Chicago Bed & Breakfasts
Looking for a bed & breakfast in Chicago, Illinois? WorldWeb Travel Guide offers detailed information — including availability, rates, descriptions and more — on a large variety of Chicago bed & breakfasts.
If you are a Chicago B & B and your property is not listed in our directory, it only takes a few minutes to add a complimentary listing.
Dig in at the North Halsted strip in the fabulous Lakeview neighborhood. This bed and breakfast offers eight rooms with their own unique themes. To add to that, WiFi internet is available, private phone lines in each room, gourmet breakfasts cooked fresh each morning, and frequent taxi service nearby make this accommodation the place to stay in Chicago.
Most small dogs are welcome in this nostalgic building from the Prohibition-era. A lounge with a vintage victrola, a fireplace lobby with an old-school clavinova, and a library collection of Chicago's brilliant culture and history are just a few features of this establishment.
Just steps away from the urban nightlight, transportation and Chicago's beaches and attractions. Chicago’s Red Line EL stop is only 3 blocks from the front door and the Broadway and Clark bus lines are only 2 blocks away.
The Wicker Park Inn is a beautiful and comfortable, fully-licensed B&B 2 blocks away from the Division Street restaurant row and the North/Damen/Milwaukee nightlife area. 3 blocks from the EL and a 15-minute train ride into downtown. Three bedrooms each with their own private bath. A free continental breakfast served every morning, wireless internet access plus Direct TV in all rooms.
There are five guest rooms to select from in the House of Two Urns of Chicago. The studio suite offers a antique brass queen size bed, futon bed and a platform bed, private bathroom, TV/VCR, coffee maker, mini-fridge and sitting area. This bed and breakfast is located a short distance from Wicker Park's restaurants, galleries and shopping.
Located in Chicago's Lincoln Park neighborhood, this boutique-style bed and breakfast exudes luxurious Italian architecture and style. Upscale guest rooms are available and the home offers amenities such as a spa and sun deck, gourmet kitchen, private grotto and an on-site theater. Concierge services are also offered to guests.
Located just half a block from the University of Chicago, this accommodation is ideal for visiting parents, prospective students or staff of the school. The vintage two-story greystone has been completely updated and features three comfortable guest rooms and one two-room suite. A full breakfast is served each morning and wireless Internet access is available.
The Nyberg B&B
Set in the center of Lakeview, this Victorian home offers visitors a guest room with a double bed and a huge private bath. There is a minimum of two nights stay.
City Scene B&B
In the lovely Lincoln Park area, the City Scene delivers luxurious accommodation at a reasonable rate. In offering free high speed internet, steam showers, a full kitchen, and private phone lines, City Scene is a fantastic place to stay for travelers weary after a long and hectic day.
Flemish House B&B
Stuck in the middle of the Gold Coast district, this B&B is close to nearly everything. It is just steps from Michigan Avenue, Oak Street Beach, and Lake Shore Drive. Built the Victorian way, every room is its own studio apartment. Complete with fireplaces, wood flooring, and high ceilings, this is a very trendy place to catch one's breath.
Old Town Chicago Bed & Breakfast
On Chicago's Near North Side one mile north of the Magnificent Mile and two miles north of the Loop, the Old Town Chicago B&B occupies the 3500-sq-ft west wing of a 1999 custom built city house. With a private guest entrance, the house featues four bedrooms, each with private bath, a 45-ft living and dining room, a chef's kitchen, a study with Dell desktop, a penthouse lounge and a Life Fitness workout room.
Gold Coast Guest House Bed and Breakfast
This place is home to a two-story Victorian botanical garden and is just blocks away from the lake, the park, cafés, bookstores, and the Chicago nightlife. This B&B even offers a garage for visitors with unlimited in and out privileges. Complete with their multiplex health club and spa and extra-deep tubs in your very own private bathrooms make this a relaxing destination.
Windy City Urban Inn
This reborn Victorian, on a quiet street of grand homes in the lively Lincoln Park neighborhood, offers guest rooms in the main house and furnished apartments in the coach house. Between the two buildings is an ivy covered courtyard garden.
Dusk To Dawn B&B
Located in the famous South Loop Landmark District, Dusk to Dawn B&B offers easy access to some of the finest shopping and sightseeing in Chicago. Only a short walk away is McCormick Place and the stunning Lake Michigan. Close by, is also the Museum Campus and the Navy Pier. The facility was built in 1885 in the Victorian fashion and has been maintained well ever since, making this one of the most popular bed and breakfasts in the area.
Joy's Joy, A Victorian B&B
One could easily be delighted staying in this Victorian home built at dawn of the 20th century. Finished with two fireplaces, a lush garden, and a decadent sun room, this place has all the creature comforts. Furthermore, free parking always comes included.
Newberry Park Guest House
Located on the Gold Coast, close to the loop, Michigan Avenue, Oak Street Beach, MCA and Rush Street dining, Newberry Park Guest House offers the Luxury Master Suite, with an all-marble bathroom, a Jacuzzi and a deck, the Deluxe Master Room and the Deluxe Room.
Ray's Bucktown B&B
Ray knows what's going on. Fitted with a sauna and steam room, five bedrooms, and breakfast cooked-to-order whenever one wants, Ray's place in the funky neighborhood of Bucktown has it all. Its close to 75 different restaurants, it has easy access to transit, and is close to all the nightlife action Chicago has to offer. As Ray says, "This is not your parents' bed and breakfast."
Benedictine B&B
Here, one gets the chance to experience a stay in an authentic 19th century Benedictine monastery. Not lacking in any modern comforts, this B&B is perfect for a different sort of get-away. Full dinning facilities, children friendly, discounted extended stays, and private suites with private entrances make this a great place to spend a few nights while strolling the boulevards of downtown Chicago.
