(773) 404-2416

About Us

Click Here to use our
Online Reservation System

or email us at info@thevillatoscana.com 

We have three levels in a Victorian-style structure built in 1892. Three rooms with queen beds in the main house (upstairs) share a hallway bathroom; one room off of the kitchen with a full bed has a private bath; two rooms downstairs -in the garden level of the house – have full beds and private baths, and two rooms downstairs have queen beds and private baths. The four downstairs rooms have a separate entrance from the main house. Each room is appointed with cotton linens, comforters, pillows, hair dryer, and an iron and ironing board is accessible on both the upper and lower levels of the house. (See individual room descriptions for full details of each room). Free wireless internet is available throughout the inn. 

General Information

The Victorian-style guesthouse was built in 1892 and has been renovated several times through the years and through several owners. The house is positioned in the back of the property with a seasonally landscaped front yard and garden where you can relax or enjoy breakfast on the outdoor deck. The Villa Toscana features free wireless internet throughout the property.

Our guesthouse does not allow indoor smoking (including e-cigarettes) or other flammables such as incense, pets other than ADA-compliant service dogs (no emotional support animals or comfort animals) in most rooms (some are pet friendly), and we are not able to accept guests under the age of eighteen.

Our rates range widely from $54-89/night (low season) to $89-166/night (high season) depending on room type/configuration. Competitive rates are in effect for special city and neighborhood festival events such as New Years, St. Patrick’s Weekend, IML Weekend, Pride Festival and Parade, North Halsted Market Days, Halloween, and certain other festival or holiday events.

We invite you to visit The Villa Toscana Chicago. Whether in summer, fall, winter, or spring, each distinctive season in Chicago offers something unique. We welcome our regular cherished returning guests as well as our first-time guests. Each year we host guests from most of the 50 U.S. states as well as 25-30 foreign countries. Chicago awaits your visit!


A continental breakfast is provided each morning from 6am-10am, however if you wake up late items are left out, so if you are late to breakfast just make sure not to overdue it and let the cleaners come in and do their thing. *breakfast will not be offered Thanksgiving weekend, and from December 23 – February 28


Official Check in time is 3pm.

Check in is all self check in. You will receive online registration the day before your arrival. We clean rooms in the order of receiving the online check in and try to have all rooms as ready as soon as possible (prior to the 3pm check in), so please complete the online check in as soon as possible. Once your room is clean and the online registration as been completed, you will receive a text and email with your check in code, and you can check in anytime after that (we usually try to have them ready by 1pm, but cannot guarantee that). Arriving late at night? No problem! With self check in, you can arrive anytime after your room is ready. Check in instructions with photos will be sent with your confirmation in the guest manual. Need to drop off bags before check in? Complete the online registration the day before and select that in the add ons. Need to leave bags at check out? There is a place to do that in the online registration, as well.


While parking in the area can sometimes be a challenge, we do offer free overnight City of Chicago parking permits for parking along east-west residential side streets off of North Halsted Street. Privately operated pay parking is also available along North Halsted Street in lots both north and south of our property. If driving, and arriving before ~ 3:00pm, you will usually be able to find a nearby parking space. Please indicate that you need parking on the reservation form, we will send a guest manual prior to arrival and information on all free and (if preferred) paid parking options will be in it. Please indicate you need parking when making the reservation or in the online check in registration. 


Check out time is 11am

Any other questions?

Please shoot us an email at info@thevillatoscana.com



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