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Dorothy's

3.0 star property
B&B within easy reach of Wrigley Field

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Free WiFi, bed sheets
Free WiFi, bed sheets
Living area
Shower, hair dryer, towels, soap
Full-size fridge, microwave, toaster oven, cookware/dishes/utensils
Dorothy's puts you just a 5-minute drive from Wrigley Field and Lake Michigan. Free perks include WiFi and continental breakfast daily between 6:00 AM and 10:00 AM. Also, Michigan Avenue and Chicago Riverwalk are within a short drive. Public transportation is just a short walk: Addison Station (Red Line) is 7 minutes and Belmont Station (Red Line) is 11 minutes.
VIP Access

Reviews

8.2 out of 10
Very good

Popular amenities

  • Free breakfast
  • Parking available
  • Pet friendly
  • Non-smoking
  • Laundry facilities
  • Air conditioning

Main amenities (8)

  • Housekeeping (on request)
  • Air conditioning
  • Communal living room
  • Microwave in a common area
  • Refrigerator in a common area
  • Self-serve laundry
  • Luggage storage
  • TV in a common area

Feel at home (4)

  • Cookware, dishware, and utensils
  • Laundry facilities
  • Free parking nearby
  • Hair dryer
The current price is $50
$93 total
includes taxes & fees
Sep 3 - Sep 4

Room options

Available filters for rooms
Showing 7 of 7 rooms

View all photos for Basic Apartment

Free WiFi, bed sheets

Basic Apartment

Highlights

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

View all photos for Standard Single Room

Free WiFi, bed sheets

Standard Single Room

Highlights

Air conditioning
Heating
Full-sized refrigerator/freezer
Hair dryer
2 bathrooms
Microwave
Shared/communal kitchen
Local meal delivery service
  • 4 sq m
  • Sleeps 2
  • 1 Double 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 refrigerator/freezer
Hair dryer
Private bathroom
Microwave
Shared/communal kitchen
Local meal delivery service
  • Sleeps 2
  • 1 Queen Bed

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 refrigerator/freezer
Hair dryer
2 bathrooms
Microwave
Shared/communal kitchen
Local meal delivery service
  • 5 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 refrigerator/freezer
Hair dryer
2 bathrooms
Microwave
Shared/communal kitchen
Local meal delivery service
  • 5 sq m
  • Sleeps 2
  • 1 Queen Bed

View all photos for Economy Single Room

Free WiFi, bed sheets

Economy Single Room

Highlights

Air conditioning
Heating
Full-sized refrigerator/freezer
Hair dryer
2 bathrooms
Microwave
Shared/communal kitchen
Local meal delivery service
  • 5 sq m
  • Sleeps 2
  • 1 Queen Bed

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Exterior

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  • Free parking
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  • Non-smoking
7.8 out of 10, Good, 594 reviews
The price is $57
$107 total
includes taxes & fees
Sep 3 - Sep 4
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About the neighborhood

Map
3445 N Halsted St, Chicago, IL, 60657

What's nearby

  • Wrigley Field - 8 min walk - 0.7 km
  • Vic Theatre - 9 min walk - 0.8 km
  • Lincoln Park Zoo - 3 min drive - 3.2 km
  • Aragon Ballroom - 4 min drive - 3.5 km
  • Michigan Avenue - 6 min drive - 6.0 km

Getting around

  • Chicago Midway Airport (MDW) - 45 min drive
  • Chicago O'Hare Intl. Airport (ORD) - 48 min drive
  • Chicago, IL (PWK-Chicago Executive) - 54 min drive
  • Chicago, IL (DPA-Dupage) - 88 min drive
  • Rockford, IL (RFD-Greater Rockford) - 107 min drive
  • Chicago Clybourn Station - 5 min drive
  • Chicago Ravenswood Station - 5 min drive
  • Chicago Irving Park Station - 8 min drive
  • Addison Station (Red Line) - 7 min walk
  • Belmont Station (Red Line) - 11 min walk
  • Wellington Station - 16 min walk

Restaurants

  • ‪Roscoe's - ‬2 min walk
  • ‪Hydrate - ‬1 min walk
  • ‪Replay Lakeview - ‬1 min walk
  • ‪The Chicago Diner - ‬2 min walk
  • ‪Elixir Lounge - ‬1 min walk

About this property

Dorothy's

Dorothy's puts you just a 5-minute drive from Wrigley Field and Lake Michigan. Free perks include WiFi and continental breakfast daily between 6:00 AM and 10:00 AM. Also, Michigan Avenue and Chicago Riverwalk are within a short drive. Public transportation is just a short walk: Addison Station (Red Line) is 7 minutes and Belmont Station (Red Line) is 11 minutes.

