Join Gabi Cerra, content creator, local hiking enthusiast, and your trail guide, for a multi-day hike along one of the most beautiful and manageable stretches of the Appalachian Trail, winding through the forested hills and river valleys of Northwest Connecticut. This 12-18 mile section is perfect for a weekend adventure, not too intense, but just challenging enough to feel the thrill of walking a piece of the iconic AT. Whether you're a first-timer or just out of practice, Gabi will guide you with care, humor, and local knowledge of the landscape and Appalachian Trail. Expect beautiful views, peaceful campsites, wildlife, and the satisfaction of making miles on an iconic footpath. 🌲

What is included

- 2 day, 1 night guided hike on the CT section of the AT (mileage tailored to group comfort) - Camp setup support and tips (BYO gear or let us know if you need help buying gear) - Trail food + water filtering guidance - Nature knowledge, navigation tips, and content-creation pointers if desired * Optional: Photography support for your own trip memories or social channels - Packing checklist and prep call before the trip Who’s This For? * Newer hikers looking for a first-time multi-day experience * Travelers visiting New England who want a real taste of the AT * Nervous solo hikers who want guidance, community, and a safe experience * Creators and nature-lovers who want to get outdoors without doing it alone 💬 About Your Host: Gabi Cerra is an experienced hiker, she has backpacked over 800 miles of the Appalachian Trail in the last few years, and a variety of other trails on the East Coast and out West. From years of putting together the trail, she knows the Appalachian Trail like the back of her hand. Based in Connecticut, she brings both the confidence of a seasoned backpacker and the encouragement of someone who remembers what it’s like to start fresh.

Itinerary

Day 1 (Morning): Meet at the CT​/​NY border trailhead in Northwest Connecticut, at Hoyt Road in Sharon at 8am. Group briefing, gear check, stretch, and set out on the trail. Gentle introduction hike through shaded woodland and rolling hills (approx. 6-10 miles). Camp setup at a designated shelter or campsite. Trail dinner + hangout before settling in for the night. Day 2 (Full Day Hike): Early start with coffee and breakfast. Continue along the Appalachian Trail through scenic ridgelines and lush valleys. Gabi shares local insights, nature knowledge, and confidence tips for hiking solo or in small groups. Midday lunch + journaling​/​photo stop. Recap of skills learned. Return to pickup trailhead by evening. This itinerary is flexible depending on group pace and comfort, it can be adjusted for a more relaxed or slightly faster adventure. Please arrange for pickup at the end point (will be discussed depending on pace​/​comfort level) or plan to pay a shuttle driver to bring you back to your car. A shuttle driver will need to be notified ahead of time with a day, and eta the day of. Gabi can provide options and contact info.