Bed and Breakfast and Inn in Chicago

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

Discover Central Bed and Breakfasts in Chicago

Wake up steps from popular downtown attractions by choosing central bed and breakfasts in Chicago, providing great city-center convenience.

Chic Retreat, Unforgettable Stay, 2 Modern Suites! - Chicago
10 1 review

Chic Retreat, Unforgettable Stay, 2 Modern Suites!

B&B, Chicago
This Chicago Loop guesthouse offers two 220-square-foot deluxe rooms, each with two double beds, steps from Millennium Park, the Art Institute of Chicago, and the Chicago Riverwalk.
The pet-friendly inn sleeps eight, features a 24-hour fitness center, on-site restaurant and bar, and includes a daily resort fee covering Wi-Fi, fitness center access, and more.
Large Unit Close To The Millennium Park! Parking! - Chicago
10 1 review

Large Unit Close To The Millennium Park! Parking!

B&B, Chicago
This Chicago bed and breakfast is situated in the River North neighborhood, placing guests within a 5-minute walk of the Magnificent Mile and Navy Pier.
This 355 sq. ft. accommodation offers 1 bedroom and 1 bathroom, comfortably sleeping up to 4 guests, and features an indoor pool, fitness center, and complimentary Wi-Fi.
Relaxing Getaway In Chicago W/ View, Pets Welcome! - Chicago
9.5 12 reviews

Relaxing Getaway In Chicago W/ View, Pets Welcome!

B&B, Chicago
This Chicago bed and breakfast offers a convenient downtown location near the Chicago River, within walking distance of numerous restaurants and bars, and a few miles from Soldier Field, Wrigley Field, and the United Center.
The pet-friendly inn features one bedroom, one bathroom, and can accommodate up to four guests, boasting amenities such as free Wi-Fi, a flat-screen TV, and a fitness center, plus an on-site restaurant, Hoyt's American Tavern.
4 Spacious Units! Near The River Theater - Chicago
10 1 review

4 Spacious Units! Near The River Theater

B&B, Chicago
This Chicago bed and breakfast boasts a prime downtown location near the Chicago River, offering easy walking access to numerous bars and restaurants and proximity to Soldier Field, Wrigley Field, and the United Center.
Each of its four spacious rooms features 450 square feet, two queen beds, modern amenities including free Wi-Fi and a private bathroom, accommodating up to 16 guests, with on-site parking and a fitness center.

Best Chicago bed and breakfasts with air conditioning

Conveniently To Excellent Transportation! Pool - Chicago
No reviews

Conveniently To Excellent Transportation! Pool

B&B, Chicago
This B&B is located in a district known for Chicago's architecture, dining, shopping, and sports, placing you near the Magnificent Mile, Navy Pier, Millennium Park, Grant Park, and the Chicago Theater.
This urban hideaway offers 1 bedroom, 1 bathroom, and can accommodate up to 4 guests, featuring air conditioning, internet, and a swimming pool.
3 Convenient Units Minutes To Navy Pier! - Chicago
8.8 12 reviews

3 Convenient Units Minutes To Navy Pier!

B&B, Chicago
This Chicago River North guesthouse offers three 183-square-foot rooms, each with a queen bed, minutes from the Magnificent Mile, Navy Pier, and Washington Square Park.
The pet-friendly inn includes a 24/7 front desk, fitness center, business center, and daily housekeeping for up to six guests, with additional units available for larger groups.
2 Bed Guest Unit-free Street Parking - Great Beds - Chicago
9.8 179 reviews

2 Bed Guest Unit-free Street Parking - Great Beds

gîte, Chicago
This Chicago ground-floor apartment is ideally located two blocks from the 209-acre park and just south of the 606 trail, offering easy access to restaurants, bars, and shops.
The two-bedroom, one-bathroom unit sleeps four, features a full kitchen with stainless steel appliances, central AC/heat, WiFi, Tuft & Needle beds, and includes neighborhood parking permits.
Private Bedroom With Shared Bath - Chicago
9.8 19 reviews

Private Bedroom With Shared Bath

B&B, Chicago
This Boystown guesthouse offers a prime location in Chicago's LGBTQ+ neighborhood, providing easy access to local attractions.
The one-bedroom, two-bathroom guest house sleeps two, features a shared kitchen with a fridge, freezer, microwave, and dishwasher, plus free Wi-Fi, on-site parking, and a yard.

Frequently Asked Questions about bed and breakfast in Chicago

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

    For a day trip, hit up the iconic Millennium Park, with Cloud Gate (the Bean) and Crown Fountain. Then, head to Navy Pier for the Ferris wheel and the lake views. You can also visit the Art Institute of Chicago, which has a fantastic collection of impressionist art.
  • What are the best bed and breakfasts in Chicago?

  • What's the best district to book a bed and breakfast in Chicago?

