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About Us

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Online Reservation System

or email us at:  info@thevillatoscana.com 


The main house, with four rooms, and the lower level, with four rooms, is a Victorian-style structure built in 1892. Three rooms with queen beds in the main house (upstairs) share a bath; one room off of the kitchen with a full bed has a private bath; two rooms downstairs 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 and pillows. All rooms have digital cable television. (See individual room descriptions for full details of each room). Free wireless internet is available throughout the inn. A self-serve continental breakfast is offered each morning in the kitchen between 6:00 and 11:00.

Nightly Rates

Winter $99 – $119 plus 17.4% tax
Spring/Summer/Fall $129 – $169 plus 17.4% tax

Rates for special events and certain holidays and weekends may vary. We do require a three-night minimum during weekends in "high" season (late March through late October)  meaning a Friday-Saturday-Sunday night arrangement. We offer Online Availability and Reservations.

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-sanctioned service animals, and we are not able to accept guests under the age of eighteen. 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 ~4:00pm, you will usually be able to find a nearby parking space. Guest check-in is generally from 3:00pm-6:00pm, although other check-in times are possible when arranged *in advance* with the innkeeper.

Our rates range from $99/night (low season) to $169/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, Pride, North Halsted Market Days, Halloween, and certain other festival or holiday events.

Owners Jerry and Rosemary, lifelong Chicago residents, and Resident Innkeeper/Host Ron, invite you to visit The Villa Toscana Chicago. Whether in summer, fall, winter, or spring, each distinctive season in Chicago offers something unique. Jerry and Rosemary have operated The Villa Toscana for fifteen years, and Ron came on board as Resident Innkeeper in 2012 following a teaching career in schools in the southern U.S. We welcome our regular 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 35-40 foreign countries. Chicago awaits your visit!