The ‘Windy City’ Chicago

Chicago, like its famous skyline, is distinctive and memorable. With a unique identity and bold personality, the Windy City has so much going for it;  world-class museums, great art, fabulous restaurants, stunning cityscapes and dozens of ways to unwind. You can’t go wrong with a holiday at a Boutique Hotel in Chicago.

Frank Lloyd Wright and even Picasso have been captivated by this city- you might find inspiration here yourself!

Top 7 Results for Boutique Hotels in Chicago

— Chicago, United States Of America

(Rated 9.7, 75 reviews)
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Located in Chicago, 1.1 miles from United Center, and Willis Tower reachable within 2.5 km, The Publishing House Bed and Breakfast offers a bar, a sha ...

— Chicago, United States Of America

(Rated 9.4, 89 reviews)
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One of our top picks in Chicago – and a guest favourite. Just 6 blocks away from former President Obama’s Hyde Park home, Sophy – Hyde Park brin ...

— Chicago, United States Of America

(Rated 9.4, 81 reviews)
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Featuring suites with gourmet kitchens and an on-site fitness centre, The Guesthouse Hotel is located in Chicago. Montrose Beach, on Lake Michigan, is ...

— Chicago, United States Of America

(Rated 9.3, 333 reviews)
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Located in the Chicago city centre, this luxury boutique hotel boasts an on-site restaurant and complimentary hotel-wide WiFi access. Shopping and din ...

— Chicago, United States Of America

(Rated 9.2, 792 reviews)
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Steps away from the iconic shopping, dining and entertainment on the Magnificent Mile, this boutique hotel is located in the heart of downtown Chicago ...

— Chicago, United States Of America

(Rated 9.2, 442 reviews)
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Just blocks away from the luxury shopping, dining and entertainment of Michigan Avenue’s Magnificent Mile, this boutique hotel is located in the hea ...

— Chicago, United States Of America

(Rated 9.1, 51 reviews)
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One of our bestsellers in Chicago! Just 2 blocks away from the home of the beloved Chicago Cubs, Wrigley Field, The Wheelhouse Hotel mimics the flare, ...

What to expect in Chicago

If you’re staying at one of the best Boutique Hotels in Chicago, it can be understandably hard to tear yourself away. A good beginning can be made at Millenium Park for that classic Chicago photo-op in front of the reflective surfaces of Cloud Gate. You might find a concert in progress at the Pritzker Pavilion nearby. For art-lovers, the impressionist and post-impressionist works of Seurat, Monet, Renoir and other greats at The Art Institute of Chicago can be a day-long endeavour. Vintage fun awaits at Navy Pier, home to a historic carousel and old school funfair-like entertainment. The stunning architecture of the Museum of Science and Industry coupled with its lakeside location is reason enough to visit. Interactive exhibits tickle those grey cells and keep you enthralled. To get up close with those skyscrapers and get a heady view of Chicago, there’s no better place than the Skydeck at Willis Tower or Tilt in 360 Chicago. Later, head back to the safe haven of your Boutique Hotel in Chicago to steady those nerves! Make time for the Magnificent Mile and Michigan Avenue, whether you plan to shop or not. And don’t leave town without digging into a Chicago style deep-dish pizza pie or hot dog complete with onions and pickles.

Why you need to visit Chicago

With its 18 bridges, the Chicago river, and setting by the magnificent Lake Michigan, this is very much a city that has close ties to the water. A refined metropolis which boasts great architecture, design and engineering, it has plenty to keep the returning visitors and first-timers riveted. You might be humbled at the Wrigley Field one day, gobsmacked by the Field Museum of Natural History on another.

Getting to Chicago

Chicago is one of the best-connected airports in the country with convenient connections to cities across the United States and international airports around the world. If you’re driving to your Chicago Boutique Hotel, you’ll find the city is well linked to major interstate highways. Train services offer an enjoyable change of pace and alternate means to get into Chicago, setting the tone for a holiday that’s steeped in history and lends itself to your will. Check out all the hot spots in Chicago by watching the travel guide below!