Accommodation in Chicago for the Savvy Traveler

The stylish rooftop of the Conrad Chicago
The stylish rooftop of the Conrad Chicago | Courtesy of Conrad Chicago / Expedia
Photo of Sarah Gillespie
11 December 2020

The boutiques and gourmet restaurants of the Magnificent Mile, the neoclassical trio of Museum Campus, the decadent jazz scene that inspired a musical – Chicago is packed with things to see and do. To avoid burnout, you’ll need a good night’s rest, nourishing food and perhaps a massage or two, courtesy of the Illinois city’s luxurious hotels.

The Langham, Chicago

Suite Hotel, Luxury
4.9/5 (1054 Reviews)
Rooms at The Langham look out over the Chicago River
Courtesy of the Langham / Expedia
From $511 Per night per room
Arguably Chicago’s finest hotel, the Mies van der Rohe-designed Langham combines London-level luxury with Chicagoan mid-century modernity. Expect four-poster beds, floor-to-ceiling windows and an art collection that museums would envy. The biggest draw in a hotel of highlights is the oriental Chuan Spa, which defies the usual minimalist aesthetic with purple chaises and bird-and-flower art worthy of an emperor.
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Conrad Chicago

Chain Hotel, Luxury
4.7/5 (756 Reviews)
Courtesy of Conrad Chicago / Expedia
From $368 Per night per room
Celebrated French firm Pierre-Yves Rochon designed the sweeping lobby of this five-star hotel, which transports you back to the 1950s the minute you step inside. The interiors are a masterclass of mid-century modern with tufted sienna sofas, flowing chrome and pill-shaped bathtubs. Elsewhere, the Baptiste & Bottle restaurant is an explosion of bourbon-based creative cocktails and elevated pub classics.
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The Robey

Boutique Hotel
Map View
Courtesy of The Robey / Expedia
This art deco-inspired option is owned by Mexico’s Grupo Habita, known for setting star designers on historic buildings with outstanding results. There are 89 rooms ranging from light-filled corner suites to queen-and-twin lofts for families and groups of friends. It’s a great entry point to the bohemian Wicker Park and Bucktown neighborhoods – browse vintage boutiques and independent cafes nearby.

Waldorf Astoria Chicago

Suite Hotel, Luxury
4.7/5 (979 Reviews)
Waldorf Astoria Chicago
Courtesy of Waldorf Astoria Chicago / Expedia
From $484 Per night per room
Marble floors, a courtyard fountain and a crystal chandelier shaped like Coco Chanel’s brooch are the numerous stylish features at this fashionista’s paradise of a hotel, set among the high-end designer labels of Chicago’s Magnificent Mile. The 215 rooms come in various shades of eggshell grey, though suites are accented by fuchsia cushions and rose bouquets. The Parisian-style Margeaux Brasserie invites afternoons spent gossiping over champagne and lobster bouillabaisse.
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The Peninsula

Independent Hotel, Bed and Breakfast
4.9/5 (960 Reviews)
The Peninsula 2
Courtesy of The Peninsula / Expedia
From $553 Per night per room
You’d be hard pushed to find a better hotel than this five-star grande dame on the Magnificent Mile, where celebrities and CEOs come to enjoy the half Olympic-length swimming pool, complimentary fitness classes and rooftop ice-skating rink. The spa is one of the city’s best, offering marine facials in a soothing, wood-paneled space. Rooms have every imaginable amenity, including printers and tablet-controlled everything.
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  • The Hoxton, Chicago

    4.5/5 (326 Reviews)
    Courtesy of The Hoxton / Expedia
    From $262 Per night per room
    A little piece of California in the Windy City, The Hoxton brings bohemian vibes to Chicago’s West Loop. Rooms are stylish, if a little snug, but it’s the three drinking and dining options that draw visitors. Lazy Bird offers cocktails and jazz in Prohibition-era interiors; Cira serves vibrant Mediterranean brunches; and you’ll find ceviche and pisco sours at Cabra Cevicheria, the teal-hued Peruvian restaurant.
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    Kimpton Palomar Chicago

    Chain Hotel
    4.5/5 (824 Reviews)
    Courtesy of Kimpton Hotel Palomar Chicago / Expedia
    From $194 Per night per room
    Decked out in ruby, ochre and chartreuse by turns, the Palomar doesn’t take itself seriously and asks that its guests do the same, supplying animal-print robes in the bathroom and the option to have a goldfish delivered to your room as a temporary pet. The Sable Kitchen and Bar is just as popular with locals as with visitors, specializing in North American bar bites and bourbon-fueled cocktails.
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    Radisson Blu Aqua Hotel Chicago

    4.3/5 (1467 Reviews)
    Courtesy of Radisson Blu Aqua Hotel Chicago / Expedia
    From $243 Per night per room
    Overlooking Millennium Park, this is the hotel for design lovers. The undulating exterior, designed by award-winning architect Jeanne Gang, makes this one of the city’s most recognizable landmarks. The substance lives up to the style, too, supplying a high-end fitness center, a basketball court, a movie theater and two large swimming pools. Rooms come equipped with enormous tubs and staggering views – spend a little more for a balcony if the weather’s fine.
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    These recommendations were updated on December 11, 2020 to keep your travel plans fresh.

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