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Best Bed and Breakfast in Chicago

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Wicker Park Inn - Chicago Hotels
Rating: 2.5 Stars
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Wicker Park Inn

1329 N Wicker Park Ave, Chicago 60622 - Map
The B&B itself is very clean and has a "European bed and breakfast" feel. The staff were laid back but everything was put together very nicely. I felt like I was staying in an IKEA showroom. The shared kitchen area was ADORABLE. Already have recommended to family and friends!
Traveller from Grand Rapids, MI
Located in Wicker Park, this bed & breakfast is within 3 mi (5 km) of Royal George Theater, Hancock Tower, and United Center …More
Hyatt Regency Chicago - Chicago Hotels
Rating: 4.0 Stars
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Hyatt Regency Chicago

151 East Wacker Dr, Chicago 60601 - Map
"Excellent option for a night or two on the town"
Excellent location for shopping, sightseeing and dining. Staff were extremely courteous and helpful. First time staying with Regency Club and it was worth it. Having a decent breakfast, snacks available throughout the day and evening hors d'ouvres made it easy to plan our main activities. No matter what the time, you could always come back and refresh yourself. Could do one large meal out per day and keep yourself satisfied the rest of the day with what was available in the Regency Club. Nice option to check out, leave your bags, spend most of the day in town, then come back and pick up your checked bags to leave hours later.
Traveller from Valparaiso, IN
This Magnificent Mile hotel is located among Chicago's world-class shopping, restaurants and attractions. The Navy Pier …More
Old Chicago Inn - Chicago Hotels
Rating: 2.0 Stars
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Old Chicago Inn

3222 N Sheffield Ave, Chicago 60657 - Map
"Historical inn, good location with friendly staff."
Located within walking distance to many restaurants and shops, plus super close to Belmont train stop. Safe, clean, and very helpful, friendly staff. Location was awesome. Within 15 minute walk from Wrigley Field. Loved the location!
A Traveller
Located in Lakeview, this bed & breakfast is within a 15-minute walk of Vic Theatre and Wrigley Field. Lincoln Park and …More
Bishops Hall - Oak Park Hotels
Rating: 3.5 Stars
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Bishops Hall

605 Iowa Street, Oak Park 60302 - Map
"Awesome location in beautiful Oak Park"
We had a great stay at this beautiful bed & breakfast. Chuck was absolutely wonderful and made us feel very welcome. The rooms were great and the breakfast delicious. I would definitely stay here again the next time that I'm in the area.
Traveller from Indiana
Situated in Oak Park, this bed & breakfast is within a 15-minute walk of Frank Lloyd Wright Home and Studio and Ernest …More
House 5863 Bed and Breakfast - Chicago Hotels
Rating: 3.5 Stars
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House 5863 Bed and Breakfast

5863 North Glenwood, Chicago 60660 - Map
"Comfortable/quiet hotel."
The hotel was quiet. We did not see anyone on Saturday night and a couple of people in the am on Sunday. The convenience of the code system made it easy to come and go. Having the private bathroom in the hall worked out just fine. IF you have mobility issues, it would not be a good place to stay simply because there are stairs to navigate. Loved the deck and outside patio area; wish we did not have to cut our stay a day shorter as we would have enjoyed spending more time outdoors.
Traveller from Fort Worth, Texas
Located in Edgewater, this bed & breakfast is 1.1 mi (1.8 km) from Loyola University Chicago and 3 mi (4.8 km) from Wrigley …More
The Villa Toscana - Chicago Hotels
Rating: 2.5 Stars
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The Villa Toscana

3447 North Halsted Street, Chicago 60657 - Map
"AOK in every respect"
Quaint and convenient. Nice rooms. Continental breakfast.
A Traveller
Located in Lakeview, this bed & breakfast is within a 15-minute walk of Briar Street Theatre, Wrigley Field, and Lincoln …More
The Drake Hotel - Chicago Hotels
Rating: 4.0 Stars
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The Drake Hotel

140 E Walton Place, Chicago 60611 - Map
"Nice stay."
My wife and I had stayed at the Drake a few years back and really enjoyed it, so we booked it again. Love the location, and loved the room even more. 8th floor with a nice view of the lake. Even though it's a bit of a walk to the Chicago CTA stop don't let that bother you. The housekeeping staff were incredibly nice and quickly took care of the few things we asked for. I'll always book there in the future, and hope The Drake is there for many years to come.
Traveller from Alexandria,Va.
Overlooking Lake Michigan, this opulent 1920s landmark Chicago hotel is set on the Magnificent Mile, with the shops of Water …More
Old Victorian Farmhouse Bed and Breakfast - Wauconda Hotels
Rating: 2.0 Stars
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Old Victorian Farmhouse Bed and Breakfast

26668 S. Main Street, Wauconda 60084 - Map
"Nice bed and breakfast"
My husband stayed 1 night we enjoyed the suite it was comfortable and close to shopping, the Volo auto museum. It was a nice close1 night getaway! I have already recommended to a friend.
Traveller from Morrison,il
Situated in Wauconda, this bed & breakfast is within 2 mi (3 km) of Wauconda Village Hall, Cook Memorial Park, and Lake …More

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    Chicago Bed and Breakfast Guide

    You’re looking for a quiet, relaxing place to stay in a city noted for its liveliness. Why not pick a Chicago bed and breakfast and experience a whole new level of service?

    • Search over 8 Chicago bed and breakfasts
    • Read verified reviews from fellow travelers to find the best locale
    • Save time and money better spent on museums and shopping

    A bed and breakfast offers a level of personalized service you won’t find at a big hotel.

    Read More

    Chicago offers a wide range of things to do and places to go, and if you’re staying at a B&B, odds are you want to experience something besides the usual attractions. Stop by the Museum of Science and Industry, which boasts a huge model railroad, a passenger train, and even a U-Boat for you to explore. Look to the skies at the Adler Planetarium on the shores of Lake Michigan. Feed your mind at the Newberry Library and examine its collection of old manuscripts and documents. If you’re interested in architecture, the Our Lady of Sorrows Basilica must not be missed.

    At the end of a long day of exploration, return to your Chicago bed and breakfast for a warm, friendly greeting from your host. Gather around the fireplace in the den with your fellow guests to tell stories about your day and offer recommendations for further adventures. Your hosts will know the city inside and out, and will be able to suggest nooks and crannies only the locals know about. Some B&Bs offer Wi-Fi so you can check your email or upload pictures, and others may have access to gardens or nearby fitness centers if you want to keep up your exercise routine.

    Expedia offers the best deals on hotels, flights, and car rentals, so book all your travel to Chicago through us. Whether you’re looking for quaint bed and breakfasts, 3-star hotels, or luxurious spa resorts, we’ll make sure you get the rooms you want at rates that will leave you with enough pocket change to stay an extra day.

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    91% recommended
    From 29,939 Reviews