Dorothy's

Property class: 2
B&B convenient to Wrigley Field

Choose dates to view prices

Dorothy's offers a great location, putting you within a 15-minute walk of 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

8.6 out of 10
Excellent

Popular amenities

  • Pet friendly
  • Parking available
  • Free WiFi
  • Air conditioning
  • Non-smoking
The current price is $33
$74 total
includes taxes & fees
Dec 7 - Dec 8

Room options

Available filters for rooms
Showing 7 of 7 rooms

View all photos for Basic Single Room

A bedroom with a bed, green and red pillows, a painting on the wall, and a window with curtains.

Basic Single Room

9.0 out of 10
Wonderful
(4 reviews)
  • 5 sq m
  • 1 bedroom
  • Sleeps 2
  • 1 Double Bed

View all photos for Economy Single Room

A bedroom with a wooden door, a bed with blue bedding, two framed artworks on the wall, and a small bedside table.

Economy Single Room

10.0 out of 10
Exceptional
(2 reviews)
  • 5 sq m
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed

View all photos for Standard Single Room

A bedroom with a bed, a ceiling fan, and three framed pictures on the wall.

Standard Single Room

7.8 out of 10
Good
(6 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 Double Bed

View all photos for City Single Room

A bedroom with a bed, a window, a painting, and a nightstand.

City Single Room

  • 5 sq m
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed

View all photos for Standard Studio

A bedroom with a bed, a nightstand, a lamp, a wall-mounted picture, and a wall sconce.

Standard Studio

9.4 out of 10
Exceptional
(8 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed

View all photos for Basic Apartment

A bedroom with a wooden door, a bed with blue bedding, two framed artworks on the wall, and a small bedside table.

Basic Apartment

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

View all photos for City Apartment

A bedroom with a wooden door, a bed with blue bedding, two framed artworks on the wall, and a small bedside table.

City Apartment

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

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About the neighborhood

Map
3445 N Halsted St, Chicago, IL, 60657

What's nearby

  • Center on Halsted - 6 min walk - 0.6 km
  • Lincoln Park - 8 min walk - 0.7 km
  • Wrigley Field - 8 min walk - 0.7 km
  • Vic Theatre - 11 min walk - 1.0 km
  • Theater Wit - 17 min walk - 1.5 km

Getting around

  • Chicago O'Hare Intl. Airport (ORD) - 45 min drive
  • Chicago Midway Airport (MDW) - 48 min drive
  • Chicago, IL (PWK-Chicago Executive) - 53 min drive
  • Chicago, IL (DPA-Dupage) - 86 min drive
  • Rockford, IL (RFD-Greater Rockford) - 106 min drive
  • Chicago Ravenswood Station - 5 min drive
  • Chicago Clybourn 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

  • ‪Sidetrack - ‬3 min walk
  • ‪Roscoe's - ‬2 min walk
  • ‪Replay Lakeview - ‬1 min walk
  • ‪The Chicago Diner - ‬1 min walk
  • ‪Progress Bar Chicago - ‬2 min walk

About this property

Dorothy's

  • Dorothy's offers a great location, putting you within a 15-minute walk of 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

Hotel size

    • 7 rooms

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

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
    • Information provided by the property may be translated using automated translation tools

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

Children

    • No cribs (infant beds)

Pets

    • Pets allowed*
    • Service animals welcome

Internet

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

Parking

    • Free offsite parking within 0.2 mi
    • Street parking available

Other information

    • Smoke-free property

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Reviews

Dorothy's Reviews

8.6

Excellent

9.0

Cleanliness

8.8

Amenities

8.2

Staff & service

8.6

Property conditions & facilities

Guest review summary

What guests liked

  • Breakfast options were generous and delicious, with many guests praising the variety and quality. (13 reviews)
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From real guest reviews summarized by AI.
Report

Reviews

Verified review

10/10 Exceptional

Delightful accommodations for budget conscious travelers. Many thoughtful amenities and a charming breakfast area and courtyard.
Verified review

