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Villa Toscana Guest House

3447 N. Halsted Street , Chicago, IL 60657 USA (Show map)
157 Reviews
$99 - $139
per night

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

Score Breakdown based on
157 Reviews

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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!!

It's not the Ritz!

4.0 on December 17, 2012

I have stayed here four times now as the value based on location is fantastic. I move from $400 a night hotels after I finish conventions so that I can rest in a feeling like "home" at Villa Toscanna. Train is 15 minutes and $2.50 to uptown, or a cab for $17. Have made friends with people from all over the globe that I continue to stay in contact with. This is one of two stops that I look forward to in my 170 days of travel each year. This is one to test for yourself. For me, "There is no place like home." and this does it for me.

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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


Location Type

4 miles from Downtown Chicago, 13 miles from Midway Airport, Center of Boystown neighborhood, 16 miles from O'Hare Airport, 4 blocks from theatre district, 4 blocks from Lake Michigan, City


Chicago, IL (CHI-All Airports) 16 miles

Directions to property:

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

Area Attractions

Art Galleries, Beach, Concert venue, Gourmet/Fine Dining, Lake, Live Music, Movie Theater, 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, Zoo

Inn Details

Establishment type


On-site amenities

Board games, Library, Secretarial services

Room amenities

Air conditioning, Alarm clock, In-room internet, Internet Service, Ironing Board, Private entrance, Satellite/Cable TV, TV, Telephone, Wi-Fi

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

Check Dates Visit Website


  • Check In:: 3pm and later
  • Check Out:: 12 Noon
  • Open All Year Round: Yes
  • Smoking Allowed: Outside only
  • Drinking Allowed: Yes
  • Alcohol Provided No
  • Suitable For Children: No All guests must be 18 or older.
  • Childcare Provided: No
  • Guest Pets Allowed: No ADA compliant service animals only, with prior notice
  • Disabled Access No

Terms and Conditions

  • Minimum Stay: 3 night minimum stay on weekends, March 1-November 30
  • Accepted payments AMEX, VISA, Discover, Mastercard, Travelers checks, Cash
  • Deposit Amount Required: 50% deposit 7 days prior to arrival
  • Cancellations: Cancellation up to 7 days prior to arrival. If cancellation is made thereafter the full amount of stay will be billed. We require your telephone or email when you make your reservation, as well as your expected arrival time at the inn.




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


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

Property highlights

Free $50 gift card!