Dorothy's

3.0 star property
Bed & breakfast with free breakfast, a short walk to Wrigley Field
VIP Access

Choose dates to view prices

Photo gallery for Dorothy's

Free WiFi, bed sheets
Free WiFi, bed sheets
Full-size fridge, microwave, toaster oven, cookware/dishes/utensils
Living area
Shower, hair dryer, towels, soap

Reviews

8.4 out of 10
Very good

Popular amenities

  • Breakfast included
  • Pet friendly
  • Kitchen
  • Laundry
  • Air conditioning
  • Free WiFi

Explore the area

View in a map
3445 N Halsted St, Chicago, IL, 60657
  • Place, Wrigley Field
    ‪8 min walk‬
  • Place, Vic Theatre
    ‪9 min walk‬
  • Place, Lincoln Park Zoo
    ‪3 min drive‬
  • Airport, Chicago, IL (ORD-O'Hare Intl.)
    ‪22 min drive‬
VIP Access
Curated for quality and service, VIP Access stays consistently receive our highest guest ratings.
  • Expect exceptional service
  • Extra savings and perks for Rewards members

Room options

Basic Single Room

9.0 out of 10
Wonderful
(4 reviews)
  • 54 sq ft
  • Sleeps 2
  • 1 Double Bed

Economy Single Room

  • 50 sq ft
  • Sleeps 2
  • 1 Queen Bed

Standard Single Room

  • 48 sq ft
  • Sleeps 2
  • 1 Double Bed

City Single Room

  • 50 sq ft
  • Sleeps 2
  • 1 Queen Bed

Standard Studio

8.0 out of 10
Very good
(1 review)
  • Sleeps 2
  • 1 Queen Bed

Basic Apartment

  • 1197 sq ft
  • 4 bedrooms
  • Sleeps 9
  • 2 Queen Beds, 2 Double Beds and 1 Twin Sofa Bed

City Apartment

  • 5 bedrooms
  • Sleeps 11
  • 3 Queen Beds, 2 Double Beds and 1 Twin Sofa Bed

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About the neighborhood

Chicago

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.

What's nearby

  • Wrigley Field - 8 min walk - 0.5 miles
  • Vic Theatre - 9 min walk - 0.5 miles
  • Lincoln Park Zoo - 3 min drive - 2.0 miles
  • Aragon Ballroom - 4 min drive - 2.2 miles
  • Michigan Avenue - 6 min drive - 3.7 miles

Getting around

  • Chicago Clybourn Station - 5 min drive
  • Addison Station (Red Line) - 7 min walk
  • Chicago Midway Airport (MDW) - 45 min drive

Restaurants

  • ‪Roscoe's - ‬2 min walk
  • ‪Hydrate - ‬1 min walk
  • ‪Replay Lakeview - ‬1 min walk
  • ‪Progress Bar Chicago - ‬2 min walk
  • ‪Las Mañanitas - ‬2 min walk

About this property

Dorothy's

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.

Similar properties

Property amenities

Internet

  • Available in all rooms: Free WiFi
  • In-room WiFi speed: 25+ Mbps
  • Available in some public areas: Free WiFi

Parking and transportation

  • Free offsite parking within 0.2 miles
  • Street parking available

Food and drink

  • 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.