10/10 Exceptional

Super cute spot in the heart of Boystown. Really convenient location for public transit and plenty do within walking distance. It was super easy to check in and out. Would stay here again!
Verified review

10/10 Exceptional

Great location, just what we needed.
Verified review

10/10 Exceptional

Other than a little confusion getting in the front door, everything was great. Love the neighborhood and the proximity to Wrigley. Walked all around, by myself at night and felt safe.
Verified review

10/10 Exceptional

This was a very peaceful and fabulous stay. The room was beautiful and comfortable, I had no issues with noise as I had seen in other reviews. The breakfast options were pretty generous and I felt very relaxed the whole time. Thank you for a lovely stay!
Verified review

8/10 Very good

My husband and I stayed 4 nights, we liked the cleanliness, the location, the value and having the option of breakfast. My only concern was the room being very small and we had to share the bathroom. But in general it was a quiet good location.
Verified review

8/10 Very good

Automated check-in worked well, waffles were great
Verified review

8/10 Very good

lots of clean rooms and clean bathrooms with products you can use. keep in mind however that not every room has its own private bathroom
Verified review

10/10 Exceptional

Can’t beat the price or location. Everything seemed clean and I loved the waffles.
Verified review

10/10 Exceptional

Love the coziness of the location and th area is nice and safe
Verified review

10/10 Exceptional

Great little spot with all you need. Clean, cozy and a great breakfast!
Verified review

10/10 Exceptional

Clean room beautiful.yards convenient
Verified review

10/10 Exceptional

What an absolutely amazing room, made me feel like home. Wonderful apartment in the middle of everything.
Verified review

10/10 Exceptional

Great location. Super clean and close to transit for easy access to anywhere you need to go.
Verified review

10/10 Exceptional

Great to stay, close walk to many places. Cleaning lady was very helpful and friendly. Rooms a bit small but would definitely stay there again.
Verified review

8/10 Very good

It's a charming older house, with breakfast available in the morning (cereal, coffee, waffle machine). Not a bad location, plenty of bus stops nearby. Mention you're staying upstairs at Big Gay Sal's and get a discount.
Verified review

10/10 Exceptional

First time at Dorothy's but I've stayed at her sister location so I know the owner/management and what to expect. Great location and the building is kept up very well. My only non happy comment was no dresser in this room. Its ok since this visit was just me. Being able to use a full kitchen and store food in the refrigerator is a major plus
Verified review

8/10 Very good

Halsted is a nice neibourhood. We liked the secondhand shops.
Verified review

8/10 Very good

Good area, easy transportation
Verified review

10/10 Exceptional

Very friendly and helpful staff. Rooms and bathrooms are very clean. I enjoyed my stay., it was cozy and comfortable. I would definitely stay at Dorothys again if I am back in the area.. I would also recommend it to friends meeting to stay near Wrigley or downtown.
Verified review

10/10 Exceptional

Loved 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.
Verified review

10/10 Exceptional

Very Comfy

Super clean, quiet, comfortable place to stay. Will definitely be returning
Verified review

10/10 Exceptional

Quaint, convenient, and extremely friendly. Recommending it to all my friends traveling to Chicago.
Verified review

10/10 Exceptional

I stayed here during a week of business etc and found the accommodations excellent for a long-ish stay. My room was the Purple Room - private bath, dining area, living room and separate bedroom. Clean, quiet, comfortable and appointed with everything one would need: Coffee maker, small fridge, microwave, dishes. Plenty of towels and storage in the bathroom. Big comfortable sectional sofa to lounge/work on. The staff is off site and responded quickly to text messages. The lock code provided easy and safe access to the room. VERY fun neighborhood - walking distance to everything, including Chicago's beautiful lakefront.
Verified review

10/10 Exceptional

Great location to the Wrigley Field. That’s truly what we’re looking for. I did not realize that it was a communal bathroom, but I probably would’ve read what I was booking then I would’ve been aware of when I showed up.