Day 102 – Welcome to Connecticut (2026)

Welcome to Connecticut, the 10th state on the hiker's journey! Day 102 of the trek brings a much-needed break from back-to-back long days of hiking. The hiker, eager to explore new terrain, embarks on a 20-mile journey with a HERO (Hiking, Eating, and Resupply) plan in Kent, Connecticut. The day starts with a relaxed pace, allowing the hiker to appreciate the comfort of new shoes and the beauty of the surrounding landscapes.

One of the highlights of the morning is a refreshing dip in a river, providing a much-needed break for both the hiker and their dogs. The peacefulness of the river and the company of Shooter, a fellow hiker, create a blissful moment. However, the hiker's pace is soon disrupted by a steep climb, causing a sense of sluggishness and a minor fall, which serves as a reminder of the physical demands of the trail.

As the hiker navigates the ups and downs, they encounter a covered bridge, a welcome diversion from the trail. The journey continues with a mix of flat terrain and minor climbs, leading to the arrival in Kent. The hiker's determination is evident as they make their way to a convenience store for refreshments, a well-deserved break after the day's exertions.

The real treat, however, is the discovery of Cozzy's, a local eatery serving burgers and pizza. The hiker indulges in a 14-inch bacon, cheddar, and ranch pizza, sharing it with Shooter and another companion. This moment of culinary delight provides a much-needed energy boost, allowing the hiker to continue the journey with renewed vigor.

The second half of the day involves a resupply at a grocery store and a challenging hike along the Housatonic River. The hiker's determination to reach the Stewart Hollow Brook Shelter before dark showcases their resilience and determination. Despite the physical demands, the hiker finds solace in the beauty of the river, making the evening hike a memorable experience.

In conclusion, Day 102 of the hike in Connecticut offers a blend of relaxation, adventure, and culinary delights. The hiker's journey through the state's landscapes and communities highlights the beauty of the trail and the importance of taking breaks to appreciate the journey. As the hiker continues their trek, they eagerly anticipate the next chapter of their adventure, leaving Connecticut with fond memories and a renewed sense of purpose.

Day 102 – Welcome to Connecticut (2026)

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