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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 Availability Online® 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 technical 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

Sold out for your preferred dates? Get on our Wait List!

We maintain a Wait List for all sold-out dates, 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. 

The COVID-19 situation is impacting certain dates. The high demand and/or special event dates for 2020 are: IML Weekend (May 22-25) cancelled for 2020, Pride Festival Weekend (June 19-21) postponed to September 5-6,  Pride Parade (June 28) postponed to fall 2020, Market Days (August 7-9), Chicago Marathon Weekend (October 9-11), MIR Weekend (November 6-8), and New Years (December 30-January 1). In addition, the inn tends to quickly sell out when seats go on sale for concerts at nearby Wrigley Field. The concerts for Summer 2020 are: Maroon 5 (June 13), Guns and Roses (July 26), Hella Maga (August 13), Def Leppard and Motley Crue (August 28), Chris Stapleton (August 29), and Zac Brown (September 12.) Availability can be checked, and rooms booked, if space is available, at the link at the top of this page.

Reservation and Cancellation Policies
Reservations are taken for a maximum of two adults/one bed per room, with the exception of Room 3, British Colonial, which accommodates up to 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 three weeks prior to arrival (100% for single-night and two-night stays, or stays booked 21 days or less before your arrival date) with the balance payable at check-in. Certain special event weekends have different booking/deposit criteria, including a 21-, 30-, or 60-day deposit date and 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 that 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 dog, 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 (April through 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 before the cancellation date listed on your confirmation document, 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. There are no refunds for early departures, regardless of the reason, at any time. No-shows without communication from the guest to The Villa Toscana Chicago 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.

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.