AROUND TOWN: A First-Timer’s Guide to Chicago

Image via Please, Do Tell

Image via Please, Do Tell

Nicknamed the Windy City, Chicago is known for deep dish pizza, draw bridges, spirited St. Patrick’s Day celebrations and the beautiful, ocean-like Lake Michigan. Being the third biggest city in the United States makes Chicago a cultural hub for history, food, arts and sports. For anyone visiting who has never been to Chicago, there are a few staples that cannot be overlooked. We rounded up some of our favorite Chicago stops for any Chi Town newbie – and the best part is that you can cover them all in one weekend! 

Where to Stay:

If you are staying in the city center known as the Loop – we recommend the Kimpton Gray Hotel – just a short walk from The Art Institute of Chicago located on Michigan Avenue. This museum is one of the oldest and largest art museums in America and houses works by well-known artists such as Pablo Picasso, Henri Matisse, John Singer Sargent and Andy Warhol.   

What to Eat:

Head towards the river and check out Fisk & Co, a newly opened pub with a hip modern twist. Known for savoy moules-frites and an extensive craft beer selection, their menu offers classic dishes with a flare. Not only is every dish mouthwatering, but Instagram worthy, too!

What to Do:

Speaking of Instagram, head over to Skydeck Chicago’s The Ledge, located on the 103rd floor of the Willis Tower, for a breathtaking aerial view of the city. Here, test your courage by stepping out onto glass boxes suspended 1,353 feet over the city! 

Where to Shop:

Make your way to the Lakeview neighborhood and explore the shops on N Southport Avenue. Looking for something sparkly? We recommend stopping at M2 BoutiqueStella Blue Design and Kendra Scott. After your retail therapy, walk to the historic Wrigley Field and watch the Chicago Cubs with a cold one in hand. The recently opened Hotel Zachary makes for a great stop to grab a bite to eat after the game at any of its venues.


BlogMeghan McAllister