The Green Mountain Club certifies two hiking accomplishments: a complete section or thru-hike of the Long Trail, called the End-to-End, and a lesser-known achievement known as the Long Trail Side-to-Side. The Side-to-Side requires hiking all 88 trails (166 miles) that lead to the Long Trail from the east and west, spanning the entire Long Trail from north to south. One person finished the Long Trail Side-to-Side in 2025 -> Me!

I gave a talk last night at the Green Mountain Club’s visitor center about the Side-to-Side Trail List to a packed house, which was captured on YouTube here. My talk describes the challenges you’ll encounter while hiking the list, the navigation tools and maps you’ll need to find the side-to-side trails, and different strategies for completing this fantastically fun trail challenge.