    To book a bed and breakfast in Chicago, the best district would be Lincoln Park. It's a charming neighborhood with beautiful tree-lined streets and historic houses, offering a cozy and intimate atmosphere.
  • In which districts of Chicago, IL should you consider booking a bed and breakfast?

    The Lincoln Park neighborhood is popular for bed and breakfasts, with its charming streets and proximity to the park. You can also find some great options in the Gold Coast, known for its elegant architecture and upscale boutiques.
  • What are the best bed and breakfasts with a pool in Chicago?

  • What is the most cost-effective way to get around Chicago?

    The most cost-effective way to get around Chicago is by using public transportation, such as the CTA buses and trains, which offer affordable fares and extensive coverage.
  • 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, while winters are cold and snowy. Spring and fall are mild but can be unpredictable. Be sure to check the weather forecast before planning outdoor activities.
  • What are the best bed and breakfasts with a jacuzzi in Chicago?

  • Are there any local markets or street vendors in Chicago offering affordable goods?

    Chicago has local markets and street vendors offering affordable goods, such as the Maxwell Street Market and the farmers markets throughout the city.
  • What are the best cultural activities and events in and around Chicago, IL?

    Chicago is known for its vibrant arts scene. Check out the Chicago Symphony Orchestra at Symphony Center, see a show at the Steppenwolf Theatre, or visit the Museum of Contemporary Art. For festivals, the Taste of Chicago and the Chicago Blues Festival are popular.
  • What are the best bed and breakfasts for families and kids in Chicago?

  • What are the best restaurants in Chicago that a solo traveler can enjoy?

    As for restaurants, solo travelers can enjoy delicious meals at places like Girl & the Goat, Au Cheval, and Lou Malnati's Pizzeria.
  • Which hiking trails are recommended for exploring in and around Chicago, IL?

    The Lakefront Trail is a great option for a scenic walk or bike ride along the lake. For a more challenging hike, try the Palos Hills Forest Preserve, which has over 10,000 acres of woodland and prairie.
  • What are the best pet friendly bed and breakfasts in Chicago?

  • Are there local guides, lecturers, or resources offering deeper insights into Chicago's culture?

    Local guides, lecturers, and resources such as the Chicago History Museum offer deeper insights into Chicago's culture.
  • What amenities are commonly offered in bed and breakfasts in Chicago, IL?

    Most bed and breakfasts in Chicago offer continental breakfast, free Wi-Fi, and private bathrooms. Some also have common areas like living rooms or courtyards. You can find options that include parking and laundry facilities as well.
  • What are the best bed and breakfasts with parking in Chicago?

  • How much noise should travellers expect in Chicago?

    In terms of noise, expect a bustling city atmosphere in Chicago, especially in downtown areas. However, there are quieter neighborhoods and parks where you can find some respite from the city noise.

Popular destinations

Best Chicago bed and breakfasts with breakfast included

House 5863- Chicago's Premier Bed And Breakfast - Chicago
9.3 646 reviews

House 5863- Chicago's Premier Bed And Breakfast

B&B, Chicago
Chicago's Premier Bed and Breakfast is located in the Andersonville neighborhood, just a short distance from Wrigley Field, Lincoln Park Zoo, and DePaul University. It has excellent ratings for location, cleanliness, and overall user experience.
The inn offers a modern and stylish atmosphere with a shared kitchen, a relaxing terrace, and a communal lounge. Guests can enjoy a continental breakfast, take advantage of the outdoor amenities like the garden and barbecue facilities, or relax in the sauna.
Dorothy's - Chicago
8.3 324 reviews

Dorothy's

B&B, Chicago
This Lakeview, Chicago apartment rental is conveniently located a 9-minute walk from Wrigley Field, near Lincoln Park Zoo and Fullerton Beach.
The 1190-square-foot property features one bedroom, two bathrooms, and sleeps up to 12 guests, offering a fully equipped kitchen, in-unit laundry, free Wi-Fi, and parking.
The Publishing House Bed And Breakfast - Chicago
9.7 245 reviews

The Publishing House Bed And Breakfast

B&B, Chicago
The Publishing House Bed and Breakfast is located in Chicago's West Loop neighborhood, a short walk from the United Center and Union Station, making it easy to explore the city's attractions and public transportation. The B&B consistently receives excellent ratings for its location, cleanliness, and overall guest experience.
The inn offers comfortable rooms with private bathrooms and a shared lounge area. Guests can enjoy a delicious breakfast, relax in the fitness center, or take advantage of the on-site bar and restaurant.
The Publishing House B&b - Chicago
No reviews

The Publishing House B&b

B&B, Chicago
B&B rental. You will be in Chicago.

