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.

How much does it cost per night to stay in Dorothy's?

Best-rates for the Dorothy's starts from $72 per night with includes Kitchen, Laundry, Security/Safety, Wellness Facilities, Fireplace/Heating, Guest Services, Breakfast, Child Friendly, Air Conditioner, Bedding/Linens, Internet with all other facilities. matches every traveler with their perfect accommodation, whether you are traveling with a group, friends, family, or pets.

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?

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 (103 Reviews) | 1 Bedroom 1 Bathroom

1 Bedroom Bed & Breakfast in Boystown, Chicago

Bed & breakfast with free breakfast, 9-minute 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

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

Konrad

Nov 27, 2025 10:51:34 PM

Review Score: 8

Summary: 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.

See All Reviews

Check Bed & Breakfast Availability

Nightly rates from:

USD72

Price Details

You will be redirected to

Hot Deal - It has been viewed 92 times today

Not the right fit? Check out our other properties in Boystown

Vacation Rentals Near Boystown, Chicago

Sort by

Lakeview/LincolnPark 2BR/1BA Updated Vintage Apartment in walkable neighborhood

From US $226

10.0 (167 Reviews)

Apartment

Lakeview/LincolnPark 2BR/1BA Updated Vintage Apartment in walkable neighborhood

Air Conditioner
Parking
Pet Friendly

When do you want to travel?

Dorothy's | Bed & Breakfast in Chicago

Available rates:

1 Bedroom Bed &amp; Breakfast in Boystown, Chicago

Amenities

Policies

Reviews

Reviews

Price Details

Vacation Rentals Near Boystown, Chicago

Popular Vacation Rental Destinations

Recently Booked Bed & Breakfast

Photos of Dorothy's in Boystown

Price Details

1 Bedroom Bed & Breakfast in Boystown, Chicago