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
Map View
Rooms at The Langham look out over the Chicago River
Courtesy of the Langham / Expedia
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.
EVERYTHING YOU NEED TO KNOW

Conrad Chicago

Chain Hotel, Luxury
Map View
Courtesy of Conrad Chicago / Expedia
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.
EVERYTHING YOU NEED TO KNOW

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
Map View
Waldorf Astoria Chicago
Courtesy of Waldorf Astoria Chicago / Expedia
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.
EVERYTHING YOU NEED TO KNOW

The Peninsula

Independent Hotel, Bed and Breakfast
Map View
The Peninsula 2
Courtesy of The Peninsula / Expedia
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.
EVERYTHING YOU NEED TO KNOW

Why Book With Culture Trip?

  • Free cancellation

    In these uncertain times, cancel or change for free on select properties.

  • Price-match guarantee

    Find a better price on your booking and we’ll match it. Simple.

  • Unbiased & trustworthy

    Book from recommendations handpicked by travel experts.

  • The Hoxton, Chicago

    Hotel
    Map View
    Courtesy of The Hoxton / Expedia
    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.
    EVERYTHING YOU NEED TO KNOW

    Kimpton Palomar Chicago

    Chain Hotel
    Map View
    Courtesy of Kimpton Hotel Palomar Chicago / Expedia
    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.
    EVERYTHING YOU NEED TO KNOW

    Radisson Blu Aqua Hotel Chicago

    Hotel
    Map View
    Courtesy of Radisson Blu Aqua Hotel Chicago / Expedia
    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.
    EVERYTHING YOU NEED TO KNOW
    These recommendations were updated on December 11, 2020 to keep your travel plans fresh.

    Cookies Policy

    We and our partners use cookies to better understand your needs, improve performance and provide you with personalised content and advertisements. To allow us to provide a better and more tailored experience please click "OK"