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.

Laid-back In Style In The Heart Of River North* - Chicago
8.9 56 reviews

Laid-back In Style In The Heart Of River North*

B&B, Chicago
This studio apartment is located in Chicago's River North neighborhood, within 0.5 miles of Magnificent Mile and Navy Pier, and situated in a restored 1920s Art Deco building.
This pet-friendly unit accommodates up to 4 guests and features air conditioning, internet, a fitness center, and an on-site restaurant and bar, with daily breakfast service.
Iconic Journey | Navy Pier. Free Breakfast* - Chicago
10 1 review

Iconic Journey | Navy Pier. Free Breakfast*

B&B, Chicago
This B&B is located in Chicago's River North district, offering close proximity to the Magnificent Mile, Millennium Park, and Navy Pier, all within two miles.
This family-friendly bed and breakfast accommodates up to four guests and features air conditioning, internet access, and a kitchen equipped with a fridge, freezer, microwave, and dishwasher, with an excellent user rating for cleanliness and location.
River North Stay | 1 Unit | Near Chicago Loop - Chicago
8.8 69 reviews

River North Stay | 1 Unit | Near Chicago Loop

B&B, Chicago
This Chicago B&B is located near the River North neighborhood, offering convenient access to the Magnificent Mile and Navy Pier, placing you within easy reach of Chicago's premier dining, shopping, and entertainment. Guests can enjoy spacious 355 sq. ft. rooms, daily cleaning services, complimentary toiletries, a fitness center, and a year-round indoor heated shared pool, with paid on-site parking available.
Relaxing Stay Downtown! Pets Are Allowed - Chicago
10 15 reviews

Relaxing Stay Downtown! Pets Are Allowed

B&B, Chicago
This Chicago bed and breakfast offers a convenient downtown location near the Chicago River, within walking distance of numerous bars and restaurants, and a short drive from Soldier Field, Wrigley Field, and the United Center.
The guesthouse features one bedroom, one bathroom, and accommodates up to four guests, providing amenities such as free Wi-Fi, a flat-screen TV, and daily housekeeping, along with access to an on-site restaurant, fitness center, and business center.

Best Chicago bed and breakfasts with air conditioning

Luxe, Private Suite W/own Entrance-2023 Renovated - Chicago
9.9 435 reviews

Luxe, Private Suite W/own Entrance-2023 Renovated

B&B, Chicago
This Bucktown studio apartment is located near Damen Avenue, offering easy walking access to the 606 trail and proximity to Downtown Chicago, Wrigley Field, and the United Center.
The newly renovated unit features a private keyed courtyard entry, a queen-size bed, ensuite bathroom with heated floors, and amenities including a Keurig coffee maker, free street parking, and accommodates up to two guests.
Beautiful Luxury Family House 20 Mins  Downtown - Chicago
No reviews

Beautiful Luxury Family House 20 Mins Downtown

B&B, Hillside
This stylish accommodation is located in Hillside, a quiet and private neighborhood with a local sheriff as a neighbor, ensuring safety and security. It is a 23-minute commute from downtown Chicago, making it an ideal base for exploring the city.
The accommodation has 3 bedrooms, 2 bathrooms, and can accommodate up to 7 guests. It features a luxurious jacuzzi tub, 3 bathrooms, an open plan kitchen, a custom-made treehouse for kids, and a BBQ available on request. It also has a huge master bedroom with an ensuite bathroom featuring a jacuzzi and twinset shower, and a second floor bathroom with both shower and bathtub. Guests can enjoy the fitness center, garden, and parking.
2 Br, 2ba, Gold Coast, 98%walk Score - Chicago
9.6 307 reviews

2 Br, 2ba, Gold Coast, 98%walk Score

B&B, Chicago
This Gold Coast guesthouse is steps from Chicago's Magnificent Mile, Oak Street Beach, and Rush Street nightlife, offering easy access to public transportation and major attractions.
The third-floor (technically fourth, as the first floor is a basement unit) unit features two bedrooms, two bathrooms, a gourmet chef's kitchen (excluding the range), and a welcome basket; high-speed Wi-Fi and flat-screen TVs are included.
Music Hot Spots Main Level - Chicago
9.4 45 reviews

Music Hot Spots Main Level

B&B, Berwyn
This Berwyn home sits on the border of Berwyn and Oak Park, just a short walk from music venues like Fitzgerald's and Friendly Tap Coffee House, and steps away from restaurants like Baby's Gold BBQ and Autre Monde. This rental has excellent ratings for location, cleanliness, and overall guest experience.
The home comfortably accommodates two guests and features a fully equipped kitchen, a patio with a Tiki bar, and a fitness center. Guests can enjoy the outdoor amenities, explore nearby trails, or use the provided bicycles to discover the area.

