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As much as we don't want to admit it, the season of outdoor drinking and general alfresco debauchery is rapidly coming to a close. Before we know it, we'll be chatting about "Da Bears" and inevitably, da cold. But before we brave the elements, it's time to get in a last round or three on our favorite rooftop. Whether you're enjoying a cocktail at Hotel Lincoln's J. Parker or keeping it casual at Sheffield's or Frontier, here are our picks for your go-to look.
Shoes: Give your favorite wedge sandals one more time to shine, like these basic blacks from Target or Dolce Vita's awesome nude.
Shorts: As long as you're still rocking a tan from weekend getaways and afternoons spent at the beach, you might as well show off those legs with a fun pair of shorts, like BCBG's leather version or that Zara skort that's had everyone from supermodels to our best friends singing its praises.
On Top: Transition smoothly into fall with an amazing embellished top from AllSaints, rounding out your rockstar look or punch up your look with some bright summer colors and big accessories like an investment piece from Dannijo.—Christina Honan
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