When Sun, Aug 24, All day Source RACE TO THE TOP VT - Home Description Every August the Delta Dental Race to the Top of Vermont draws hikers, bikers, and runners from across the U.S. and Canada to climb Mt. Mansfield, Vermont’s highest peak. Our course ascends the historic Mansfield Toll Road – 4.3 miles in length and 2,564 feet of up! For some, it’s all about trying to achieve a fast time on this challenging course. For others, it's about coming together at this fun annual event to support the Catamount Trail Association, test themselves as a solo participant or team, and to enjoy the spectacular views!