airport (ORD), which is located 16.6 mi away (48-minute drive).
Are there rooms with balconies that I can book at Dorothy's?
No, there aren't any guestrooms with balconies at Dorothy's.