The Vermont Challenge
The Vermont Challenge is a four, three, or one-day, non-competitive bike tour of Vermont!
The Grand Challenge
The Grand Challenge, the signature tour, begins at Stratton Mountain Resort on the evening of Wednesday, August 14th. The Grand Tour then continues to Manchester, Okemo Mountain Resort and The Town of Killington before returning to Stratton Mountain Resort on Sunday, August 18th. This route offers some of the best cycling roads you'll find in the U.S. In addition, you have the option of completing an amazing century on Saturday August 18th that crosses the Brandon Gap, one of Vermont's six Legendary Gaps across the Green Mountains before finishing that day on the access road at the Town of Killington!
The Weekend Challenge
Short on time? Then choose the Weekend Challenge that begins Thursday evening, August 15th in Manchester and finishes back at Stratton Mountain Resort on Sunday August 18th. This route, like the Grand Tour, provides you with the option of completing an amazing century that crosses the Brandon Gap, one of Vermont's six Legendary Gaps across the Green Mountains. We offer bus transportation back to Manchester on Sunday since you started there.
The One-Day Legendary Gap Century & Metric Century
Can't take a day off from work, but want to really challenge yourself? Then come ride our one-day Legendary Gap Century/Metric Century which begins and ends at Killington Mountain Resort on Saturday August 17th and crosses the legendary Brandon Gap before returning to Town of Killington for finish lunch/ party.
Not ready to ride a full century? No problem, simply choose the Metric Century option, which leaves Killington Mountain Resort and heads for the beautiful picture post-card village of Woodstock before looping through gorgeous roads along the Black River as it returns to Town of Killington to enjoy the festivities in the same location as the century riders.