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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 to info@thevillatoscana.com 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


Announcing an expansion!

We are currently working to expand our rooms next door at 3445 N Halsted!

The new rooms are inside a 4 bedroom and 2 shared bathrooms, living room, and kitchen are also shared. Wifi is available. Currently, no TV’s in the room (yet), and the Blue room locks from both inside and outside and the Red Room only locks from the inside. You still will get breakfast included in the rate (you will have breakfast next door at the Villa Toscana). Any questions? Email us at info@thevillatoscana.com

New Rooms at 3445 N Halsted

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, go to the reservation page and complete the reservation form, that will put you on our official waitlist. If anything opens up you will be moved into the open reservation, we will message you with the room and rate details, if you agree to it, we will charge the card and confirm the reservation. NOTHING WILL BE CHARGED UNTIL A ROOM OPENS UP AND YOU AGREE TO THE ROOM AND RATE. 

Reservation and Cancellation Policies

Reservations are taken for a maximum of two adults/one bed per room, with the exception of Room 3, Wonderer’s Suite, which accommodates up to three people in a queen bed and a rollaway bed. We do not accept children under the age of 18 (without receiving prior consent).  We cannot accept personal or business checks.  All rooms must be secured with a credit or debit card. 100% charge will be taken when reservation is confirmed, if you would like to split up your payments into two, there will be a 3% upcharge on the room rate (only available to those staying three (3) or more nights). Certain special event weekends have different booking/deposit criteria, including a 21-, 30-, or 60-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, which will be send in the online check in form. 

Note that all rooms are not pet friendly.  Only ADA-compliant service dogs can be accepted in all rooms, and we must know of this in advance of arrival, 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. Room descriptions will let you know if pets are welcome in the room. Please mention in the comments of reservation booking if you will be bringing a pet. Pet fee will only apply if there is damage to the room or extra cleaning service is needed. 

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 may be 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: We offer self checkin for all guest. If you would like to skip self checkin, please let us know prior to arrival – no keys will be exchanged and online registration will be the same – and is subject to availability. The sooner online registration is completed the sooner you can get into your room.