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Few cities do summer nights better than Chicago. The city has elevated al fresco drinking and dining to an art form – with Lake Michigan as the canvas. Just imagine Dark & Stormy-ing away the worries of the work week or the memories of Johnny Depp's performance in The Lone Ranger from 18 stories above or with the sand beneath your feet.
Hipster than thou? Tacos and whiskey in a former service station parking lot will help you forget that "Portlandia" doesn't come back on the air until early next year for sure.
Count your drinks, though – you'll want to be up and at 'em to explore Chicago's stunning architecture, its world-renowned museums and this BBQ festival.
As always, we've got you covered on the hotel front:

Raffaello Hotel. European style in Streeterville

The Swissotel Chicago. Sleek and modern near the Mag Mile

Chicago's Essex Inn. Panoramic views above Grant Park

The Talbott Hotel. Luxury on the Gold Coast

Majestic Hotel. Quaint and charming in lovely Lakeview

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