Chicago, also known as the Windy City, sits on the vast Lake Michigan. Known for its stunning skyscrapers, Chicago is also a place with wide ranging options for lovers of entertainment and culture, making it the perfect holiday destination for fans of city breaks.


Chicago from the Willis Tower – Photo by Stephan Popescu via Trover

Those who enjoy visiting museums will be spoilt for choice with options including the Chicago History Museum, the Museum of Science and Industry, and the Peace Museum. Travellers with families might also enjoy a visit to Chicago’s Children’s Museum, which¬†provides free admission to children 15 and under every Thursday from 5 p.m. to 8 p.m. and all day on the first Sunday of each month.

Art fans visiting Chicago will also be in for a treat with a wide range of galleries displaying all different types of art. Examples include the Museum of Contemporary Art, the National Veterans Art Museum, and the National Museum of Mexican Art, to name but three options from an extensive list.


Of course one of the things Chicago is particularly famous for is its skyline. Those with an interest in architecture might want to try out the¬†Chicago Athenaeum (Museum of Architecture and Design), or the Chicago Architecture Foundation. Of course you could just take a wander around the city and gaze upward to take in the majestic skyscrapers, which include the Trump International Hotel and Tower, the John Hancock Center, and the Willis Tower, formerly known as the Sears Tower which was the tallest building in the world when it was built back in 1974. You can even take a ride up the viewing tower for spectacular views of the city, assuming you don’t suffer from vertigo that is!


If your idea of culture is more musically inclined, you won’t be disappointed in Chicago. Recommended places to visit might include the Symphony Center, where you can enjoy classical music from Chicago’s very own Symphony Orchestra, or perhaps an evening out at one of the many impressive theatres in the city, including the Lookingglass Theatre Company, the Goodman Theatre, or of course the Chicago Theatre itself.


After a day or two spent admiring the many cultural treats that Chicago has to offer, you may wish just to kick back and enjoy a nice meal and a glass of wine. If so, you won’t be short of dining options in Chicago with almost every international cuisine you can think of available across the city. Although, to help you get your bearing, perhaps a good place to start is with one of the city’s food tours, which range from pizza tours to cupcake tours to ethnic food tours for those who prefer something a bit more varied.


So, with great museums, theatres, and a skyline that competes with almost any other in the world, why not book yourself into one of the many hotels in Chicago and pay a visit to the Windy City?


Disclaimer: I am a freelancer for Hipmunk and am currently working on their #hipmunkcitylove project.

About Tammyonthemove

Tammy & Chris are a couple hailing from Germany and England, meaning between them they are efficient and polite, but unable to talk about football. Find out why they stopped pushing pens around the British civil service to travel the world on their blog.

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