With the official start of winter on the horizon, it's what our real estate agents like to call "cozy season" in Chicago. It's the perfect time of year to check into a homey bed and breakfast for a little holiday getaway.
Visitors looking for a place to stay or locals seeking a winter "staycation" will find no shortage of options in each of Chicago's distinct neighborhoods. These are some of our favorite bed and breakfasts in Chicagoland.
Chicago:
Wicker Park Inn - 1331 N Wicker Park Ave, Chicago, IL 60622
Tucked among the rows of brownstones in Chicago's trendy Wicker Park neighborhood, the historic Wicker Park Inn offers a warm, welcoming ambiance. The historic building — originally built in 1886 — has housed the bed and breakfast since 2004. With exposed brick and vintage wallpaper contrasted by modern design touches, it's a beautiful space. The Wicker Park Inn makes a great home base while exploring the boutiques, restaurants, music venues and galleries of Wicker Park, which have earned it a reputation as one of the city's hippest neighborhoods.
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Old Chicago Inn - 3222 N Sheffield Ave, Chicago, IL 60657
Old-fashioned hospitality is the name of the game at the Old Chicago Inn, a charming bed and breakfast in Lakeview. It's the perfect place to stay if you want to be right where the action is, with attractions like the Vic Theatre and Wrigley Field just a short walk away. The inn offers several rooms of varying sizes and a complimentary continental breakfast each morning. Cocktails are also served in the attached Room 13 venue, which has limited seating by reservation.
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Villa D'Citta Bed & Breakfast - 2230 N Halsted St, Chicago, IL 60614
Named one of the ten best urban B&Bs in the world by the Huffington Post, Villa D'Citta Bed & Breakfast is home to old world luxury and hospitality. It's a unique place to stay in the Lincoln Park neighborhood, merging the amenities of a high-end hotel with the intimate scale and attention to detail of a small bed and breakfast. Roman-style breakfast pizza is on the morning menu, and dozens of great restaurants are a block or two away. The Inn is also just a 15 to 20-minute walk from the Lincoln Park Zoo and the lakefront. -
The Publishing House Bed & Breakfast - 108 N May St, Chicago, IL 60607
Few B&Bs can match the level of acclaim that has been bestowed on the Publishing House Bed & Breakfast, a homey yet elegant inn in Chicago's lively West Loop that has been called the best in Illinois. The brick building housing the establishment was built in 1909 and has served as a publishing house, casket factory, and museum before being renovated and reopened as a bed and breakfast in 2017. The ambiance and hospitality are top-notch, and the surrounding area is known as one of Chicago's best neighborhoods for shopping, dining and nightlife.
Suburbs:
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Deer Path Inn - 255 E Illinois Rd, Lake Forest, IL 60045
Treat yourself to homey, luxury amenities in Chicagoland's picturesque Lake Forest community at the Deer Path Inn. Not only do you get to experience the charm of the North Shore, this historic hotel offers an old-world escape in a dreamy, relaxing environment. This bed and breakfast even offers customizable, themed packages based on the purpose of your stay — expecting parents can enjoy the "Baby on Board" babymoon getaway, while traveling visitors can explore the North Shore on a walkable and bikeable scavenger hunt. -
Lazy Cloud Lodge - W 4033 State Rd 50, Lake Geneva, WI 53147
The Lazy Cloud is a charming bed and breakfast with two convenient locations — the Lake Geneva Inn and the Fontana Bed & Breakfast — just across the Illinois/Wisconsin border in Lake Geneva, WI. Not only is Lake Geneva a popular resort destination for Chicagoland residents, it's also driving distance from many of Chicago's popular northwest suburbs. Its the perfect location to recommend to out-of-towners looking for quaint, cozy lodging and to locals looking for a charming weekend getaway. The Fontana Bed & Breakfast offers a breakfast buffet every morning along with other amenities like a fireplaces, fluffy bathrobes, chilled libations and more. -
Harvey House Bed and Breakfast - 107 S Scoville Ave, Oak Park, IL 60302
Do you have guests who are looking to stay in the western suburbs? Direct them to Harvey House. This Oak Park B&B is in an ideal location for visitors who want quiet, suburban accommodations with convenient access to the city — just three blocks from a nearby "L" stop! This elegant inn prides itself on a commitment to being local and sustainable, sourcing everything they serve from local shops within 250 miles of Harvey House. They even serve delicious, seasonal selections from the Oak Park farmer's market.
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Harmony Inn - 13904 Harmony Huntley Rd, Huntley, IL 60142
Located in the suburban village of Huntley within Chicago's Golden Corridor, the Harmony Inn is an adorable small hotel with a home-like atmosphere and cozy, ranch-style accommodations. Here you'll find a relaxing, rural environment with picturesque countryside views just a short drive from the city. A homemade breakfast is served every morning, and there are also more than 60 restaurants within a 5-mile radius. Choose the Huntley Inn to see the more rustic side of the Chicago area.
Contact us today to learn more about exploring Chicago neighborhoods. Staying at a cozy bed and breakfast is a great way to get to know the city while our real estate agents help you find your perfect Chicagoland dream home.
