Bed and Breakfast in Chicago, IL

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Chicago, IL bed and breakfast
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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
9.3 540 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.
The Villa Toscana - Chicago, IL
8.0 1024 reviews

The Villa Toscana

B&B, Chicago
This pet-friendly house in Chicago is situated 8km from the city centre, near the Ivy League Baseball Club, Our Lady of Mount Carmel Church, and Temple Sholom.
The property offers free Wi-Fi, parking, a kitchen with fridge, microwave, and dishwasher, one bathroom, and accommodates adults only, with no alcohol permitted and group events strictly prohibited.
Cambria Hotel Chicago Loop - Theatre District - Chicago, IL
8.8 4430 reviews

Cambria Hotel Chicago Loop - Theatre District

hotel, Chicago
The Cambria Hotel Chicago Loop/Theatre District is a 4-star hotel located in the heart of the Chicago Loop Theatre District, just a short walk from State Street and five blocks from Millennium Park. The hotel enjoys a very good user rating, making it a popular choice for travellers.
The hotel is housed in the historic Oriental Theatre building, giving it a unique character and a touch of old-world charm. Guests can enjoy a range of amenities, including a fitness centre, a games room, and a restaurant and bar serving local craft beer and fresh, local cuisine.
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

Romans Guest Suite - Chicago, IL
10 10 reviews

Romans Guest Suite

B&B, Northlake
This Melrose Park bed and breakfast is conveniently situated just 8 kilometres from O'Hare International Airport, offering easy access for travellers and a short drive to the Allstate Arena and numerous shopping centres.
The spacious suite accommodates up to four guests, featuring a private entrance, a separate bedroom, bathroom, living area with a sleeper sofa, and a cosy seating area, all equipped with air conditioning and internet.
Cozy Logan Square 2 Bedroom Guest Space - Chicago, IL
9.5 291 reviews

Cozy Logan Square 2 Bedroom Guest Space

B&B, Chicago
This Logan Square apartment, a private second-floor flat with its own entrance, is conveniently located near the 606 Bloomingdale Trail, within 5 km of Wicker Park and Bucktown.
The two-bedroom, one-bathroom self-catering property sleeps five, offering a garden, parking, air conditioning, cable TV, Wi-Fi, a kitchen with fridge and microwave, and access to a backyard with seating and a grill.
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 rental with a good rating of 80% based on 2 reviews. You will be in Chicago.
Facilities and services include a barbecue, a garden and free parking. This accommodation in Chicago also has air conditioning!
Sleek 2-bed Retreat | Steps To Transit & Nu Campus - Chicago, IL
9.0 31 reviews

Sleek 2-bed Retreat | Steps To Transit & Nu Campus

B&B, Evanston
This Evanston guest house offers a prime central location, just 250 metres from Northwestern University and within easy reach of the Lakefront and its beaches, as well as notable architectural landmarks.
The accommodation comfortably sleeps four guests across two queen beds, featuring a dedicated workspace and modern amenities, with convenient public transport links including the CTA Purple Line and Metra Rail nearby.

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

Little Cozy Garden Unit In Quiet Neighborhood - Chicago, IL
9.7 99 reviews

Little Cozy Garden Unit In Quiet Neighborhood

B&B, Chicago
This Chicago garden flat offers convenient access to public transport, a 3-minute walk from a bus route to the CTA Blue Line, and is situated near Target, Mariano's, and Starbucks, with O'Hare International Airport a 16km drive and the city centre 32km away.
The self-catering apartment sleeps four, featuring a queen bed, sofa bed, and air mattress, a fully equipped kitchen with fridge, freezer, and microwave, plus a smart TV with Netflix and YouTube, free parking, and pet-friendly accommodation.
Chateau De Woodlawn - Room I - La Tour Eiffel - Chicago, IL
8.9 19 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.
Bluegreen Vacations Hotel Blake, An Ascend Collection Hotel - Chicago, IL
9.3 3196 reviews

Bluegreen Vacations Hotel Blake, An Ascend Collection Hotel

hotel, Chicago
Hotel Blake, An Ascend Hotel Collection Member, is located in Chicago's South Loop neighbourhood, just a short walk from Grant Park and Millennium Park. The 4-star hotel has excellent user ratings for its location, cleanliness, and overall experience.
The hotel offers modern rooms with luxurious bathrooms and complimentary toiletries. Guests can enjoy a range of amenities, including a restaurant, bar, fitness centre, and business centre, as well as free Wi-Fi throughout the property.
House 5863- Chicago's Premier Bed And Breakfast - Chicago, IL
9.2 644 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.

Neighborhoods and points of interest in Chicago, IL

Best Chicago, IL bed and breakfasts with air conditioning

Portage Park - Private Bedroom #3 W/ Shared Spaces - Chicago, IL
9.8 26 reviews

Portage Park - Private Bedroom #3 W/ Shared Spaces

B&B, Chicago
This Chicago garden apartment, situated in a central neighbourhood approximately 32km from O'Hare International Airport and downtown Chicago, offers convenient access to public transport (bus #152 Addison St) and is a short distance from local attractions.
The newly renovated self-contained unit sleeps two guests in one bedroom with one bathroom, featuring a kitchen with fridge, freezer, and microwave, a Smart TV, and free on-street parking (note street cleaning schedules).
Your Relaxing Getaway Awaits! Free Breakfast - Chicago, IL
9.1 29 reviews

Your Relaxing Getaway Awaits! Free Breakfast

B&B, Chicago
This Chicago guesthouse enjoys a prime downtown location, offering easy access to the Magnificent Mile, Navy Pier, and Lake Michigan.
The 950 sq ft (88 sq m) two-bedroom suite sleeps five, boasting a fully equipped kitchen, complimentary breakfast, and on-site amenities including a fitness centre, parking (charges apply), and pet-friendly accommodation (extra charge applies).
Relax ! Neighborhood Garden Studio - Chicago, IL
9.6 323 reviews

Relax ! Neighborhood Garden Studio

B&B, Chicago
This Chicago garden studio is situated in a quiet residential neighbourhood a few kilometres west of Wrigley Field, offering easy access to the city centre, Lake Michigan, and public transport.
The self-contained apartment features two double beds and a single day bed, sleeping up to three guests, and includes a dedicated workspace, high-speed Wi-Fi (around 100Mbps), and parking permits for convenient street parking.
Gorgeous, Cozy 1-bedroom Suite In Andersonville - Chicago, IL
9.9 416 reviews

Gorgeous, Cozy 1-bedroom Suite In Andersonville

B&B, Chicago
This Chicago private suite is situated in Andersonville, approximately 1.6 km from Lake Michigan and 8 km north of Chicago's city centre, close to Andersonville's shops and restaurants.
The self-contained apartment offers a kitchenette with microwave, fridge, and toaster, sleeps two guests, includes a private entrance and coded lock, and features a shared garden with seating.
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