(773) 404-2416


Welcome to The Villa Toscana Chicago!


The Villa Toscana Chicago, a Victorian-style bed and breakfast, is located in the heart of one of Chicago’s most exciting and diverse entertainment districts. Just steps from our front door you will find an exciting nightlife, the beautiful lakefront of Belmont Harbor and Lake Michigan, a thriving theatre district, shopping, an extensive variety of ethnic restaurants and just a quick walk to Wrigley Field and the Wrigleyville neighborhood. Located in the epicenter of the Boystown neighborhood, The Villa Toscana Chicago is a frequent return destination for many of our guests.

The guesthouse, built in 1892, is situated in the back of the property with a beautiful seasonally-landscaped front yard where you can relax or have breakfast in the morning. The Villa Toscana Chicago also features free wireless Internet access, a continental self-serve breakfast each morning, and a diverse guest clientele hailing from all over the world.

We have modernized the bed and breakfast to offer self checkin, where you use a personalized code and do not have to worry about keeping track of keys and aren’t restricted to a strict check in and checkout time! You will also complete check in registration online.


There are a couple of options if we are all booked in the main house:

(1) you can join the waitlist and let us know what room you prefer

(2) we have a new property next door at 3445 N Halsted, we have two rooms with a shared bathroom, that we are giving at a discounted rate in order to test them and make them as best as we can, if you like this option, go ahead and book!

We are often booked and can get booked on weekends and special holidays very quickly, we suggest you book as early as you can. 

If you would like to join the waitlist, please follow the waitlist room request in the online reservation portal. If a room opens up we will move you to that open room spot, contact you with the room and the rate, if you are ok with the room and rate we will charge your card and confirm your reservation. The rate noted will not be the rate you pay, unless you agree to it, it is simply the highest rate we are charging that weekend. 

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