Growing up, I was not a fan of road trips. In the days before myriad digital distractions—or, as the kids like to say, “back in the 1900s”—car rides always felt so looooong, although my sister, Katie, and I did enjoy competing to see how many cows we could spot outside our respective car windows. (To this day, I still feel oddly giddy when I see a field full of cattle.)
In recent years, however, I’ve become our family’s back-road ambassador, unapologetically shuffling everyone into the car in the name of countless small-town escapes and delightful detours en route to bigger-dot destinations. We’ve sipped milkshakes at Turnage Drug Store in Water Valley, Mississippi; perused the shelves of Page and Palette, a third-generation bookstore in Fairhope, Alabama; marveled at the Big Oak…