Bed and Breakfast and Inn in Chicago, IL

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Chicago, IL B&B
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711 Bed and Breakfast and Inn in Chicago, IL

Best Chicago, IL bed and breakfasts with breakfast included

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.
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.
Harvey House Bed & Breakfast - Chicago, IL
9.7 261 reviews

Harvey House Bed & Breakfast

B&B, Oak Park
Harvey House Bed & Breakfast is situated in Oak Park, a short walk from the CTA Green Line Ridgeland stop and just a 15-minute drive from Chicago city centre. The B&B is highly rated for its excellent location, cleanliness, and overall experience.
The guest house has one bedroom and one bathroom, accommodating up to two guests. Harvey House offers a range of amenities, including a private jacuzzi, a relaxing garden, and a delicious hot breakfast each morning.
Villa D' Citta - Chicago, IL
9.3 198 reviews

Villa D' Citta

B&B, Chicago
This charming bed and breakfast is situated in the heart of Chicago's Lincoln Park, a short walk from the zoo and just a few miles from the Magnificent Mile. It has consistently received excellent ratings for its location, cleanliness and overall experience.
The guest rooms are beautifully decorated with an Italian-inspired theme and offer views of the neighbourhood. Guests can enjoy a range of amenities including a private grotto and garden with BBQ facilities, a hot tub, a gourmet kitchen and daily continental breakfast, plus a hot breakfast on weekends.

Best Chicago, IL bed and breakfasts with a garden

The Drake - Chic 2br Private Unit - Chicago, IL
9.7 154 reviews

The Drake - Chic 2br Private Unit

B&B, Chicago
This Irving Park garden flat offers convenient access to Chicago's public transport network, placing Wrigley Field approximately 2 kilometres away and Tony's Fresh Market nearby.
Sleeping four guests, this two-bedroom, one-bathroom property includes two queen-size beds, a convertible futon, a well-equipped kitchen, Roku and Smart TVs, and free on-street parking for one car; guests also benefit from a spacious garden and access to amenities such as board games and a dehumidifier.
Wrigleyville Suites Room 2 - Chicago, IL
9.5 43 reviews

Wrigleyville Suites Room 2

B&B, Chicago
Wrigleyville Suites is a guesthouse located in Chicago's Wrigleyville district, 150 metres from Cubs Stadium and within easy reach of public transport and Divvy bike stations.
This accommodation offers one bedroom and one bathroom for two guests, featuring air conditioning, internet, and a kitchen with a fridge, freezer, microwave, and dishwasher, alongside a communal garden.
Chateau De Woodlawn - Room Iii - The Dream Catcher - Chicago, IL
8.0 2 reviews

Chateau De Woodlawn - Room Iii - The Dream Catcher

B&B, Chicago
B&B with a good rating of 80% based on 2 reviews. You will be based in Chicago.
Services and facilities include a barbecue, fast check-in/out and air conditioning. This accommodation in Chicago also has a terrace!
Comfy Suite W/ Steam Shower Near Mccormick Place - Chicago, IL
9.8 81 reviews

Comfy Suite W/ Steam Shower Near Mccormick Place

B&B, Chicago
This studio apartment is situated in Chicago's historic Calumet-Giles-Prairie District, offering easy access to McCormick Place (1.9 km), Sox Park (1.3 km), Illinois Institute of Technology (800 m), and the city centre (4.8 km).
This ground-floor self-contained unit accommodates two guests, featuring a kitchen with a fridge, freezer, microwave, and dishwasher, air conditioning, Wi-Fi, a smart TV, and a patio, with nearby attractions including Lake Michigan and Museum Campus.

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'd want to hit the highlights. Start with Millennium Park, where you can see Cloud Gate, also known as 'The Bean', and Crown Fountain. Head over to Navy Pier for a Ferris wheel ride and views of the lakefront. You can't miss the iconic Wrigley Field, home to the Chicago Cubs, even if you're not a baseball fan.
  • What are the best bed and breakfasts 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 around 27 degrees Celsius, while winters are cold and snowy, with temperatures averaging around -3 degrees Celsius. Spring and autumn are mild and pleasant. Check the forecast before making outdoor plans, especially during the shoulder seasons.
  • What are the best bed and breakfasts with a pool in Chicago, IL?

