Day 102 – Welcome to Connecticut (2026)

The Trek Continues: Exploring Connecticut's Trails

Today's adventure began with a well-deserved rest, a rare luxury for avid hikers like us. We awoke to the morning sun, embracing the chance to recharge after consecutive 25-mile days. As I laced up my new hiking shoes, I couldn't help but feel the excitement of entering a new state, Connecticut, marking my 10th on this epic journey.

The trail's initial ease lulled me into a false sense of comfort, but the miles ahead would prove challenging. The first climb, a mere mile in, was a gentle reminder that every ascent has its rewards. And what a reward it was! As I crossed the state border, a sense of accomplishment washed over me, a feeling I've come to cherish.

My new shoes, though comfortable, were still in the break-in phase, and I could feel the strain on my feet. It's a familiar discomfort, a rite of passage for any serious hiker. Despite this, I was determined to press on, adjusting my pace to accommodate the terrain and my body's needs.

The trail's beauty revealed itself as I hiked alongside a river, a serene setting that beckoned me to pause and soak in the experience. Joining my fellow hiker, Shooter, we took a moment to immerse ourselves in the cold river, a refreshing break from the day's exertions. This simple pleasure is often overlooked but can be a highlight of any hike.

The covered bridge, a short detour from the trail, offered a glimpse into the region's history and provided a welcome change of scenery. These unexpected discoveries are what make hiking so captivating, revealing hidden gems off the beaten path.

As we approached Kent, CT, the trail presented a steep climb, a challenge that seemed more daunting than it should have. The physical exertion was matched by the stunning views at the summit, a reward for our efforts. It's moments like these that remind me why I hike; the sense of achievement and the beauty of nature are a powerful combination.

Reaching Kent, we replenished ourselves with cold drinks and made our way to a local outfitter. While we arrived just after closing time, the town offered a much-needed respite. We indulged in a hearty meal at Cozzy's, a local eatery, where we devoured a pizza and garlic knots, a well-earned feast after a long day's hike.

The evening hike to Stewart Hollow Brook Shelter was a tranquil affair, with the Housatonic River providing a picturesque backdrop. As the sun set, we set up camp, reflecting on the day's journey and the miles ahead. This trek is not just about the physical challenge but the experiences and memories we collect along the way.

In my opinion, hiking is as much about the journey as the destination. Each day brings new challenges, discoveries, and insights. It's a constant reminder that life's greatest rewards often come from embracing the unknown and pushing through discomfort. This trek through Connecticut is yet another chapter in a larger adventure, a testament to the beauty of exploration and the resilience of the human spirit.

Day 102 – Welcome to Connecticut (2026)
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