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GOOD FOR: Your concert-loving hipster brother, who thinks downtown is for losers, man
WHERE: The Inn at Longman & Eagle (2657 N. Kedzie Ave.; 773-276-7110, longmanandeagle.com). From $75.
THE GIST: Furnished with custom-made reclaimed-wood furniture, local art, and Apple TVs, this inn feels minimalistic in an urban-chic kind of way.
INSIDER TIP: Book a room and you’re guaranteed a spot in the no-reservations, always-packed restaurant downstairs. Or order in.
SCENE AT THE BAR: A sea of skinny jeans, plus old-school foodies, crams by the bar, waiting for a table. Inn guests exchange complimentary tokens for shots from the 30-strong whiskey list.