Is this Dorothy's pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Dorothy's have a swimming pool?

No, this Dorothy's does not have a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

Is Dorothy's a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this bed & breakfast 3 stars or guests have recommended them suitable for families. As reported by the owner or manager, the bed & breakfast has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Dorothy's wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Dorothy's has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Dorothy's?

Based on the information reported by the owner or manager, the Dorothy's indicates 1 day stay policy at this bed & breakfast. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Dorothy's?

Based on the information reported by the owner or manager, details for the cancellation policy for the Dorothy's are as follows: <span class='color-primary cursor-pointer js-cancellation-policy' id='js-cancellation-policy'>Cancellation policy</span> Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

Dorothy's | Bed & Breakfast in Chicago

| 8.4 (83 Reviews) | 1 Bedroom 1 Bathroom

1 Bedroom Bed & Breakfast in Boystown, Chicago

Bed & breakfast with free breakfast, a short walk to Wrigley Field
Along with a microwave in a common area, this smoke-free bed & breakfast has a refrigerator in a common area and laundry facilities. Free continental breakfast and free WiFi in public areas are also provided. Other amenities include a TV in a common area.
Housekeeping is available on request.
Dorothy's offers 7 air-conditioned accommodations with shared/communal kitchens and hair dryers. Guests can make use of the in-room full-sized refrigerators/freezers and microwaves.

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

Amenities

Air Conditioner

Security/Safety

Bedding/Linens

Wellness Facilities

Fireplace/Heating

Guest Services

Breakfast

Child Friendly

Internet

Kitchen

Laundry

Facility Overview

Bathrooms

Toilet paper

Shower

Hair dryer

Towels

Soap

Bedroom

Heating

Air conditioning

Bed sheets

Restaurant dining guide

Breakfast

Free continental breakfast available daily 6:00 AM–10:00 AM

Paper towels

Toaster oven

Refrigerator

Cookware/dishes/utensils

Freezer

Local meal delivery service

Microwave

Shared kitchen access

Parking

Street parking available

Free offsite parking within 0.2 mi

Accessibility

30 stairs to reach property

If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.

This property does not have elevators

Activities

General

English

TV in lobby

Shared microwave

Communal living room

Shared refrigerator

Smoke-free property

Guest Services

Microwave

Full-sized refrigerator

Laundry facilities

Housekeeping (on request)

Laundry facilities

Virtual front desk

Luggage storage

Internet

In-room WiFi speed: 25+ Mbps

Available in some public areas: Free WiFi

Available in all rooms: Free WiFi

Policies

Check-in

Check-in start time: 4:00 pm; check-in end time: 10:00 pm early check-in is available for a fee early check-in subject to availability minimum check-in age: 18

Check-out

A late check-out fee will be charged check-out before noon late check-out subject to availability

Child Policy

Children are welcome. rollaway/extra beds are not available. cribs (infant beds) are not available.

Payment Policy

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 the above list may not be comprehensive. fees and deposits may not include tax and are subject to change.

Pet Policy

Pets allowed for an extra charge of usd 25 per pet, per stay service animals are welcome, and are exempt from fees

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

Reviews

Justin

Sep 16, 2025 12:41:41 AM

Review Score: 4

Summary: THIS IS NOT A HOTEL. It’s not even a “Bed and Breakfast.” It’s a hostel made by taking a large apartment, filling it with secondhand mismatched furniture, and adding smart locks to the doors. 2 bathrooms are shared among everybody, along with a small kitchen and living/dining room. It’s completely unstaffed, and there’s a sign stating that if you want food, you can go to the pizza place downstairs. With that in mind, it’s mostly fine. The bed gets the job done. The cramped small room has only a TV and a small end table. The AC is cranked up high, and the extra blankets are all very stained and have holes. This was not properly listed and when I saw the owner there I mentioned that there was no mention of shared bathrooms. She got very defensive. Not a pleasant interaction. Not recommended unless it’s really cheap.

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Room Arrangement

Room Info	Facilities
Basic Apartment Room Size: 1197 square feet m² 5 Queen Beds, Double Beds and Twin Sofa Bed	General Square feet - 1197, Bed count minimum 5, Number of bedrooms - 4, Ping - 34, Bed count maximum 5, Private bathroom (not in room), Shampoo, Square meters - 111, Number of living rooms 1, Number of bathrooms - 2
City Apartment Room Size: m² 6 Queen Beds, Double Beds and Twin Sofa Bed	General Bed count minimum 6, Private bathroom (not in room), Number of bedrooms - 5, Bed count maximum 6, Number of bathrooms - 3, Number of living rooms 2
Standard Single Room Room Size: 48 square feet m² 1 Double Bed	General Number of living rooms 0, Number of bedrooms - 0, Ping - 1, Square meters - 4, Shampoo, Shared bathroom, Bed count minimum 1, Square feet - 48, Number of bathrooms - 2, Bed count maximum 1
Standard Studio Room Size: m² 1 Queen Bed	General Number of living rooms 0, Private bathroom, Number of bedrooms - 0, Bed count minimum 1, Bed count maximum 1, Number of bathrooms - 1
Basic Single Room Room Size: 54 square feet m² 1 Double Bed	General Number of living rooms 0, Heating, Number of bedrooms - 0, Ping - 2, Square feet - 54, Shampoo, Shared bathroom, Bed count minimum 1, Square meters - 6.6, Air conditioning, Number of bathrooms - 2, Bed count maximum 1
City Single Room Room Size: 50 square feet m² 1 Queen Bed	General Number of living rooms 0, Number of bedrooms - 0, Square feet - 50, Ping - 1, Square meters - 5, Shampoo, Shared bathroom, Bed count minimum 1, Number of bathrooms - 2, Bed count maximum 1
Economy Single Room Room Size: 50 square feet m² 1 Queen Bed	General Number of living rooms 0, No rollaway/extra beds, Number of bedrooms - 0, Square feet - 50, No cribs (infant beds), Ping - 1, Square meters - 5, Shampoo, Shared bathroom, Bed count minimum 1, Number of bathrooms - 2, Bed count maximum 1