Known as the Skiers’ Highway, serpentine Route 100 manages to pass the base of nearly every major ski resort in southern Vermont. From Ludlow south through Jamaica, Stratton, and West Dover, any doubt that skiing is the cash cow of the state’s most lucrative industry—tourism—is quickly dispelled by the clusters of inns, sportswear shops, vacation real estate offices, and restaurants along the way.

In recent years, downhill mountain-bikers and inn-to-inn cyclists riding Route 100 have made the region more of a year-round recreation center, but overall you still get the sense that, pretty as they are with their village greens, old homes, and hand-carved wooden signs, many of these Route 100 towns spend the warm months convalescing.