What do you do when you’ve lived your whole life in Portland, but you prefer the urban styles more common to Brooklyn and London? You head straight to Old Town to browse the shelves of Upper Playground. A streetwear shop that got its start in San Francisco, this one-year-old boutique (with a third shop in London) carries a vast array of funky apparel featuring the work of hip graphic artists from around the country. Our favorite finds include the Sam Florez fugitive travel bag and Jeremy Fish tees for ladies. Don’t miss the b-ball hats, skull caps and house-label hoodies; they’ll keep you looking fresh no matter where you’re hangin’.