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Dorothy's

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

Photo gallery for Dorothy's

Free WiFi, bed sheets
Living area
Free WiFi, bed sheets
Full-sized fridge, microwave, toaster oven, cookware/dishes/utensils
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
The current price is AU$136
includes taxes & fees
27 Oct - 28 Oct

Explore the area

View 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

Room options

View all photos for Basic Single Room

Free WiFi, bed sheets

Basic Single Room

9.0 out of 10
Wonderful
(4 reviews)

Highlights

Air conditioning
Heating
Full-sized fridge/freezer
Hairdryer
2 bathrooms
Microwave
Local meal delivery service
Freezer
  • 5 sq m
  • Sleeps 2
  • 1 Double Bed

View all photos for Economy Single Room

Free WiFi, bed sheets

Economy Single Room

Highlights

Air conditioning
Heating
Full-sized fridge/freezer
Hairdryer
2 bathrooms
Microwave
Local meal delivery service
Freezer
  • 5 sq m
  • Sleeps 2
  • 1 Queen Bed

View all photos for Standard Single Room

Free WiFi, bed sheets

Standard Single Room

Highlights

Air conditioning
Heating
Full-sized fridge/freezer
Hairdryer
2 bathrooms
Microwave
Local meal delivery service
Freezer
  • 4 sq m
  • Sleeps 2
  • 1 Double Bed

View all photos for City Single Room

Free WiFi, bed sheets

City Single Room

Highlights

Air conditioning
Heating
Full-sized fridge/freezer
Hairdryer
2 bathrooms
Microwave
Local meal delivery service
Freezer
  • 5 sq m
  • Sleeps 2
  • 1 Queen Bed

View all photos for Standard Studio

Free WiFi, bed sheets

Standard Studio

8.0 out of 10
Very good
(1 review)

Highlights

Air conditioning
Heating
Full-sized fridge/freezer
Hairdryer
Private bathroom
Microwave
Local meal delivery service
Freezer
  • Sleeps 2
  • 1 Queen Bed

View all photos for Basic Apartment

Free WiFi, bed sheets

Basic Apartment

Highlights

Air conditioning
Heating
Full-sized fridge/freezer
4 bedrooms
Detached private bathroom
2 bathrooms
Hairdryer
Microwave
  • 111 sq m
  • 4 bedrooms
  • Sleeps 9
  • 2 Queen Beds, 2 Double Beds and 1 Twin Sofa Bed

View all photos for City Apartment

Free WiFi, bed sheets

City Apartment

Highlights

Air conditioning
Heating
Full-sized fridge/freezer
5 bedrooms
Detached private bathroom
3 bathrooms
Hairdryer
Microwave
  • 5 bedrooms
  • Sleeps 11
  • 3 Queen Beds, 2 Double Beds and 1 Twin Sofa Bed

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About the area

Chicago

At Dorothy's you'll be within a 20-minute stroll of popular places like Wrigley Field and Lake Michigan. Highlights at this B&B include free continental breakfast. .This pet-friendly bed & breakfast offers free WiFi in public areas, luggage storage and a communal living room. Other amenities include laundry facilities, a microwave in a common area and a fridge in a common area. Each morning free breakfast is served. There's also the convenience of free parking nearby. .Attractions within a 10-minute drive of this 3-property class Lakeview B&B include Michigan Avenue and Chicago Riverwalk.
View more B&B in ChicagoOpens in a new window

What's nearby

  • Wrigley Field - 8 min walk - 0.7 km
  • Vic Theatre - 9 min walk - 0.8 km
  • Lincoln Park - 9 min walk - 0.8 km
  • Lincoln Park Zoo - 3 min drive - 3.2 km
  • Michigan Avenue - 6 min drive - 6.0 km

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
  • ‪Progress Bar Chicago - ‬2 min walk
  • ‪Replay Lakeview - ‬1 min walk
  • ‪Las Mañanitas - ‬2 min walk

About this property

Dorothy's

Bed & breakfast with free breakfast, a short walk to Wrigley Field
Free breakfast is available daily. Public spaces have free WiFi. Dorothy's also features laundry facilities, a communal living room, and a microwave in a common area.

This 3-star Chicago bed & breakfast is smoke free.

  • 7 guestrooms or units
  • Continental breakfast (free)
  • Self-service laundry
  • Storage area for luggage
  • Television in lobby
  • No smoking on site
  • Microwave in a common area
  • Fridge in a common area
Dorothy's offers 7 air-conditioned accommodations with shared/communal kitchens and a hairdryer. Guests can make use of the in-room full-sized fridge/freezers and microwaves.

Bathrooms include a shower. This Chicago bed & breakfast provides complimentary wireless Internet access, with a speed of 25+ Mbps. Housekeeping is provided on request.

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Exterior
The Villa Toscana
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  • Parking included
  • Free WiFi
3.9 out of 5, Good, 614 reviews
The price is AU$139
includes taxes & fees
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Property amenities

Internet

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

Parking and transport

  • Free offsite parking within 322 metres
  • 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 lift

More

  • Communal living room
  • Smoke-free property

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 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

  • Pets: USD 25 per pet, per stay
    • Service animals are exempt from fees.

Children and extra beds

  • Children are welcome.
  • Rollaway/extra beds are not available.
  • Cots (infant beds) are not available.

Payment types

Important information

Optional extras

The fees and deposits listed below will be charged at the time of service, check-in, or check-out.

  • 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)
  • Cleaning/housekeeping/linen fee: USD 5 per day

This may not be a comprehensive list. Fees and deposits are subject to change and might not include tax.

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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. This property accepts Visa, Mastercard, American Express, Discover and debit cards. Cash is not accepted. 

Property is also known as

Dorothy's Chicago
Dorothy's Bed & breakfast
Dorothy's Bed & breakfast Chicago

Frequently asked questions

Are there any beaches close to Dorothy's?

The closest beach to Dorothy's is Montrose Beach (2.6 km).

How much does it cost to stay at Dorothy's?

As of 25 Oct 2025, prices found for a 1-night stay for 2 adults at Dorothy's on 27 Oct 2025 start from AU$136.48, including 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.

Does Dorothy's serve breakfast?

You bet, free continental breakfast is served daily from 6:00 AM to 10:00 AM.

Is there a free airport shuttle available at Dorothy's?

No, Dorothy's does not offer an airport shuttle service.

What time are check-in & check-out at Dorothy's?

Check-in begins at 4:00 PM. Check-out time is noon.