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Online Reservation System

Thank you for making The Villa Toscana Chicago your choice for overnight accommodations during your upcoming visit to Chicago’s Lakeview/Boystown/Wrigleyville neighborhood. We look forward to meeting you!

The Villa Toscana Chicago uses the Webervations® online availability and reservation system for your convenience. This is the most efficient way to make a reservation with us. Once you have selected and submitted your date and room preferences, we will contact you within 24 hours with a confirmation. Room requests are not considered “official” until we issue an emailed confirmation of your request. Please note our change and cancellation policy stated below. If during your attempt to reserve online you are denied — because of date ranges, availability, special events, etc. — or if you encounter any difficulty in completing your reservation, know that occasionally space may still be available. Just send an email or call us and we will be happy to try to make things work out for you. We will return your message promptly. We look forward to having you stay with us and will do our utmost to make your trip a memorable one! 

Email: info@thevillatoscana.com

We maintain a Wait List for all sold-out, high-demand weekends and special events. Cancellations can occur on occasion. If you wish to be placed on the Wait List for a given date, please send an email to: info@thevillatoscana.com with your name and a telephone contact number along with your desired arrival/departure dates. Reservation requests for the high-demand weekends in 2019 can ONLY be booked directly through the inn, not through the online system or any external system.  St. Patrick’s Weekend (March 15-17), IML Weekend (May 24-28), Pride Festival Weekend (June 21-23), Pride Parade Weekend (June 28-30, Parade is Sun June 30), Market Days Weekend (August 9-11).

Reservation and Cancellation Policies
All rooms except Room 3, British Colonial, have one bed. Reservations are taken for a maximum of two adults per room, with the exception of Room 3, British Colonial, which accommodates three people in a queen bed and a day bed. We do not accept children under the age of 18.  We cannot accept personal or business checks.  All rooms must be secured with a credit or debit card. A 50% deposit is taken two weeks prior to arrival (100% for single-night and two-night stays, or stays booked 14 days or less before your arrival date) with the balance payable at check-in. Some special event weekends have different booking/deposit criteria, including a 21- or 30-day cancellation window, fully explained when you make your reservation request. For your protection, at check-in, we require a form of photo identification for all guests registered in your room. 

Note that we do not permit animals at the inn, including emotional support animals and comfort animals. Only ADA-compliant service dogs can be accepted, and we must know of this in advance of arrivalAlthough pets are prohibited, we welcome service dogs as defined by federal law. “Service Animals” are defined as dogs that are individually trained to do work or perform tasks for people with disabilities. Please be prepared to identify your dog as a Service Animal and the task your dog has been trained to perform. In addition, please note for the safety of all guests, you may be asked to remove a service dog who is unruly/out of control (or take action to bring the dog under control) or not housebroken. Service dogs may not be left unattended in your room at any time. The inn is not required to provide care or food for a service animal, so please plan accordingly. Lastly, we do not permit indoor smoking, including e-cigarettes; and flammables such as candles, incense, etc., are also not permitted in the guest rooms.

During “high” season (late-March through late-October), a three-night minimum is required across weekends, meaning either a Thursday-Friday-Saturday three-night arrangement or a Friday-Saturday-Sunday three-night arrangement. We are sometimes able to offer single- or two-night stays on weekends, depending on guest arrival/departure dates and room availability. There are no minimum-night requirements for Monday, Tuesday, Wednesday or Thursday nights unless a special event impacts those weekdays. Any changes in the length of your stay or cancellation must be made at least fourteen (14) days prior to your arrival, otherwise, the full charge for the booking applies unless the room can be re-sold for the same number of nights. The cancellation window may be longer for certain special event dates, and this will be fully outlined in writing when you make your reservation. No refunds for early departures, regardless of the reason, at any time. No-shows without communication from the guest to The Villa Toscana will also be charged the full non-refundable 100% of the original booking.

Please note: There are no exceptions to our cancellation policy, whether for reasons of sickness, family emergency, weather, canceled concerts or athletic events, or changes of plans inside the cancellation window, and as such we recommend that you purchase travel insurance. For your convenience, we have included the website to the Travelex travel site: http://www.travelex-insurance.com/Enrollments/BrowsePlans.aspx?nc=1   (The Villa Toscana Chicago has no affiliation with the Travelex service and it is being provided for you only as a convenience. There are several other travel insurance companies available.)

Check-in: 3:00pm-6:00pm.  Please call or email us at least one to two days in advance to make arrangements for check-in outside of this time window. We can handle such arrivals with adequate prior notice. Note that the inn is not staffed 24/7, and we sometimes must go off-site; thus the need to know your arrival time in advance. Providing your incoming airline and flight number, bus, or Amtrak train number assists us in knowing of travel delays that may occur. Please keep us posted if you are delayed on the day of arrival. Check-out time: 11:00 A.M.