Neighborhoods and points of interest in Chicago

Best Chicago bed and breakfasts with a garden

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

The Drake - Chic 2br Private Unit

B&B, Chicago
This Irving Park garden unit offers convenient access to Wrigley Field (a 12-minute drive or short train ride away) and downtown Chicago via the Kimball Brown and Irving Park Blue Line stations.
This two-bedroom, one-bathroom apartment sleeps four guests comfortably, features a well-equipped kitchen, free parking, and a private garden, providing a relaxing retreat after exploring Chicago's attractions.
Dubois Guest House Room 302 - Chicago
9.8 16 reviews

Dubois Guest House Room 302

B&B, Chicago
Villa Dubois Guest House, a Chicago bed and breakfast in the Bronzeville neighborhood, offers convenient access to downtown, McCormick Place, and public transportation.
This one-bedroom guesthouse provides accommodations for two guests, featuring a shared kitchen with a fridge, freezer, and microwave, a private bedroom with a shared bathroom, free Wi-Fi, and a shared living room and outdoor patio.
2 Bedroom Apartment By O'hare/cta/i90 Free Parking - Chicago
9.8 445 reviews

2 Bedroom Apartment By O'hare/cta/i90 Free Parking

B&B, Chicago
This private apartment is located in a quiet residential area, just minutes from O'Hare Airport and Rosemont, about 30 minutes from downtown Chicago and Wrigley Field. The property has consistently received excellent ratings for its cleanliness, location, and overall experience.
The apartment has two bedrooms and one bathroom, comfortably accommodating up to eight guests. It comes fully equipped with a kitchen, laundry facilities, and free parking, along with air conditioning, a garden, and fast Wi-Fi.
Live Local Private Sanctuary; 1 Br/wfh/pvt Entr. - Chicago
9.8 73 reviews

Live Local Private Sanctuary; 1 Br/wfh/pvt Entr.

B&B, Chicago
This Chicago bed and breakfast is located in Humboldt Park, a trendy neighborhood with easy access to the 606 trail and the park itself. It consistently receives excellent ratings for cleanliness, location, and overall guest experience.
The guest suite features a private bathroom and office, making it perfect for solo travelers or couples seeking a comfortable and independent stay. Guests can enjoy complimentary coffee, snacks, and drinks, as well as free street parking and the option of an extended stay.

Top Bed and Breakfasts with Parking in Chicago

On-site parking takes one thing off your list when visiting Chicago, as every B&B here has it included for your stay.

Studio 15 Minutes From Ohare! - Chicago
9.9 206 reviews

Studio 15 Minutes From Ohare!

B&B, Dunning
Villa Christina - Chicago
10 1 review

Villa Christina

B&B, Chicago
Close To Ohare Airport + Free Breakfast & Shuttle - Chicago
9.6 49 reviews

Close To Ohare Airport + Free Breakfast & Shuttle

B&B, Rosemont
The Sweet! - Chicago
9.6 263 reviews

The Sweet!

B&B, Chicago

Best Dog-Friendly B&bs in Chicago

Traveling with a pet to Chicago is easy when your B&B is equipped with nearby dog parks and city walks right on the doorstep.

Blue Room In Dorothy's Bnb - Chicago
9.3 18 reviews

Blue Room In Dorothy's Bnb

B&B, Chicago
The Greenleaf House - Chicago
9.5 1051 reviews

The Greenleaf House

B&B, Chicago
Arlo Chicago - Chicago
9.1 5543 reviews

Arlo Chicago

hotel, Chicago
Private 2-bedroom 1.5 Bath W/ Living Room - Chicago
9.8 127 reviews

Private 2-bedroom 1.5 Bath W/ Living Room

B&B, Chicago

Top-Rated Bed and Breakfasts with a Pool in Chicago

These B&Bs in Chicago feature a swimming pool, ensuring a refreshing swim in the heart of the city is always an option.

Prime River North Location! Rooftop Deck - Chicago
8.5 41 reviews

Prime River North Location! Rooftop Deck

B&B, Chicago
Modern Design With Vu Skyward Rooftop Bar - Chicago
9.4 245 reviews

Modern Design With Vu Skyward Rooftop Bar

B&B, Chicago
Perfect Destination! Onsite Bar And Restaurant! - Chicago
9.6 5 reviews

Perfect Destination! Onsite Bar And Restaurant!

B&B, Chicago
2 Double Beds | Pool | Parking - Chicago
No reviews

2 Double Beds | Pool | Parking

B&B, Chicago

Guest-Favorite Bed and Breakfasts with Balconies in Chicago

Private balconies with views of the skyline come as standard at these B&Bs in Chicago, offering a great start to any day.

Your Chicago Escape! Pets Allowed, Near Aon Center - Chicago
10 1 review

Your Chicago Escape! Pets Allowed, Near Aon Center

B&B, Chicago

Compare Bed and Breakfasts with On-Site Restaurants in Chicago

A B&B with a restaurant in Chicago ensures varied on-site dining is always an option throughout your stay.

Look No More! 4 Units With City View, Pets Allowed - Chicago
No reviews

Look No More! 4 Units With City View, Pets Allowed

B&B, Chicago
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