We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

The Villa Toscana

avatar-imageavatar-imageavatar-image
Traveller (51)
Room & Suite (25)
Dining (5)

View prices for your travel dates

Prices are provided by our partners, and reflect average nightly room rates, including taxes and fees that are fixed, known to our partners, and due at time of booking. Other miscellaneous taxes and hotel fees which are not fixed or due at time of booking may be payable at the property at time of stay. Please see our partners for more details.

About

#7 of 14 B&Bs in Chicago
Location
Cleanliness
Service
Value
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.
Read more
Suggest edits to improve what we show.Improve this listing
Property amenities
Free parking
Free High Speed Internet (WiFi)
Wifi
Free breakfast
Non-smoking hotel
Room features
Air conditioning
Housekeeping
Room types
Non-smoking rooms
Good to know
HOTEL CLASS
2.0 of 5 stars
HOTEL STYLE
Residential Neighbourhood
Quaint
112Reviews4Q+A30Room tips
Traveller rating
  • 41
  • 37
  • 19
  • 7
  • 8
Time of year
Traveller type
Language
Selected filters
  • Filter
  • English
Popular mentions
Sort by:
Most Recent
avatar-image
Maps40338096689 wrote a review 17 Mar
1 contribution
Comfortable bed, nice private shower ( Moroccan room ) and ability to use kitchen Found it very warm, safe and relaxing Breakfast is self serve, the water is very hot and you have the added benefit of a fridge ( small freezer ) in your room Really comfortable place.
Read more
Date of stay: March 2024
Value
Location
Trip type: Travelled solo
Room Tip: Gets booked up early. Book in advance
See more room tips
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Helpful
Share
avatar-image
Dana L wrote a review Oct 2023
1 contribution
We greatly enjoyed our recent stay at Villa Toscano. The price compared to all hotels in the area was 1/3 the cost due to the Chicago Marathon. It is close to Evanston which was one of the places we went but also not far from Navy Pier and Shedd Aquarium. The neighborhood is teaming with activity. We walked up the street after dinner on Saturday and caught Blue Man Group Chicago. The room was not cramped and comfortable. If we come back to Chicago, we will definitely consider this location again.
Read more
Date of stay: October 2023
Value
Location
Service
Trip type: Travelled as a couple
Room Tip: The neighborhood is a LGBT mecca. If you have a problem with that, you will be offended. ...
See more room tips
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Helpful
Share
avatar-image
popsx5 wrote a review Oct 2023
Haltom City2 contributions
If you want a clean, co-operative, really cool place to stay for a night or a week, this is the place. Great location (<1mi to Wrigley)! Easy access to the “L” and CTA busses. This was our 2nd stay. It’s an old home that’s been divided into separate rooms. 4 in the basement (we stayed in one of those this time), 2 around the side (stayed in one of those last year. Small, but clean and continental breakfast. Reasonable rates for what they provide imo.
Read more
Date of stay: October 2023
Value
Location
Service
Trip type: Travelled as a couple
Room Tip: Pay attention when you’re trying to find it. It absolutely is NOT like the rest of the...
See more room tips
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Helpful
Share
avatar-image
William R wrote a review Aug 2023
1 contribution
The house is a classic in the heart of boys town and right next to Wrigleyville. It’s always amazing when you stay how many people stop and comment on how cool and original the space is in the city. The vintage house is well appointed and clean. If you’re a true B&B-er then rooms inside the main house share a common hallway bath, but there are also plenty of rooms with private baths as well. Let’s face it l, in the city location is pretty much everything and the Villa has that in spades.
Read more
Date of stay: August 2023
Value
Location
Service
Trip type: Travelled solo
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Helpful
Share
avatar-image
William R wrote a review Jun 2023
3 contributions
It really is THE place to stay in the Boystown area. I've been coming back for over 20 years and the recent owners are making several great upgrades. New amenities in the rooms like a retro fridge! I really like the all digital building and room access - no more keys! The place is vintage so come with an appreciation for stately home nestled in between the other buildings. It's one of kind.
Read more
Date of stay: June 2023
Value
Location
Service
Trip type: Travelled on business
Room Tip: If you're a good B&B-er and not shy about sharing a bathroom, I often prefer the rooms upstairs...
See more room tips
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Helpful
Share
avatar-image
Sightseer606685 wrote a review Jun 2023
Mattoon, Illinois1 contribution
Our group of 4 booked two rooms on the ground floor for a two night stay. My partner and I had room 7 Neo-classic and our buddies had room 4. The rooms were small and perfect for what we needed, which was just a place to sleep and shower. There was a coffee maker and water station right outside the rooms which was extremely convenient. Each of our rooms had a private bathroom and a mini fridge. There was always more than enough hot water for showers. I enjoyed the cardless keypad entry for the doors so that I didn't have to worry about losing a keycard or room key. The owners left parking passes in our room free of charge! (I put in a request for them.) Parking wasn't too terrible to find and we found a spot to leave our car about a 5 minute walk down the road. The main house has a kitchen that is fully stocked with free breakfast foods, snacks, and drinks. The owners restocked it every morning. I would say the best part about this place is the location. We needed to be close to Wrigley and it was only a quick 10 minute walk. The house is tucked away from the street, so you get a more quiet ambiance than most other places nearby. Being in Boystown was perfect for the nightlife and food options, as well as a safer community. If you like your complete privacy and want to be left alone, then this might not be the place for you. But if you like to chat with new people and have a communal experience then stay here! We will most definitely be staying here next time we go to the city.
