Starting in the leafy veins of Forest Park, you step away from the city's pulse and into nature's steady heartbeat. This hike from Forest Park to Castlewood State Park covers roughly 22 miles, threading through mixed terrain that tests endurance without overwhelming. Expect nearly 1,800 feet of elevation gain spread across well-maintained trails, dirt paths, and occasional rocky patches. The trail respects its mature forests fiercely, with towering oaks and whispering pines introducing themselves along the way, their branches guiding your path like quiet guardians.

From the urban fringe, the path drifts smoothly into rural edges where the Meramec River dares you nearby, its currents pushing forward with unrelenting confidence. Castlewood’s rugged bluffs reward the effort, offering expansive views where the river curves sharply, and skies stretch wide in response. This route combines the accessible with the wild, balancing the practicality of trail markers and frequent water crossings with raw nature’s unpredictability.

Prepare for a full day: an early start before crowds gather and temperatures climb. Footwear with reliable traction is critical—you’ll navigate earthy stretches softened by recent rains and sun-dappled slopes warmed by midday light. Carry at least two liters of water; several reliable refilling spots exist, but staying hydrated is non-negotiable. Trail snacks should be energy-dense but light, easily tucked into your pack for quick access.

This hike demands respect but promises a steady rhythm where your steps sync with forest songs and river murmurs. It's a challenge of endurance and attention, a prolonged conversation with the land fiercely itself. Whether layering for variable weather or pacing your energy reserves, each element of preparation sharpens your experience. From city streets to woodland trails, this journey maps out a compelling narrative of transition: from the structured edges of urban life to wild spaces that quietly insist on your presence and care.