Bed and Breakfast in Chicago, IL

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Chicago, IL bed and breakfast
Choose the perfect holiday accommodation
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711 Bed and Breakfasts in Chicago, IL

Best Chicago, IL bed and breakfasts with breakfast included

Wicker Park Inn - Chicago, IL
9.3 543 reviews

Wicker Park Inn

B&B, Chicago
The Wicker Park Inn is situated in the trendy Wicker Park neighbourhood, just 2.5 kilometres from DePaul University and Lincoln Park Zoo, offering easy access to both attractions and the Blue Line station. The inn has received excellent ratings for its location, cleanliness and overall experience.
The Wicker Park Inn offers comfortable rooms with luxury bedding and amenities, including a shared kitchen with a fridge, freezer, microwave, and dishwasher. Guests can enjoy a free continental breakfast, a terrace or balcony, a garden, a spa, concierge service, room service, and parking, all within a charming neighbourhood with a diverse range of shops, restaurants, and art galleries.
Dorothy's - Chicago, IL
8.3 328 reviews

Dorothy's

B&B, Chicago
This Chicago Lakeview apartment, a short 1.4km stroll from Wrigley Field and within 3km of Lincoln Park Zoo, offers convenient access to Chicago's attractions.
Sleeping up to 12 guests, this 111 square metre self-catering property boasts two bathrooms, a fully equipped kitchen including a dishwasher, free Wi-Fi, and on-site parking.
The Publishing House B&b - Chicago, IL
No reviews

The Publishing House B&b

B&B, Chicago
Accommodation. You will be based in Chicago.
The Publishing House Bed And Breakfast - Chicago, IL
9.7 245 reviews

The Publishing House Bed And Breakfast

B&B, Chicago
The Publishing House Bed and Breakfast is located in Chicago, just a short walk from the United Center and Union Station, with Willis Tower and CIBC Theatre also within easy reach. The property has consistently received excellent ratings for its location, cleanliness, and overall guest experience.
The inn features a single bedroom and bathroom, offering a comfortable and intimate stay. Guests can enjoy a range of amenities, including a restaurant, bar, fitness centre, and parking, as well as free Wi-Fi and a shared lounge area.

Best Chicago, IL bed and breakfasts with a garden

Cozy, 2 Br, Garden Unit Crash Pad Near Wicker Park - Chicago, IL
9.4 196 reviews

Cozy, 2 Br, Garden Unit Crash Pad Near Wicker Park

B&B, Chicago
This Chicago garden apartment is ideally situated near Wicker Park, Bucktown, and Logan Square, a short walk from the Blue Line and minutes from the city centre.
The basement flat, sleeping up to six guests in two bedrooms and a futon, offers a small kitchenette with a fridge, microwave, and coffee maker, plus free Wi-Fi, private parking, and access to a shared laundry room and patio.
Chateau De Woodlawn - Room I - La Tour Eiffel - Chicago, IL
9.0 20 reviews

Chateau De Woodlawn - Room I - La Tour Eiffel

B&B, Chicago
Chateau de Woodlawn, a family-friendly guesthouse in Chicago, is conveniently located approximately 5 kilometres from the Museum of Science and Industry and 8.5 kilometres from Guaranteed Rate Field.
This Chicago B&B offers a 15-square-metre room with one bedroom, one bathroom, accommodating up to three guests, and features free Wi-Fi, private parking, a shared kitchen, terrace access, and concierge services.
The Sweet! - Chicago, IL
9.6 263 reviews

The Sweet!

B&B, Chicago
This Chicago guesthouse is ideally located in Bridgeport, offering easy access to the diverse culinary offerings of Pilsen and Chinatown.
The self-contained basement suite sleeps two, features a dining area with refrigerator, coffee station, free laundry, Smart TV with Netflix and YouTube, and offers free street parking (except on Chicago White Sox game days).
Great Location, Private Entry And Patio! - Chicago, IL
9.9 355 reviews

Great Location, Private Entry And Patio!