At a glance

DONE

Hotel size

    • 7 rooms
DONE

Arriving/Leaving

    • Check-in start time: 4:00 PM; Check-in end time: 10:00 PM
    • Early check-in subject to availability
    • Minimum check-in age: 18
    • Check-out time is noon
    • Late check-out subject to availability
DONE

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
DONE

Required at check-in

    • Credit card, debit card, or cash deposit required for incidental charges
    • Government-issued photo ID may be required
    • Minimum check-in age is 18
DONE

Children

    • No cribs (infant beds)
DONE

Pets

    • Pets allowed*
    • Service animals welcome
WIFI

Internet

    • Free WiFi in public areas
    • Free WiFi in rooms (speed: 25+ Mbps)
LOCAL_PARKING

Parking

    • Free offsite parking within 0.2 mi
    • Street parking available
DONE

Other information

    • Smoke-free property

Property amenities

Food and drink

  • Free continental breakfast each morning 6:00 AM–10:00 AM
  • Shared microwave
  • Shared refrigerator

Services

  • Laundry facilities
  • Luggage storage
  • Virtual front desk

Facilities

  • Television in common areas
  • Communal living room

Accessibility

  • 30 stairs to reach property

Room amenities

Home comfort

  • Air conditioning and heating

Sleep well

  • Bed sheets provided

Freshen up

  • Shower only
  • Soap
  • Hair dryer
  • Towels
  • Toilet paper

Stay connected

  • Free WiFi (speed of 25+ Mbps)

Food and drink

  • Meal delivery service
  • Full-sized refrigerator/freezer
  • Freezer
  • Microwave
  • Shared kitchen access
  • Toaster oven
  • Cookware, dishes, and utensils
  • Paper towels

More

  • Housekeeping (on request)
  • Restaurant dining guide

Fees & policies

Optional extras

  • Early check-in can be arranged for an extra charge (subject to availability)
  • Late check-out can be arranged for an extra charge (subject to availability)
  • Housekeeping is offered for an extra charge of USD 5 per day

Pets

  • Service animals exempt from fees
  • Pets are allowed for an extra charge of USD 25 per pet, per stay

Policies

This property does not have elevators.
This property accepts credit cards and debit cards. Cash is not accepted.
Credit cards accepted: Visa, Mastercard, American Express, Discover

Also known as

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

Frequently asked questions

Are pets allowed at Dorothy's?

Yes, pets are welcome. There's a charge of USD 25 per pet, per stay. Service animals are exempt from fees.

Is parking offered on site at Dorothy's?

No, unfortunately, but there's free parking nearby.

What are the check-in and check-out times at Dorothy's?

Check-in start time: 4:00 PM; Check-in end time: 10:00 PM. There's a charge for early check-in (subject to availability). Check-out time is noon. Late check-out is available for a charge (subject to availability).

Is there an onsite casino at Dorothy's?

No, this bed & breakfast doesn't have a casino, but Bally's Casino Chicago (7-min drive) and Rivers Casino (18-min drive) are both nearby.

What's the area around Dorothy's like?

Dorothy's is a short 7-minute walk from Addison Station (Red Line) and 9 minutes' walk from Wrigley Field.

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Dorothy's Reviews

Reviews

8.2

Very Good

9.0/10

Cleanliness

7.8/10

Staff & service

8.6/10

Amenities

8.4/10

Property conditions & facilities

8.4/10

Eco-friendliness

Reviews

10/10 Exceptional

Quick overnight visit and 5th stay at this property. Everything on point as usual!
1-night trip

8/10 Very good

I enjoyed my stay.
Philip, 3-night trip

10/10 Exceptional

Great little spot with all you need. Clean, cozy and a great breakfast!
Joshua, 1-night trip

10/10 Exceptional

❤️❤️❤️

My bestie and I had a wonderful stay when we came for the Stray Kids concert! Cute room, free breakfast in the building next door, and room service from Big Gay Sal's Pizza downstairs! So good and so fun! Would love to come back!
1-night trip

10/10 Exceptional

Very Comfy

Super clean, quiet, comfortable place to stay. Will definitely be returning
2-night trip

8/10 Very good

Wrigleyville gem

We wanted to stay in Wrigley Field near the CTA. Dorothy's was a perfect choice for that. We were there two nights and appreciated having the studio apartment. Not only did we have an ensuite bathroom but also a large sitting room that included a table/chairs, fridge coffee maker and microwave. Plenty of restaurants to chose from. The downside for me was the noise from the pizza parlor downstairs and across the street. If you are a light sleeper, earplugs are advised. The staircase is steep and narrow. ( just so you know) Being there was a trip down memory lane. A fun stay for certain! Breakfast is next door and plenty of choices to serve yourself.
Ann, 2-night trip

10/10 Exceptional

We love Dorothy's! This is such a great, inexpensive option for a stay in a fantastic neighborhood. Would recommend to anyone!
Keely, 1-night trip

10/10 Exceptional

Love the coziness of the location and th area is nice and safe
Anthony, 2-night trip

8/10 Very good

Would recommend to stay again

Was having surgery but was canceled so I didn’t get to stay very long but would definitely stay again
Jaimee, 4-night trip

10/10 Exceptional

Cool place
Raheem, 1-night trip

10/10 Exceptional

Hit the lottery!

