← Back to explore
Curator Guidebook · Chicago

Dawn's Chicago Guidebook

Chicago — A slept on city – known for one of the prettiest skylines in the world and deep-dish (though we natives don’t really eat that, but y’all go ahead and try it). It’s house music, it’s juke, it’s Harold’s, it’s the lakefront in the summer – it’s Midwest manners with global swagger. A city that will surprise you with all there is to do.

D
Dawn
Chicago is in a sports slump right now. Let's not talk about this
6 places
Dawn on Chicago

Chicago — A slept on city – known for one of the prettiest skylines in the world and deep-dish (though we natives don't really eat that, but y'all go ahead and try it). It's house music, it's juke, it's Harold's, it's the lakefront in the summer – it's Midwest manners with global swagger. A city that will surprise you with all there is to do.

Don't miss
The Wade
★ Featured
Hotel

The Wade

Streeterville, Chicago· 3.1mi from Soldier Field

In a city filled with unique neighborhoods, the key is to be centrally located. The Wade Chicago is in the heart of everything– across the street from Lake Michigan and the beach, surrounded by bars and restaurants, and minutes away from any attraction. The rooms and hotel bars are all beautifully modern, and there is an indoor pool with spa benefits, if you need a little rest from the city life.

Defining Feature

Views of the fireworks from your hotel every Wednesday and Saturday night

$$ModerateSoloPairSmall groupLarge group
View full page →
The full list
2
Maple & Ash
Restaurant
Maple & Ash
Near North, Chicago· 3.6mi from Soldier Field

Sometimes price really does equate to quality. The food is a 10/10, and who doesn’t love the opportunity to put on a nice outfit for either a date or a group dinner. Plus there is complimentary caviar and a welcome drink before you even order!

Defining Feature

Surf & Turf

$$$ModerateSoloPairSmall groupLarge group
View full page →
3
Federales
Restaurant
Federales
West Loop, Chicago· 3.6mi from Soldier Field

Delicious margaritas and tacos in the heart of one of Chicago’s most lit neighborhoods

Defining Feature

Take a shot and try to hit the Federales bell

$UpbeatSoloPairSmall groupLarge group
View full page →
4
Hoxton - Lobby Bar
Restaurant
Hoxton - Lobby Bar
West Loop, Chicago· 3.5mi from Soldier Field

Not sure where to go at night? Start at the Hoxton Hotel Lobby Bar. This place is filled with friendly black people lol. Have a drink, listen to some good music, and learn what the moves are for the night.

Defining Feature

Good Music. Great Vibes.

$UpbeatSoloPairSmall groupLarge group
View full page →
5
Flyover
Attraction
Flyover
Streeterville, Chicago· 2.7mi from Soldier Field

Travel through Chicago’s most iconic locations using VR

Defining Feature

Easy way to see the city quickly

View full page →
6
Block 37
Retail
Block 37
The Loop, Chicago· 2.2mi from Soldier Field

Need an outfit for tonight? Forgot your favorite lip liner? Block 37 features stores that can help you replace whatever you may have left at home. It is also centrally located in the Loop with stores for blocks in all surrounding directions

Defining Feature

Zara and Sephora – best of both worlds

$UpbeatSoloPairSmall groupLarge group
View full page →
D
Dawn
Chicago is in a sports slump right now. Let's not talk about this

A Chicagoan until Chicago ends. A corporate girly from 9-5, and a city girl in all that that means directly after that.