Villa Toscana Guest House

3447 N. Halsted Street , Chicago, IL 60657 USA (Show map)


Our Victorian-style B&B is located in the heart of Chicago's Lakeview area, also known as "Boystown," the center of the city's Gay neighborhood, is outdoor smoking only, and is not appropriate for children under the age of 18. In the immediate area you'll find exciting nightlife, Belmont Harbor, a thriving theatre district, shopping, and a variety of restaurants. Self-serve continental breakfast 6-11 a.m.



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  • Guest room3.9
  • Service4.0
  • Value4.3
  • Cleanliness4.1
  • Onsite Dining3.5

Villa Toscana

4.0 on May 22, 2015

Had a very enjoyable stay at Villa Toscana. Ron was a great innkeeper.

Peaceful Chicago Retreat

4.2 on June 22, 2014

Great place to stay in Chicago at a terrific rate in a neighborhood with character and easy access to public transportation. The Villa Toscana is peaceful and offers a retreat from the hustle and bustle of the city. Ron is incredibly helpful and knowledgeable, too!

one night

3.0 on July 25, 2013

This is a very convenient place to stay for access to Wrigley Field. The staff is friendly and the rooms are nice.

Great trip to Chicago

4.6 on June 13, 2013

Stayed at Villa Toscana for three nights and would recommend the place to anyone who likes to stay in a small B&B with the comforts of a victorian cottage in a great neighborhood in Chicago. My room had its own bathroom, some rooms share a bathroom so make your reservations in advance, Ron, the manager, is extremely helpful and goes out of his way to make sure you have all your needs. I'll be making my reservations soon for next year!

Chicago Treasure

3.2 on June 10, 2013

Villa Toscana is located in a great location. I was surprised how quiet it was in the rooms considering all the loud music coming from the bars next door. There is easy access to the rail for trips downtown and also a good bus service. This Villa is situated in a very pretty neighbourhood. There was a substantial continental breakfast available each morning. Great value - I would return and already have recommended the Villa to friends.

Good Value

4.6 on April 25, 2013

We really enjoy staying at the Villa Toscano. This Bed and Breakfast in in a good location for visiting some of our favorite bars in Chicago.

Boys town hub

3.6 on March 27, 2013

We recently stayed at the Guest House and really enjoyed our stay. Ron, the house -manager was very sweet and helpful. The atmosphere is quiet and clean....the bathroom is shared, and you may want to bring your own shampoo and soap, but otherwise the location and value cant be beat. Drag friendly too - just be considerate of the other guests. Would stay again for sure...not a place for people that can't do steps tho, as the staircase is a beast.

A lovely place to stay in Chicago

3.6 on January 22, 2013

The hospitality was exceptional. The location was perfect. The nice breakfast was very healthy and satisfying. I will come back.

Great Time

4.8 on January 09, 2013

An absolutely AMAZING deal for a great location. Right in the heart of all the hustle and bustle of Boyztown. This was my first time staying in Chicago, and I am so happy I found this little place. Rooms were incredibly clean, staff was incredibly friendly, and everything about the trip went superb. Not overly noisy when I was there. Breakfast is more of an upscale continental breakfast. Very secure rooms. No problems whatsoever. Cab rides were about $12-16 to Downtown one way.

Great New Year!!!

4.4 on January 06, 2013

I decided to go to Chicago on a whim for New Year's Eve. I had not been to Chicago in several years. I just happened to find this B&B online. I was not really expecting much but I was shocked and surprised by what I found. It was a great time. Thanks for a fabulous time!!

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Rooms & Rates

Art Deco

#1 Art-Deco - Queen bed, shared bath, wireless internet, 2nd floor, digital television, view of Halsted Street. Sharp lines, retro stainless steel furniture, with a 1930's Harlowesque feel!

  • Maximum Capacity: 2
  • Beds 1 Queen


#2 Empire - Queen size iron bed, wireless internet, 2nd floor, shared bath, digital television, lots of sunlight. Angular ceilings, complemented by sexy sophisticated furnishings!