I had my scheduled accommodation bail on me last minute- it was a real bummer because it had parking and was close to Wrigley (my destination). Luckily, I found Dorothy's Place open and I reserved it. I found parking right around the corner, and it was really easy to get in and out and around the town. It is located in Boystown, which was a fun and safe vibe. I never felt endangered and the room was AWESOME. I had the suite with the bathroom- it was spacious, clean, and comfortable. It was like a 10 minute walk to Wrigley and all of the surrounding areas (I caught 3 games in my two nights!). I really felt like I had hit the lottery, not only because of the last-minute availability but because of the quality and the value. I would stay here in a flash if I were lucky enough to get back to the city!
Geoffrey, 2-night trip

10/10 Exceptional

How nice it was and how close it was
Aberham, 2-night trip

2/10 Poor

The street was always very noisy
Lakshmikant, 4-night trip

10/10 Exceptional

Quaint, convenient, and extremely friendly. Recommending it to all my friends traveling to Chicago.
Rodrigo, 2-night trip

4/10 Fair

One star overall.

Place extremely difficult to locate. Took 15 minutes to locate upon arrival. No signs or labels anywhere. Bed small. Room small. Not enough for 2 adult males. Noise from people partying went on thru 5am.! Bar below room. Check in process rediculous. No live person at any time at all. No contact info beyond electronic. Checkout same. We already were gone by 2 hours when they requested checkout timeframe. Were texted to leave bedroom door open too late to do so. Neighborhood seems to be predominatly gay. We are NOT. Should be mentioned in advertising somewhere. Was unclear whether we were welcome to use common area or not. Place was clean. Showers/bathrooms nice
In town for Cubs game.
Stan, 1-night trip

8/10 Very good

I was charged twice for one hotel night
Douglas, 1-night trip

10/10 Exceptional

Great
amanda, 3-night trip

8/10 Very good

The property was clean and spacious. It looked just like the pictures online. The other roomies in the house were nice and clean. My bed was very comfortable including plush pillows.A little unorthodox their entry and breakfast but it all worked out. I look forward to staying there again in the future. The price was a major steal.♥️😊
antoinette lewis, 2-night trip

2/10 Poor

just a room no private bath
Larry, 1-night trip

8/10 Very good

The property was nice, I didn't know how to adjust the heat in the room, other than that I will stay again.
vavondalyn, 1-night trip

6/10 Good

Dissatisfied with our stay

Dissatisfied with our stay!! Our experience was less desirable than expected. Normal and customary check in time is 3pm, we couldn’t check in until 4 without added cost. This is in a predominantly LGBT neighborhood, not mentioned. The “quirky” old building was just not maintained well, so in disrepair rather than quirky. Mold around the shower floor. Tiny room with shared bathroom, not mentioned in description. The distance to Wrigley Field was only about a ten minute walk, which was great!
Frank, 2-night trip

4/10 Fair

Not the Best

Said they had parking was street parking and the streets were packed. The feeling was breakfast like a B&B but cereal, waffle maker and some pastries and no coffee made, empty pot. Security is like a prison. lock boxes everywhere. 3rd floor, steps. More of a hostel than a hotel. They had a 4pm check in. We found a parking place 20 minutes before 4 and I asked for my code to get in and they refused. It came at 4. The place was old, the room tiny and it was not cheap. I would not go here again. No one there so you have to do things for yourself. You have to go online and fill out registration which includes picture of yourself and you drivers license because no one will be around. A hassle I have never experienced with a hotel. I had trouble getting to their websites cause their attached web address's were not links. I had to write them down and type them into my phone. Tried on my computer but you can't copy a picture into their site for the drivers license. You have to take a live picture and my computer didn't like that. Just aggravation that you don't need at the price of a decent hotel.
Gary, 1-night trip

6/10 Good

Parking is difficult. Closest designated spot was 2 blocks away. Booking was easy enough but communication between site and accommodation was inefficient. Email was not passed on for final access instructions to unmanned accommodation site. The finalisation process did not allow for visitors with International phone numbers to be contacted directly either. Login does not accept driver's licence picture.
Wendy, 1-night trip

8/10 Very good

No staff to assist. Room is clean and well. Parking is confusing. Breakfast is fine.
shiju, 2-night trip

6/10 Good

The property itself is in a great location and offers good value for the price. However, the experience was unfortunately overshadowed by poor customer service. Upon booking, we received multiple links with different sets of information—one with property details, another with check-in instructions, and other links as well. Assuming there was a master link as the webpage seemed to suggest, we missed the one specifically for check-in. When we arrived just after 4pm on 04/17, we used the keypad to contact the property for assistance. The woman who answered the call was unnecessarily rude and dismissive—something that could have been avoided with a simple, helpful response. A little courtesy goes a long way, especially in hospitality. The stay itself was fine, but the unprofessional attitude of certain staff members left a lasting negative impression. With better communication and a more respectful approach to guests, this property could truly stand out.
Zachary, 1-night trip