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

Dorothy's - Chicago
8.3 318 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.
Arlo Chicago - Chicago
9.1 5501 reviews

Arlo Chicago

hotel, Chicago
Arlo Chicago, a 4-star hotel, boasts a prime downtown location within walking distance of Millennium Park, Cloud Gate ("The Bean"), and the Art Institute of Chicago.
This Chicago lodging offers rooms with a desk, flat-screen TV, and private bathroom, plus amenities including an on-site American steakhouse, About Last Knife, complimentary daily resort fee with WiFi, and an included American breakfast.
Super 8 Chicago - Chicago
No reviews

Super 8 Chicago

B&B, Chicago
This bed and breakfast is located 10 miles north of downtown Chicago, near Marion Mahoney Griffin Beach, Loyola Beach, and the historic Emil Bach House.
Guests can enjoy complimentary Wi-Fi, on-site parking, an elevator, an ATM, and in-room amenities such as a shower and TV, with a check-out time of 12:00 PM.
Ray's Bucktown Bed And Breakfast - Chicago
9.7 704 reviews

Ray's Bucktown Bed And Breakfast

B&B, Chicago
Ray's Bucktown Bed and Breakfast is located in Chicago's Bucktown neighborhood, a short walk from restaurants, shops, and attractions like Wrigley Field, Lincoln Park Zoo, and DePaul University. The inn has excellent ratings for location, cleanliness, and overall user experience.
Each room at Ray's Bucktown Bed and Breakfast features hardwood floors, a flat-screen TV, and a unique design. Guests can enjoy amenities like a communal sauna, a garden, a jacuzzi, and a terrace, along with free parking and laundry facilities.

Neighborhoods and points of interest in Chicago

Best Chicago bed and breakfasts with a garden

2 Br/1 Ba With Separate Entrance - Chicago
9.4 382 reviews

2 Br/1 Ba With Separate Entrance

apartment, Chicago
This two-bedroom apartment is located in a convenient neighborhood just a 10-minute drive from O'Hare International Airport and a 5-minute walk from the Metra and bus stops, providing easy access to downtown Chicago. The apartment features a fully equipped kitchen, free Wi-Fi, a private entrance, and a private bathroom, accommodating up to four guests.
The Greenleaf House - Chicago
9.5 1056 reviews

The Greenleaf House

B&B, Chicago
The Greenleaf House is a charming bed and breakfast in Chicago's Illinois region, conveniently located near Loyola University and within easy driving distance of attractions like Wrigley Field and Lincoln Park Zoo. Guests consistently praise the Greenleaf House for its excellent location, cleanliness, and overall experience.
The Greenleaf House offers a comfortable and welcoming stay with a garden and outdoor fireplace. Amenities include free Wi-Fi, private parking, a kitchen with a fridge, microwave, and dishwasher, and a play area for children.
Cozy, 2 Br, Garden Unit Crash Pad Near Wicker Park - Chicago
9.4 190 reviews

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

B&B, Chicago
This Chicago West Side garden apartment is conveniently located near Wicker Park, Bucktown, and Logan Square, a short walk from the Blue Line and the 606 trail. This two-bedroom rental sleeps six, features a kitchenette with a refrigerator and microwave, a private parking spot, and a shared laundry and patio, plus complimentary coffee.
Unique Roscoe Village Penthouse Loft - Hidden Gem! - Chicago
9.8 105 reviews

Unique Roscoe Village Penthouse Loft - Hidden Gem!

apartment, Chicago
This Roscoe Village B&B is situated one and a half miles west of Wrigley Field and three blocks from the Paulina Brown Line station, offering convenient access to Chicago's Mag Mile and Loop.
This 650 square foot, one-bedroom, one-bathroom guesthouse accommodates two guests and features a kitchen with a fridge, microwave, and dishwasher, plus air conditioning, a terrace, garden, and fitness center.

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.

Chi Stu-mins To United Ctr & Loop Ez Train Access - Chicago
9.9 32 reviews

Chi Stu-mins To United Ctr & Loop Ez Train Access

B&B, Chicago
Gorgeous, Cozy 1-bedroom Suite In Andersonville - Chicago
9.9 416 reviews

Gorgeous, Cozy 1-bedroom Suite In Andersonville

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

Villa Christina

B&B, Chicago
Private 2-bedroom 1.5 Bath W/ Living Room - Chicago
9.8 124 reviews

Private 2-bedroom 1.5 Bath W/ Living Room

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.

You Found It! Pets Allowed, Near Picasso Statue - Chicago
No reviews

You Found It! Pets Allowed, Near Picasso Statue

B&B, Chicago
Quintessential Home Away From Home Feeling* - Chicago
8.7 59 reviews

Quintessential Home Away From Home Feeling*

B&B, Chicago
4 King Units With City View! Pets Are Welcome! - Chicago
10 4 reviews

4 King Units With City View! Pets Are Welcome!

B&B, Chicago
Rare Gem! Pets Allowed, Near Marina City - Chicago
10 1 review

Rare Gem! Pets Allowed, Near Marina City

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.

Suite 501 | Stay One Chicago - Chicago
10 3 reviews

Suite 501 | Stay One Chicago

B&B, Chicago
Triple The Comfort! Walk To Navy Pier, Indoor Pool - Chicago
8.7 6 reviews

Triple The Comfort! Walk To Navy Pier, Indoor Pool

B&B, Chicago
Close To Chicago O'hare Airport + Free Breakfast - Chicago
9.6 91 reviews

Close To Chicago O'hare Airport + Free Breakfast

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

Close To Ohare Airport + Free Breakfast & Shuttle

B&B, Rosemont

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.

Near Magnificent Mile | Gym. Free Breakfast. - Chicago
10 1 review

Near Magnificent Mile | Gym. Free Breakfast.

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.

Relaxing Stay Downtown! Pets Are Allowed - Chicago
9.8 35 reviews

Relaxing Stay Downtown! Pets Are Allowed

B&B, Chicago