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Chicago Must See and Eat

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Chicago has so much to see and do! I’ve spent my fair share of time in the city between my childhood and adult life and I love visiting these places! With all of the great food and activities to choose from, I’ve narrowed down some of my favorites fo...
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Food

Brunch. Snacks. Treats. Dinner. In Chicago, you’ve got so many options! Here are some of my favorites you need to check out.
 
Kirsten Hackett profile picture
If you’ve heard that this is the home of the best banana pudding, it’s true! And I don’t mess around with my banana pudding.
World-Famous Banana Pudding at Magnolia Bakery
 
Kirsten Hackett profile picture
The best cinnamon rolls ✨ if I’m in town, I will actively go out of my way to come for a cinnamon roll! But their menu is full of solid options if that isn’t your vibe.
Ann Sather Home
 
Kirsten Hackett profile picture
A brunch must! We love the mimosas and apps, spaghetti carbonara, and burrata 🤍
Olio E Piú - Italian Restaurant in NYC, Chicago, Washington D.C.
 
Kirsten Hackett profile picture
Easily one of my favorite places in all of the city. If you can, sit at the bar! We watched all the food come out as we ate and OMG. And the staff explained everything to us, too! Definitely recommend the tuna tartare, but everything we had was incre...
The Purple Pig Restaurant

Drinks

You can have a drink anywhere in Chicago, but a solid experience is what makes all the difference!
 
Kirsten Hackett profile picture
The “Dealer’s Choice” is so fun! Choose your drink profile basics and they’ll take it from there! Environment? Top tier. It’s on the ground floor of the super fun ACME Hotel. Can’t recommend this spot enough.
The Berkshire Room
 
Kirsten Hackett profile picture
Saying the vibes in this place are fun would be doing it a disservice. No matter your drink of choice, there’s an option for you!
Broken Shaker at Freehand Chicago: Craft Cocktails and Casual Vibes | Freehand Hotels Chicago
 
Kirsten Hackett profile picture
The cutest champagne bar! And omg, the snacks. Whipped ricotta with honeycomb and edible flowers. Do I need to say more?
pops for champagne

Activities

There are so many fun things to do in Chicago!
 
Kirsten Hackett profile picture
Views + delicious drinks? Yes please.
CloudBar at 360 CHICAGO: Bar at former John Hancock Center
 
Kirsten Hackett profile picture
Everyone needs to visit the Shedd Aquarium! 🐠 It’s in a great location and has some of the best exhibits for all ages.
Shedd Aquarium
 
Kirsten Hackett profile picture
If I had to choose one word the Lincoln Park Conservatory, it would be gorgeous. If you’ve never been, add it to your list!
Lincoln Park Conservatory

Lodging

Your trip to Chicago is only as solid as where you stay! 🏨
 
Kirsten Hackett profile picture
If you know me, you know how much I love music, so this hotel was right up my alley! The staff was so kind and ready to give recommendations. We can’t wait to come back!
ACME Hotel