Event for 2026 has been cancelled, see you in 2027! Details to be confirmed… Born from the legendary LAMB ride—a local bucket-list epic covering Lincoln Gap, Appalachian Gap, Middlebury Gap, and Brandon Gap—the Vermont Gran Fondo transforms one of cycling’s most notorious challenges into a fully supported event. Created in 2013 by local cyclists seeking something more demanding than typical valley rides, this Gran Fondo National Series event has earned recognition as one of North America’s toughest.

The flagship Gran Fondo route covers 109 miles with 10,350 feet of climbing across those four legendary gaps. The notorious Lincoln Gap features a 24{7d930dac22c3098df6885e99234e9d5f6915bd3cf1a0aaaee235f6cff16207f2} maximum grade and 15{7d930dac22c3098df6885e99234e9d5f6915bd3cf1a0aaaee235f6cff16207f2} average, earning recognition as potentially the steepest paved mile in the U.S. The Medio Fondo (80 miles, 6,000 feet) skips Lincoln and Appalachian gaps, while the Piccolo Fondo offers a 40-mile, 2,700-foot option. The ultimate Gran-X Fondo extends to 145 miles and 13,700 feet by adding Roxbury and Rochester gaps.

All routes feature full support with rest stops, sag vehicles, and mechanical assistance. A Friday time trial covers 6.2 rolling miles, and the Green Mountain Gap Challenge awards the fastest climbers up Lincoln Gap with local prize packages.

The event doubles as both a challenging ride and competitive race within the Gran Fondo National Series. Electronic timing chips track progress and allow competition through highlighted segments, while casual cyclists can ride at their own pace. Post-ride festivities at Bristol Recreation Club feature live music, local food and beverages, and farm-to-spoon ice cream.

Event proceeds support bicycling infrastructure and programs throughout Addison County, making this both a personal challenge and community contribution.