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AFAR Recommended Hotels in Chicago

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Design
Hip
Foodie
12 Michigan Avenue, Chicago, IL 60604, USA
Hyatt heir John Pritzker spared no expense repurposing the 1893 home of the Chicago Athletic Association into one of the city’s most original, not to mention best located, boutique hotels. Local architects Hartshorne Plunkard retained the Venetian Gothic exterior, ornate millwork, stained...
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The Freehand
$
Hip
Design
19 E Ohio St, Chicago, IL 60611, USA
Walk into the Freehand, a remodeled 1920s dive, and you’ll think it’s a millennial fantasy boutique hotel with its artisanal cocktail and coffee bars, and intensely curated wood-paneled clubhouse lounge filled with leather chairs, blue settees, and a Wurlitzer electric keyboard for...
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$$$
Understated
Business
330 North Wabash Avenue
Opened in 2013 as the Hong Kong–based brand’s U.S. flagship property, the Langham, Chicago elegantly occupies the first 13 floors of the former IBM Building, a modern American landmark designed by Ludwig Mies van der Rohe, whose views of the city’s skyline nearly rival those...
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Loews Regency
$$
Understated
455 N Park Dr, Chicago, IL 60611, USA
This purpose-built luxury high-rise hotel has 400 rooms in all, with natural light spilling through floor-to-ceiling windows onto modern, clean-lined furnishings done in ivory and gray tones. Higher floors offer spectacular views of Lake Michigan and Navy Pier. Service...
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Foodie
Hip
2657 N Kedzie Ave, Chicago, IL 60647, USA
In 2011, one of Chicago’s most popular restaurants, Longman & Eagle, expanded into an inn with the creation of six rooms. The owners, two of whom run the music venue Empty Bottle, built and outfitted the whole place. Each of the rooms is different, but all are stylishly simple and...
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Park Hyatt
Family
Understated
800 N Michigan Ave, Chicago, IL 60611, USA
The Park Hyatt Chicago, facing ever stiffer competition from newer luxury hotel entries in the Magnificent Mile orbit, nevertheless remains a great choice for families because of the central location optimizing sightseeing and kid-heaven treats. Budding geologists will love the geodes,...
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Family
The Peninsula Hotels
$$$$
Luxury
108 E Superior St, Chicago, IL 60611, USA
The 20-story Peninsula Chicago sits just off—yet feels distant from—the shop and tourist–congested Michigan Avenue. An elevator ride up to the fifth floor leads guests to one of Chicago’s grandest hotel lobbies. Marble floors and gilded 20-foot ceilings evoke colonial ...
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$$
Soho House
Hip
Design
113 N Green St, Chicago, IL 60607, USA
The skeleton of the new Chicago Soho House once belonged to a belt factory—and though the space has been luxuriously renovated and fit with plush leather chairs, over 250 pieces of art, chandeliers, and beds with Egyptian cotton sheets, the hotel still nods to the West Loop...