Read more
Date of stay: June 2023
Value
Location
Service
Trip type: Travelled with friends
Room Tip: Find parking as early as possible. You can also request early check in and they will have your...
See more room tips
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Helpful
Share
avatar-image
Mark A wrote a review Jun 2023
1 contribution
Villa Toscana was perfect for what we needed in Chicago. It is extremely close to our venue so easily able to walk. The Villa is a little oasis off the street. A wonderful garden relax in. Our room was comfortable bed was great. The staff/owner was friendly knowledgeable and very helpful answering questions and giving us options for food and drink as well as shopping. Definitely consider this place again
Read more
Date of stay: June 2023
Value
Location
Service
Trip type: Travelled with friends
Room Tip: Lots of shady outdoor room to relax and enjoy company Extremely close to Wrigley Field
See more room tips
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Helpful
Share
avatar-image
Layla VS wrote a review Jun 2023
2 contributions
What a delightful place in the middle of the city! So excited to get a parking pass included and the room was clean and decorated so great. Nice size private bathroom and the courtyard was so comfortable and peaceful. Great location. 10 min walk to Wrigley, the Lark next door great food and a great bar and a great back patio. Easy check in and check out. Great instructions. The only small complaint was that it was small quarters for the basement rooms and there was a lot of noise right outside our door with the microwave, coffee machine, guest chatter and hearing the doors lock and unlock. Upstairs rooms were also pretty noisy. BUT WILL STAY HERE AGAIN FOR SURE!
Read more
Date of stay: June 2023Trip type: Travelled as a couple
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Helpful
Share
avatar-image
Joshua D wrote a review May 2023
1 contribution
The manager was extremely helpful and inviting. The property was beautiful to look at. I found the bed to be extremely comfortable and it doesn’t get much better than the location. It’s very quiet inside of the property. The water gets very hot very quickly.
Read more
Date of stay: May 2023
Value
Location
Service
Trip type: Travelled solo
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Helpful
Share
avatar-image
Kittygal 🇺🇦 🌻 wrote a review Feb 2023
Los Angeles, California8310 contributions445 helpful votes
+1
My first trip back to Chicago on two years found me staying at this delightful inn in the North Halstead area. My family was nearby, so it was the perfect choice The property is a turn of the last century Victorian home on Halstead Street. It's close to local transport, I used the bus to get around with no issues. My room was cozy and quiet, with an ensuite bath. There was a coffee maker in the hall, and a mini fridge in my room meant I had easy access to provisions. There's a Jewell Osco supermarket close by, too. The neighborhood is vibrant and lots of good places to eat are nearby. I had dinner my first night at Lark, just next door. Be sure to check out the magic show Trickery, just a few doors away, for a fun night out. We were surprised by a light dusting of snow during my stay, but that just added to the ambience. Definitely loved my stay. As a single woman traveling alone, bed and breakfast inns always felt safer and more comfortable. This lovely spot did not disappoint.
Read more
Date of stay: February 2023Trip type: Travelled solo
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Helpful
Share
Previous
123456
Not the right property for you?
There are more places to choose from in the Chicago area.
PRICE RANGE
₹6,715 - ₹14,674 (Based on Average Rates for a Standard Room)
ALSO KNOWN AS
the villa toscana hotel chicago
LOCATION
United StatesIllinoisChicagoNorth Side / Boystown / Lake View / Lake View East
NUMBER OF ROOMS
8
Prices are provided by our partners, and reflect average nightly room rates, including taxes and fees that are fixed, known to our partners, and due at time of booking. Other miscellaneous taxes and hotel fees which are not fixed or due at time of booking may be payable at the property at time of stay. Please see our partners for more details.
Is This Your Tripadvisor Listing?

Own or manage this property? Claim your listing for free to respond to reviews, update your profile and much more.

Claim Your Listing

THE VILLA TOSCANA (Chicago) - B&B Reviews, Photos, Rate Comparison - Tripadvisor

Frequently Asked Questions about The Villa Toscana
Which popular attractions are close to The Villa Toscana?
Nearby attractions include Trickery (0.02 km), Boystown (0.4 km), and Sidetrack (0.2 km).
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 The Chicago Diner, Lakeview, Mia Francesca, and Angelina Ristorante.
Are there any historical sites close to The Villa Toscana?
Many travellers enjoy visiting Holy Trinity Orthodox Cathedral (5.5 km), The Rookery Building (7.4 km), and Macy's on State Street (7.0 km).