Could it be that the new Portland is in… Kentucky? Louisville has asserted itself as a lively, offbeat cultural mecca on the Ohio River. New Louisville, also known as the East Market District or NuLu, features converted warehouses used as local breweries, antique shops and the city’s coolest restaurants. On Bardstown Rd in the Highlands you’ll find a hipster strip of shops and bars, not to mention many ‘Keep Louisville Weird’ stickers. Bourbon reigns in Louisville. This is the traditional jump-off for the Bourbon Trail; with bourbon’s current wave of popularity, new upstart microdistilleries, including some in and around Louisville like the small-batch Angel’s Envy, are giving the old names in bourbon a run for their money. Try for the first Saturday in May to witness the ‘greatest two minutes in sports,’ the Kentucky Derby.
The coolest hotel in town is 21c Museum Hotel, an edgy contemporary hotel with scissor chandeliers and loft-like rooms.