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Holidays to Chicago
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Chicago holidays: discover the vibrant heart of the American Midwest

Dive into Chicago’s thriving cultural life

Love art? You’ll love holidays in Chicago. Whether it’s the public art that abounds throughout the city or the 300,000-strong collection of works at the Art Institute of Chicago, you’ll be sure to come away inspired. Music lovers will be in heaven with jazz at Green Mill Cocktail Lounge, not to mention the Lollapalooza and Pitchfork music festivals that take the city by storm every summer. If you’re looking for laughs, you can catch a side-splitting show at Second City: the home of sketch and improvised comedy that gave birth to such talents as Bill Murray and Tina Fey.

For the more scientifically inclined, Chicago holidays boast a wealth of hotspots to satisfy curious minds. Pay a visit to the Field Museum of Natural History and the Museum of Science and Industry, or head a little more out of this world at the Adler Planetarium. Sports aficionados will be right at home at Wrigley Field stadium, where you can catch the Cubs playing baseball and get a sense of local pride (along with some souvenir-worthy merchandise).

Get outside on a Chicago holiday

Despite Chicago’s nickname as the Windy City, between April and October you can expect warm and welcoming weather: perfect for enjoying the city’s many parks and beaches. Take in a free concert at the huge Millenium Park – home of “the Bean” – or enjoy a stroll on the 606, a former railway track turned urban oasis. Go waterside at the Riverwalk to admire some of Chicago’s dazzling architecture or stretch out at Lincoln Park, making sure to stop by at the world-famous Lincoln Park Zoo.

If you’re in the mood to simply kick back in the sun, head to one of the city’s glorious beaches. Oak Street and Rainbow beaches are both local favourites, while Helen Doria is the perfect sandy spot to beat the crowds. If you’re feeling active, many beaches offer kayaking, windsurfing and a range of other water sports, or perhaps some high-energy beach volleyball will wake you from your lakeside slumber.

Tuck into Chicago’s gastronomic scene

Some of America’s top chefs call Chicago home. Once you’ve devoured a classic deep-dish pizza from Pequod’s, you can expect to sample a range of tantalising tastes from around the world. From fine dining at Oriole to street food at Revival Food Hall, Chicago holidays were made in foodie heaven.

With its dizzying skyline and relaxed yet sophisticated atmosphere, will Chicago be your next city break? We have handpicked an exclusive selection of exceptional hotels to suit every taste and ensure a sensational stay in the Windy City.

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