B&B, Chicago
This studio apartment is situated in Lincoln Square, a neighbourhood in Chicago just a short distance from the Rockwell Brown Line station, providing easy access to the city's attractions.
The apartment is equipped with a kitchenette, a patio, a fire pit, and a grill, and it can accommodate up to five guests.

Frequently asked questions about bed and breakfast in Chicago, IL

  • What are the must-see sights for first-time visitors on a day trip to Chicago, IL?

    For a day trip, you can't miss the iconic Willis Tower, offering stunning city views. Then, stroll along Navy Pier, enjoying the Ferris wheel and lakefront views. Finally, explore Millennium Park, with the Cloud Gate sculpture, Crown Fountain, and the Art Institute.
  • What are the best bed and breakfasts in Chicago, IL?

  • In which districts of Chicago, IL should you consider booking a bed and breakfast?

    For a charming bed and breakfast experience, consider the Lincoln Park neighbourhood, known for its Victorian architecture and proximity to the zoo and lakefront. Alternatively, the historic Wicker Park district offers a trendy vibe with independent shops and restaurants.
  • What are the best bed and breakfasts with a pool in Chicago, IL?

  • What is the typical weather in Chicago, IL, and how does it affect outdoor plans?

    Chicago has four distinct seasons. Summers are hot and humid, reaching highs of around 30 degrees Celsius, perfect for enjoying outdoor activities like festivals and picnics. Winters are cold and snowy, with temperatures often below freezing, so plan accordingly for indoor activities.
  • What are the best bed and breakfasts with a jacuzzi in Chicago, IL?

  • What dining options are recommended for solo travelers staying at bed and breakfasts in Chicago, IL?

    Many bed and breakfasts in Chicago are near great solo-friendly spots. In Lincoln Park, try the cozy and delicious 'Avec' for small plates, or 'The Purple Pig' for Mediterranean-inspired cuisine. In Wicker Park, 'The Loyalist' is a popular spot for craft cocktails and elevated pub fare.
  • What are the best bed and breakfasts for families and kids in Chicago, IL?

    The best B&Bs for families and kids in Chicago, IL are Artist Loft - Very Unique, The Greenleaf House and Luxe Stay - King Bedroom With Glass Fireplace.

  • What are the best cultural activities and events in and around Chicago, IL?

    Chicago has a thriving cultural scene. Attend a performance at the Lyric Opera of Chicago or catch a show at the renowned Steppenwolf Theatre. For visual arts, explore the Art Institute of Chicago or the Museum of Contemporary Art.
  • What are the best pet friendly bed and breakfasts in Chicago, IL?

  • Which hiking trails are recommended for exploring in and around Chicago, IL?

    While not known for extensive hiking trails, Chicago offers scenic walks along the Lakefront Trail. It stretches for over 18 kilometres, offering views of Lake Michigan and the city skyline. For a more wooded experience, visit the Morton Arboretum, with over 1700 acres of diverse trees and trails.
  • What are the best bed and breakfasts with parking in Chicago, IL?

  • What amenities are commonly offered in bed and breakfasts in Chicago, IL?

    Chicago bed and breakfasts typically offer a range of amenities, including a complimentary breakfast, free Wi-Fi, and comfortable rooms. Some also offer additional features like fireplaces, private patios, or even hot tubs.

Popular destinations

Best Chicago, IL bed and breakfasts with parking

Ray's Bucktown Bed And Breakfast - Chicago, IL
9.7 701 reviews

Ray's Bucktown Bed And Breakfast

B&B, Chicago
Ray's Bucktown Bed and Breakfast is located in the Bucktown neighbourhood of Chicago, just a short distance from the Congress Theater, DePaul University, Wrigley Field, and Lincoln Park Zoo. The B&B has excellent user, location, and cleanliness ratings.
Each room in the guesthouse has hardwood floors and a flat-screen TV, while some rooms also have a spa bath. Guests can enjoy a delicious breakfast delivered to their room, relax in the communal areas, or unwind in the sauna after a day exploring the city.
House 5863- Chicago's Premier Bed And Breakfast - Chicago, IL
9.3 646 reviews