  • Maximum Capacity: 2
  • Beds 1 Queen

British Colonial

#3 British Colonial - Queen size sleigh bed, with adjacent trundle day bed. Can accommodate three guests, 2nd floor, shared bath. Digital television, wireless internet. Private hot/cold sink. Skylight. Styled in an eclectic mix of adventurous Hemingway style furnishings!

  • Maximum Capacity: 3
  • Beds 1 Queen


#4 English - Full size Brass bed, private bath, digital television, wireless internet. Lower level. Fun antique prints complement English Baronial furnishings. It's where town meets country, where Colfax meets Fowler!

  • Maximum Capacity: 2
  • Bathroom Private Bath
  • Beds 1 Double


#5 French - Queen bed, private bath, digital television, wireless internet. Yards of Twall surround elegant second empire furnishings, making this a particularly romantic corner of the world!

  • Maximum Capacity: 2
  • Bathroom Private Bath
  • Beds 1 Queen


#6 Venetian - Queen bed, private bath, lower level. Digital television, wireless internet. Enchanting, alluring, mystical Venetian paradise. Provocative sexy Italian masks add intrigue and charm!

  • Maximum Capacity: 2
  • Bathroom Private Bath
  • Beds 1 Queen


#7 Neo-Classic - Full size bed, private shower, lower level. Digital television, wireless internet. European pageantry meets the Greek Isles! Very cozy enclosed ornate bed with privacy curtains.

  • Maximum Capacity: 2
  • Bathroom Private Bath
  • Beds 1 Double


#8 Moroccan - Very private room, private entrance off kitchen, private bath. Digital television, wireless internet. Private deck outside room with seating area. Great for smokers (outdoors only, of course!) Very peaceful setting. Fun Moroccan decor colorful flair!

  • Maximum Capacity: 2
  • Bathroom Private Bath
  • Beds 1 Double

Check Dates Visit Website


Location Type



Chicago, IL (MDW-Midway) 16 miles

Directions to property:

Visit our website for detailed directions for driving, flying, public transit, etc. www.thevillatoscana

Area Attractions

Art Galleries, Beach, Concert venue, Gourmet/Fine Dining, Lake, Live Music, Movie Theater, Night life, Eclectic dining options within walking distance, Wrigley Field - Chicago Cubs, In the heart of Chicago's Gay neighborhood, Halsted Market Days (second weekend of August), Lincoln Park Zoo, Belmont Harbor and beaches, Performing Theater, Sports venue, Zoo

Inn Details

On-site amenities

Board games, Coffee/Tea facilities, Fireplace, Ironing Board, Library, Microwave, Secretarial services, Walk to mass transit

Room amenities

Air conditioning, Alarm clock, Hairdryer, Satellite/Cable TV, TV, Wi-Fi, Wired internet

On-site activities

Bicycle rental, Bicycles, Center of Boystown Gay Community, Lake Michigan Waterfront, Lake Michigan Waterfront, Lake Michigan Waterfront, Lake Michigan Waterfront, Shopping, Sight-seeing

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  • Check In:: 3:00-6:00 PM
  • Check Out:: 12:00 NN
  • Open All Year Round: Yes
  • Smoking Allowed: Outside only
  • Drinking Allowed: Yes
  • Alcohol Provided No
  • Suitable For Children: No We do not accept guests younger than 18 years of age.
  • Childcare Provided: No
  • Guest Pets Allowed: No
  • Disabled Access No

Terms and Conditions

  • Accepted payments AMEX, VISA, Discover, Mastercard, Cash
  • Cancellations: Reservations may be cancelled up to 14 days prior to arrival. After 14 days there is no refund unless the room can be rebooked.




Languages spoken

English, Spanish

Resident Pets

About the innkeepers

Ron is the onsite host and innkeeper and he is ready to welcome you to your time at The Villa Toscana!

Check Dates Visit Website



Self-serve light continental

  • Time Served: 6am-11am
  • Serving Location: Outdoor deck (in season), Breakfast Room