The 107 mile century is the Tour’s signature challenge—an epic loop through Plymouth, Rumney, Wentworth, Warren, Glencliff, the Connecticut River Valley, and over Mount Cube. With 5,372 feet of climbing, this route blends long stretches of quiet valley roads with iconic New Hampshire climbs, including steep pitches near Mount Moosilauke, the Glencliff ascent, and the demanding Mount Cube approach. Riders are rewarded with sweeping mountain views, shaded river roads, classic small-town scenery, and fast descents before rolling back into Plymouth. It’s a demanding, breathtaking ride built for cyclists who want the full Highs & Lows experience.

The 65-mile route is a stunning tour of Plymouth, Rumney, Wentworth, Warren, and Glencliff, with about 3,493 feet of climbing. Riders roll through quiet farmland, river valleys, and classic New Hampshire backroads before tackling bigger climbs near Mount Moosilauke and Glencliff. Expect steady rollers, a few punchy ascents—including the Lily Pond Road climb—and long, scenic stretches along Old Route 25. It’s a challenging but rewarding ride that showcases some of the most beautiful terrain in the western White Mountains.

This 43 mile loop delivers a classic New Hampshire ride through Plymouth, Rumney, Wentworth, and the Baker River Valley, with about 1,994 feet of elevation. Riders will enjoy long stretches of quiet country roads, rolling farmland, and steady valley views framed by the foothills of the White Mountains. The route includes a mix of gentle rollers, a few punchy climbs—like Town Pound Hill and Rattlesnake Hill—and smooth cruising along Old Route 25. It’s a scenic, moderately challenging ride that showcases the best of the region’s small towns and natural beauty.

26-Miler
This scenic loop rolls from Plymouth into Rumney and along the Baker River Valley, mixing quiet backroads, farmland views, and gentle mountain backdrops. With about 1,300 feet of elevation, riders can expect steady rollers, a few short climbs, and plenty of smooth cruising. You’ll pass through small-town centers, open fields, shaded stretches, and classic New Hampshire scenery before looping back to Plymouth Regional High School.