Hotel · Near North Side
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"Freehand Chicago, a hipster haven in Chicago’s River North nabe, is taking bookings for June and beyond." - Michelle Baran
German restaurant · Lincoln Square
Beer & Bavarian fare in an family-friendly Oktoberfest setting with German bands some nights.
5 Postcards
Cambodian restaurant · Hermosa
Hermosa is a cozy sandwich shop where chef Ethan Lim serves up sumptuous Cambodian-inspired bites like the standout fried chicken sandwich, paired with crispy fries and whimsical ice cream floats.
7 Postcards
Night club · Lakeview
Cavernous nightlife mainstay with a diverse, no-attitude, all-orientations crowd on the dance floor.
8 Postcards
Coffee shop · Wicker Park
Wormhole Coffee, an '80s-inspired haven in Wicker Park, boasts a DeLorean, vintage memorabilia, and creative brews, perfect for a chill hangout or study session.
6 Postcards
Bar · Uptown
Iconic since '69, Baton Show Lounge is a drag haven where bachelorette parties thrive, featuring fabulous queens and a lively atmosphere in Uptown.
Coffee shop · South Loop
Overflow Coffee, located in the historic former Vee-Jay Records building, offers delicious organic brews and tasty bites in a cozy, art-filled space perfect for lingering or working remotely.
Gay bar · Lakeview East
Step into Sidetrack, Chicago's gay bar sensation, where the vibrant energy pulses through multiple levels, slushy cocktails flow freely, and showtune sing-alongs reign supreme.
Karaoke bar · Chinatown
Theme House is your go-to karaoke haven in Chinatown with spacious private rooms, a stellar song selection, tasty Chinese bites, and friendly service.
2 Postcards
Sushi restaurant · West Loop
Nestled in the West Loop, Omakase Yume is an intimate eight-seat sushi sanctuary offering an exquisite 17-course omakase experience crafted by Chef Sangtae Park.
22 Postcards
Japanese restaurant · West Town
Arami is a chic sushi haven where high-quality rolls and thoughtful omakase shine amidst a cozy, sophisticated atmosphere and impressive sake selections.
25 Postcards