Chicago Bed and Breakfast Inns | Places to Stay in Chicago

April 20, 2023 Karren Gelb

You could spend months or years in Chicago and still not experience everything that this metropolis has to offer. Lively, diverse, vibrant and energetic describes both the city and its people. From skyscrapers to waterfronts to historic neighborhoods to shopping paradises, Chicago’s neighborhoods work together to create a multidimensional destination with unique experiences around every corner. The Windy City is home to movers and shakers including presidents, boxers, civil rights leaders, famed architects, business tycoons and iconic figures. It’s a playground for outdoor enthusiasts, foodies, shoppers, history buffs and everyone in between.
Things to do in Chicago

1. The Publishing House Bed and Breakfast

108 N May St Level 2 & 3, Chicago, IL 60607-2197 1 (312) 554-5857
Excellent
98%
Good
1%
Satisfactory
0%
Poor
0%
Terrible
1%
Overall Ratings

5 based on 186 reviews

The Publishing House Bed and Breakfast

An 11-room boutique Bed and Breakfast in the heart of Chicago's hottest neighborhood, the West Loop. The Publishing House will change your perception of how good a B&B can be. The former Free Methodist Publishing House was built in 1909 and has been completely renovated in 2017 into 11 beautifully appointed en suite rooms, expansive living areas, and seriously awesome breakfast. For travelers and locals alike, the Publishing House is your house.

Please don't tell anyone about this place!!

Reviewed By tracyl689

I really want The Publishing House to stay a secret. It is such a cozy, lovely, wonderful place to stay. From the Press Room wine bar in the basement to the creative delicious breakfasts to the coziest bed I have experienced at any hotel/bed&breakfast. The West Loop area around the Publishing House is full of great restaurants and cute shops within walking distance. We never had any issue getting an Uber or Lyft and there is a pink/green line stop just a few blocks away. We stayed in the Everleigh which is spacious and filled with light. The steam shower alone would bring me back, such a delight after a long day walking around Chicago. We truly enjoyed our stay. Of course the highlight for everyone were Angus & Louie who we spent a quiet evening with in front of the fireplace, such gentlemen.

2. The Leavitt Street Inn & Tavern

2345 N Leavitt St, Chicago, IL 60647-3227
Excellent
100%
Good
0%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

5 based on 5 reviews

The Leavitt Street Inn & Tavern

The Leavitt Street Inn & Tavern offers 3 exceptionally comfy and tastefully decorated rooms for travelers to lay their heads. Staying with us gives you a truly unique experience: to live like a local in Chicago. Our rooms feature highly-stylized, fun and approachable accommodations appealing to a broad range of travelers. The design reflects a bold blend of classic and contemporary design and

Midwest Modern Chicago Inn and Tavern restores that friendly neighborhood feel to Leavitt Street

Reviewed By Sgrmac

Always enjoy our visit in Chicago- Stayed with hosts Teddy & ‘Brick’ last Saturday - the night life of drinkers, diners and dog walkers is part of the Leavitt Street experience. The Inn is well appointed for a couple, solo or rent all three rooms for your small party get away. Shared kitchenette and private balcony are added extras. Modern design and still Midwest cozy. We ordered the ‘smash burger’ and fries for dinner and dined in our room, as the 7 pm dinner hour was very packed (a great sign!!) Great staff, great hosts and awesome community feeling of OldSchool friendly meets modern Midwest Chicago #BearsStillSuck

3. Wicker Park Inn

1331 N Wicker Park Ave, Chicago, IL 60622-3107
Excellent
63%
Good
27%
Satisfactory
5%
Poor
2%
Terrible
3%
Overall Ratings

4.5 based on 356 reviews

Wicker Park Inn

The Wicker Park Inn is a boutique B&B located in a trendy neighborhood full of great restaurants, shops, cafes and nightlife and is just 15 minutes away from downtown. We offer luxurious guest rooms, each with private ensuite bathrooms and beautifully designed with luxurious decor and unique details such as exposed brick walls, wallpaper accents, decorative fireplace, skylights, and hard wood floors. Our apartments are equally luxurious with fully equipped kitchens.

Great place to stay!

Reviewed By O1612LRdebbieh

The Wicker Park Inn is a beautiful brick "2 Flat" style building transformed into a boutique hotel. The room was lovely with windows overlooking the quiet, tree lined residential street. The bed and linens were quite comfortable. Everything was perfectly clean. The L runs right behind the building and can be heard, but in the front of the building it just sounded like the hum of an air conditioner and I didn't notice it at all after the first day. Everything was perfect during my stay. I will definitely return.

4. The Polo Inn Bridgeport U.S.A.

3322 S Morgan St 2nd and 3rd Floors, Chicago, IL 60608-6727
Excellent
83%
Good
13%
Satisfactory
4%
Poor
0%
Terrible
0%
Overall Ratings

5 based on 83 reviews

The Polo Inn Bridgeport U.S.A.

Above his legendary restaurant, Polo Cafe and Catering, chef-owner, and now innkeeper, Dave Samber continues to offer "something different...something wonderful!" in his spacious 2 and 3 bedroom Bridgeport-themed suites with private bath and complimentary parking, plus free shuttle service TO local trains and McCormick Place. You'll also be treated to Dave's scrumptious breakfasts and his weekend brunches: Bloody Mary Brunch on Saturday and HALLELUJAH!! Sing-along GOSPEL Brunch on Sunday. It's all part of their real Chicago Hospitality.

Stayed w family for a nearby wedding

Reviewed By Chris H

Clean, large unit, comfortable bed, very quiet and complimentary breakfast was delish. Owner was very nice with a flexible check-in. Tip - walk to Halstead (few blocks away) for the best options on food and beverages.

5. House 5863 Bed & Breakfast

5863 N Glenwood Ave, Chicago, IL 60660-3449
Excellent
35%
Good
29%
Satisfactory
11%
Poor
11%
Terrible
14%
Overall Ratings

3.5 based on 65 reviews

House 5863 Bed & Breakfast

House 5863 is not your typical B&B. We are different. Here you will find no Victorian decor or rockers on a scenic porch. Rather, we are an urban, hip place to stay in the heart of Chicago's north side. Our style is contemporary comfort. Our rooms are clean, cool and most of all restive Our approach is more hands off than hands on. We focus on providing for all of your needs behind the scenes without disrupting your stay. Common areas are designed for casual living. The fully-equipped kitchen offers continental style breakfast with all the basics to allow you to serve yourself on your own schedule and at your own pace. Our garden and deck areas offer a quiet respite for relaxed joy. We offer five private guest rooms, each with its own private bath. Each room features a king-sized bed. All rooms are equipped with a flat panel television and free cable television and high-speed wireless internet access.All rooms sleep two guests. Room number 4 can accommodate an additional guest on a pull-out sofa for an additional guest charge. If you are traveling with children under the age of 7, please contact us before booking your reservation. All rooms and all private areas are non-smoking.

In

Reviewed By Suzanne D

House 5863 is an absolute gem in the Chicago Andersonville neighborhood. This B & B is not fancy but very clean and comfortable room with bath and includes the usual amenities (hairdryer, shampoo, ect.) A kitchen down the hall offers a generous selection of continental breakfast and snack items. This B&B is an easy walk to a plethora of Andersonville restaurants and boutique shops. Owner Erick was very helpful-gave me a plug for my phone charger when I discovered I had come without one. Thank you, Erick!

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