The first 16-mile chunk of the Long Trail starts in Massachusetts, kicking off with a steep climb to the Vermont state line (the Trail's official start) and a rugged trek north.

This 20-mile stretch of Vermont's Long Trail tops out at a fire tower overlook on Glastenbury Mountain and offers thru-hikers four shelter options along the way.

Even as this 19.2-mile stretch of the Vermont Long Trail loses more elevation than it gains. Plus: thru-hikers are treated to pond-side shelters, Green Mountain overlooks, and more challenging terrain.

Nearly 7,000-feet of climbing are spread over this 22-mile point-to-point on Vermont's Long Trail; the highlight is a 2,400-foot ascent to 360-degree views atop Killington Peak.

Tracking northwest along the western edge of the Green Mountains, this 19-mile section of the Long Trail skirts several peaks on an increasingly rugged path.

A true ridgeline trek in the Green Mountains, this 15-mile point-to-point section of the Long Trail skirts classic Vermont ski areas, offering far-off vistas and several overlooks.

One of the toughest stretches on the Long Trail, this 23-miler tackles an exposed, boulder-scrambling climb to Camels Hump while enjoying views of the Greens, Whites, and Adirondacks.

Ranging 23-miles through northern Vermont, this Long Trail section continues through rugged terrain and rewards thru-hikers with sweeping views of the Green Mountain range.

This 21-mile homestretch of Vermont's Long Trail conquers one more mammoth Green Mountain summit (Jay Peak) before trekking north to the Canadian border and Journey's End.

Ogle fiery color in the Green Mountains.