Cumberland Gap in September

April through June is peak season for good reason. Wildflowers bloom along the trails, temperatures hover in the 70s, and the humidity hasn't kicked in yet. Fall—September and October—brings the leaf-peepers, and for good reason. The maples and oaks turn brilliant red and gold, creating Instagram-worthy shots from Pinnacle Overlook. But here's what the guidebooks don't tell you: late fall and early winter can be magical. November through February means fewer crowds, clearer views (no haze), and if you're lucky, snow dusting the peaks. Summer gets hot and sticky, with temperatures pushing 90 degrees and humidity that'll soak your shirt on easy trails. Spring can be muddy—the trails turn to soup after rain, and it rains a lot in March and April.