The 7 Best Bed and Breakfasts in Chicago

Find a homey vibe in the big city by staying at a bed and breakfast
Find a homey vibe in the big city by staying at a bed and breakfast | © Susan E Degginger / Alamy Stock Photo
Photo of Jacquelyn Lumley
24 July 2020

Chicago is renowned for its soaring skyscrapers, passionate sports fans and speaker-thumping festivals. To immerse yourself in its energy, opt to stay in a bed and breakfast. You can put yourselves in the shoes of a local, balancing out days of baseball games, deep-dish pizza and art museum exploration with homely comforts. This is our pick of Chicago’s best.

The Publishing House Bed and Breakfast, West Loop

Bed and Breakfast
5/5 (80 Reviews)
Courtesy of the Publishing House Bed and Breakfast / Expedia
This handsome 11-room bed and breakfast epitomizes the boutique lifestyle. Just minutes from upmarket West Loop restaurants, the former publishing house (built in 1909) is ideal for a peaceful getaway. Rooms are named after famous writers in a nod to the building’s roots, and include kitschy details such as clawfoot tubs, vintage trunks-turned-footstools and longhorn skulls mounted on dusk-blue walls. Rent out the whole space for a one-of-a-kind event, or just enjoy a long weekend, complete with ricotta pancakes in the morning and wine by the fireplace in the evening.
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The Wicker Park Inn

Bed and Breakfast
4.3/5 (170 Reviews)
Courtesy of the Wicker Park Inn / Expedia
Perched on a tree-lined street, this inn blends in with the historic landscape of its neighborhood. Owned by a 20-year resident of Wicker Park, the space includes homey touches with fireplaces and bouquets on bedside tables. The nine rooms – elevated by floral feature walls – come complete with complimentary gym access to Wicker Park Fitness, plus a freshly prepared gourmet breakfast. If you’re in town for a few weeks, stay a while in one of the multi-room apartments, which have their own kitchens. It’s just steps from the art galleries and restaurants on Milwaukee Ave and a few train stops away from The Loop.
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Villa D’Citta, Lincoln Park

Bed and Breakfast
Map View
Courtesy of Villa D’Citta / Expedia

A gray-stone facade and embellished iron gate characterize this stunning Lincoln Park property built in 1887. Wander through the grotto and up the spiral staircase of the Italian-style villa to catch some sun by the spa, or borrow a bike and head out for a beach day along Lake Michigan. Italian architecture exudes old-world charm in each of the unique rooms, some with their own fireplaces and separate entrances. Enjoy a homemade breakfast, or use the kitchen to whip up your own meal using fresh ingredients from the weekly Lincoln Park farmers’ market. No matter your reason for visiting Chicago, a stay at Villa D’Citta will be a memorable experience.

Emil Bach House, Rogers Park

Bed and Breakfast
Map View
Recharge with a stay in a house designed by famous architect Frank Lloyd Wright. The Prairie-style home in the Rogers Park neighborhood was built in 1915 and features characteristic aspects of Wright’s signature clean-line aesthetic: a flat roof, geometric patterns and the extensive use of natural materials. Each detail of the restoration has been meticulously logged to stay in line with the original vision. Make sure to visit the Japanese Tea House on the property, a wood-walled den that pays homage to Wright’s experience in Japan and its influence on his later works.

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  • Longman and Eagle, Logan Square

    Budget Hotel, Inn, Bed and Breakfast
    Map View
    Every room at the Longman & Eagle has its own distinct character
    Courtesy of Longman and Eagle /
    Eat, drink and sleep all in one place at this humble inn situated above a Michelin-star restaurant of the same name. No room is the same – ranging from smaller stripped-back spaces with exposed brick and paint-flecked wood paneling, to generously sized options with hanging terrariums, wall murals and electric-violet bedcovers. All also include a vintage cassette console with mixtapes and complimentary earplugs to lessen the buzz of their often-raucous tavern – don’t leave without a glass of whiskey or craft beer in its saloon-style setting.

    The Guesthouse Hotel, Andersonville

    Bed and Breakfast
    4.8/5 (136 Reviews)
    Courtesy of the Guesthouse Hotel / Expedia
    Live like a local in the apartment-style rooms of the Guesthouse. Once intended to be a luxury condo building (before the recession prompted a change in direction), this boutique hotel is full of deluxe amenities. The plant-filled rooftop deck is a picture-perfect spot for sundowners, there’s a library lined by a colorful spectrum of books and, if you’re craving some cardio, there is a small gym. Suites range from one-bed rooms with a kitchen and private balcony to family-friendly three-bed rooms. If you fancy breakfast in bed, local restaurant Southport Grocery can deliver – the cupcake pancakes are a great gluten-free option.
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    The Sono Chicago, Old Town

    Bed and Breakfast
    Map View
    Courtesy of the Sono Chicago / Expedia
    Situated on the storied streets of historic Old Town, the Sono Chicago is a welcoming big-city stay. The open-plan living area is bathed in natural light – an idyllic spot to dig into continental breakfast made by the friendly host, or recline with a book in front of the flickering fireplace. Rooms are plush and set with pillowy beds and 55-inch TVs, while you can also upgrade for the added luxury of a balcony. Climb up to the roof deck for 360-degree views and evening tipples around the fire pit.

    This article is an updated version of a story created by Sarah Ashley; Chloe Byrne contributed additional reporting to this article.

    These recommendations were updated on July 24, 2020 to keep your travel plans fresh.

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