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

    Chicago is a cultural hub. Check out the Art Institute of Chicago for world-class art, catch a show at the Steppenwolf Theatre, or explore the Museum of Science and Industry. For a unique experience, visit the Field Museum, home to Sue the T-Rex. The city hosts numerous festivals throughout the year, including the Chicago Blues Festival and the Chicago Air and Water Show.
  • What are the best bed and breakfasts with a jacuzzi in Chicago, IL?

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

    While Chicago itself is a city, there are great hiking trails within a short drive. The Palos Preserves in southwest Chicago offer over 100 km of trails, including the popular Sagawau Trail. For a shorter hike, try the 6 km Lakefront Trail, which runs along the lakefront from the north side to the south side.
  • What are the best bed and breakfasts for families and kids 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 private bathrooms, complimentary breakfast, free Wi-Fi, and sometimes even a shared lounge or garden area. Some may have parking available, but it's always best to check when booking.
  • What are the best pet friendly bed and breakfasts in Chicago, IL?

  • What are the best bed and breakfasts with parking in Chicago, IL?

Popular destinations

Best Chicago, IL bed and breakfasts with parking

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.
Adorable Suite - Chicago, IL
9.8 240 reviews

Adorable Suite

B&B, Berwyn
This charming bed and breakfast is located in a peaceful neighbourhood in Oak Park, just a short walk from the Green and Blue Lines and a variety of restaurants, bars, and shops. It has received excellent ratings for its location, cleanliness, and overall guest experience.
The property offers private upstairs rooms for up to two guests, each with a comfortable bathroom and a kitchenette equipped with a fridge, freezer, microwave, coffee, and popcorn. Guests can enjoy the garden, fitness center, and air conditioning, as well as free parking and Wi-Fi.
Edgewater Arts & Crafts Retreat 2 - Chicago, IL
9.9 139 reviews

Edgewater Arts & Crafts Retreat 2

B&B, Chicago
This charming bed and breakfast is situated in a friendly neighbourhood just a few kilometres from Lake Michigan, offering easy access to the city's attractions via public transport. It has consistently received excellent ratings for cleanliness, location, and overall guest experience.
The property features a comfortable room for two guests, equipped with a kitchen including a fridge, microwave oven, and dishwasher. Guests can enjoy a peaceful garden, air conditioning, and on-site parking, as well as the convenience of a registered establishment.
Cozy Private Suite Near O'hare & Downtown Chicago - Chicago, IL
9.5 370 reviews

Cozy Private Suite Near O'hare & Downtown Chicago

B&B, Chicago
This Norwood Park flat, situated approximately 1.6km from O'Hare International Airport and within easy reach of the Blue Line and Metra, offers convenient access to Chicago's city centre.
The self-contained basement apartment sleeps two, features a kitchenette with microwave and small fridge, a washer/dryer, and a TV with a DVD player, all within a safe and quiet neighbourhood close to local amenities.

Best Chicago, IL bed and breakfasts with air conditioning

Cozy And Private Andersonville Retro Studio - Chicago, IL
9.7 415 reviews

Cozy And Private Andersonville Retro Studio

B&B, Chicago
This Andersonville garden-level studio apartment in Chicago offers easy access to the neighbourhood's attractions, and is conveniently located close to local amenities.
The self-contained unit, sleeping up to two guests, features a king-size bed, fully equipped kitchenette with coffee maker, a marble and porcelain tiled bathroom, a Roku-enabled smart TV, and even a vintage Nintendo Entertainment System.
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.
Ultimate Getaway! Minutes To Chicago Riverwalk! - Chicago, IL
8.4 5 reviews

Ultimate Getaway! Minutes To Chicago Riverwalk!

B&B, Chicago
This Chicago River North guesthouse is ideally located minutes from the Magnificent Mile, Navy Pier, and Washington Square Park.
The pet-friendly accommodation offers one bedroom, one bathroom, sleeping up to two guests, and includes daily housekeeping, plus a 24/7 front desk, fitness centre, and business centre.
Cozy Place In The Old Irving Park Area - Chicago, IL
9.7 119 reviews

Cozy Place In The Old Irving Park Area

B&B, Chicago
This Chicago North Side guest room, registered as R21000073139, offers a private second-floor setting with convenient access to various neighbourhoods and attractions, though precise distances require further information.
The self-contained apartment sleeps two, features a kitchen with fridge, freezer, and microwave, air conditioning, parking, and excellent guest reviews; no smoking or pets are permitted.
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