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The Villa Toscana

3447 N Halsted St, Chicago, IL 60657-2414
Prices are the average nightly price provided by our partners and may not include all taxes and fees. Taxes and fees that are shown are estimates only. Please see our partners for more details.
Traveler (39)
Room & Suite (25)
Dining (5)


#11 of 24 B&Bs / Inns in Chicago
The Villa Toscana Bed & Breakfast is an eight-room guesthouse located in the Lakeview/Boystown neighborhood of Chicago, six miles north of downtown Chicago. Our guesthouse is in one of Chicago's most eclectic entertainment districts and center of Chicago's Gay and Lesbian neighborhood, second largest in the United States. Literally steps from our door you will find an exciting nightlife, the beautiful Lake Michigan shores, a thriving theatre district, shopping, and an extensive variety of bars, clubs, and ethnic restaurants. We are also known as the closest accommodation to Wrigley Field, home of the Chicago Cubs.
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Full view
Property amenities
Free parking
Free High Speed Internet (WiFi)
Free breakfast
Non-smoking hotel
Room features
Air conditioning
Room types
Non-smoking rooms
Good to know
Residential Neighborhood


Full view
100Great for walkers
Grade: 100 out of 100
97Restaurantswithin 0.3 miles
23Attractionswithin 0.3 miles
102Reviews4Q+A24Room tips
Traveler rating
  • 32
  • 36
  • 19
  • 7
  • 8
Time of year
Traveler type
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Popular mentions
Sarah wrote a review Jul 2019
4 contributions
All I can say, is that I highly recommend the Villa Toscana. The stay was quiet, comfortable, clean, and affordable. Was in town for the big Dead and Company two-night show at Wrigley, and will stay at the Villa Toscana every time visit Chicago. The best part is that it's located in the heart of downtown Boystown, which made it a super close walk to Wrigley Field. Ronnie, the host with the most, was super informative and a pleasure to deal with.
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Date of stay: June 2019
clark o wrote a review Dec 2017
East Peoria, Illinois9 contributions3 helpful votes
We had some free-time surface in our busy season, and sought lodging in Boystown. We were elated to find availability @ The Villa ! Innkeeper Ron was immediately responsive to our request, and couldn't have been more accommodating. The place & our room was quite nice, and we CHOWED down on the lavish spread for breakfast fixins : hot and cold. Ron took special effort to sit down and visit with a couple-a tubes like us . Ron is well connected with the fabric of the neighborhood with kicky chit chat.
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Date of stay: December 2017
Trip type: Traveled as a couple
Room Tip: Just kindly ask IF there's availability : often, they are booked annually by chums.
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1 Helpful vote
healyboston wrote a review Nov 2017
New York City, New York4 contributions1 helpful vote
My friend and I spent a couple of nights in this cozy B+B in the heart of Boystown, just steps from the nightlife and yummy restaurants - terrific location and great prices. We stayed in the British Colonial Room, which had a nice queen bed and a comfy day bed for my friend. We never had to wait for the bathroom/shower. The innkeeper Ron was terrific, helpful, kind. A great weekend!
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Date of stay: November 2017Trip type: Traveled with friends
Charles S wrote a review Nov 2017
Dearborn, Michigan5 contributions
My partner stayed at the Villa Tuscana in 2014 and recommended it for our trip to Chicago. We arrived on a Sunday night and found our room comfortable and quieter than I expected. It faces the garden at the front of the inn, which leads to busy Halsted St. The inn is tastefully decorated with an elegant living area and adjacent kitchen area. The continental breakfast was good as was the coffee. Our room was upstairs and shared a bath with two other rooms. We never saw any of the other guests nor did we have any issues with access to the bathroom. Overall, it was a great experience.
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Date of stay: November 2017
Trip type: Traveled as a couple
Room Tip: We stayed in the Art Deco room
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Daniel R wrote a review Nov 2017
Saint Louis, Missouri2 contributions
I had looked into Villa Toscana before but it was completely full. Last week I lucked out. The location was convenient, the room was comfortable, the innkeeper helpful and the overall experience excellent. Definitely a place I would stay again.
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Date of stay: October 2017
the villa toscana hotel chicago
United StatesIllinoisChicagoNorth Side / Boystown / Lake View / Lake View East
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Frequently Asked Questions about The Villa Toscana
Which popular attractions are close to The Villa Toscana?
Nearby attractions include Boystown (0.3 miles), Sidetrack (0.1 miles), and Trickery (0.01 miles).
What are some of the property amenities at The Villa Toscana?
Some of the more popular amenities offered include free wifi, free breakfast, and free parking.
What food & drink options are available at The Villa Toscana?
Guests can enjoy free breakfast during their stay.
Is parking available at The Villa Toscana?
Yes, free parking is available to guests.
What are some restaurants close to The Villa Toscana?
Conveniently located restaurants include Chicago Diner, Mia Francesca, and Yoshi's Cafe.
Are there any historical sites close to The Villa Toscana?
Many travelers enjoy visiting The Rookery Building (4.6 miles), Macy's on State Street (4.4 miles), and Marquette Building (4.6 miles).