House 5863- Chicago's Premier Bed And Breakfast

B&B, Chicago
Chicago's Premier Bed and Breakfast is situated in the Andersonville neighbourhood, just a short distance from Wrigley Field, Lincoln Park Zoo, and DePaul University. The property consistently receives excellent reviews for its location, cleanliness, and overall experience.
The guesthouse offers a range of modern amenities including a shared kitchen, a terrace, and a garden. Guests can enjoy a continental breakfast, relax in the lounge, or make use of the barbecue facilities.
Peaceful Portage Park Apartment - Chicago, IL
9.9 474 reviews

Peaceful Portage Park Apartment

B&B, Chicago
This Portage Park flat, ideally situated between O'Hare International Airport and Chicago's city centre, is approximately 2km from a park boasting playgrounds, tennis courts, and swimming pools.
The two-bedroom, one-bathroom apartment sleeps five, includes a kitchen with fridge, freezer, and microwave, plus a garden, parking, and Wi-Fi; family-friendly amenities such as a high chair and travel cot are available.
Private Suite W/ Offstreet Pkg, At Logan Sq Blu Ln - Chicago, IL
9.9 361 reviews

Private Suite W/ Offstreet Pkg, At Logan Sq Blu Ln

B&B, Chicago
This Chicago apartment, near the Blue Line and a 0.6km walk from the station, offers easy access to various neighbourhoods and attractions.
Sleeping up to three guests, this self-contained flat boasts a queen-size Tempur-Pedic bed, a full-size futon, a well-equipped kitchenette with Nespresso and Keurig machines, a designer bathroom with rain shower, and a private garden (seasonal), plus free Level 2 EV charging.

Neighborhoods and points of interest in Chicago, IL

Best Chicago, IL bed and breakfasts with air conditioning

Mccormick Suites By Slumber Stay | 3br - Chicago, IL
9.1 15 reviews

Mccormick Suites By Slumber Stay | 3br

B&B, Chicago
McCormick Suites, a hotel-style accommodation in Chicago's South Loop, is situated a mere 800 metres from McCormick Place and a short drive from Soldier Field, the Shedd Aquarium, and the Art Institute of Chicago.
This spacious 3-bedroom, 2-bathroom property sleeps up to 10 guests with comfortable beds, a full kitchen, air conditioning, Wi-Fi, and access to a fitness centre, making it ideal for families and groups visiting Chicago.
Spacious Accommodation With Chicago River Views! - Chicago, IL
10 7 reviews

Spacious Accommodation With Chicago River Views!

B&B, Chicago
This Chicago bed and breakfast is conveniently located in the downtown area, near the Chicago River, within easy walking distance of numerous bars and restaurants and a few kilometres from Soldier Field, Wrigley Field, and the United Centre.
Offering a king-size bed, city or river views, free Wi-Fi, and daily housekeeping, this guest house sleeps two and features an on-site restaurant, Hoyt's American Tavern, plus a fitness centre and business centre.
Modern Stay | Downtown Chicago | 1 Unit - Chicago, IL
No reviews

Modern Stay | Downtown Chicago | 1 Unit

B&B, Chicago
This guest house is located in Chicago's River North district, within 1.6 kilometres of the Magnificent Mile, Navy Pier, and Millennium Park.
The accommodation offers one bedroom, one bathroom, and a capacity for two guests, with a room size of 17 square metres, including complimentary toiletries, television, daily cleaning, and fitness centre access.
Caesar's Lair - Chicago, IL
10 8 reviews

Caesar's Lair

B&B, Chicago
Caesar's Lair B&B, a private first-floor suite within a larger villa in Chicago, offers a luxurious stay.
This Chicago guesthouse features a queen-size bed, wet bar, 50-inch flat-screen TV, Sub-Zero refrigerator stocked with Italian provisions, and 24-hour access to cannoli and Italian ice, accommodating two guests and including a panini maker and well-stocked pantry for light meals.
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