The Shires

The Shires take their name from the fact that Bennington County has not one, but two county seats, locally known as shire towns. In the south is Bennington, where an elevator ride takes you to the top of the 306-foot Bennington Monument, the state’s tallest manmade structure. It’s a perch that offers a look back at Revolutionary War history as well as a sweeping view of today’s Bennington: a college town that hums with intellectual, artistic, and political energy. In the north is Manchester, a town made prosperous first by industry and then by vacationers hungry for fresh air, mountain vistas, and world-class fly-fishing. A testament to Manchester’s resort appeal is Hildene, a graceful hilltop estate built in 1905 by Abraham Lincoln’s son, Robert, as a summer home and now open to the public as a museum.

From these two shire towns, many smaller communities extend outward into the Valley of Vermont, filling this scenic slice of land with their own histories and highlights. Shaftsbury attracts literary pilgrims with the Robert Frost Stone House Museum, where the celebrated poet once lived and wrote some of his best-loved works. In Pownal, many hikers take their first steps on a 272-mile journey known as the Long Trail, the nation’s oldest long-distance hiking route. East Dorset is the source of the famous Battenkill River, a bucket-list destination for many anglers. Follow the river south to Manchester, and you’ll find the outdoor-sports company it inspired, Orvis, as well as the American Museum of Fly Fishing.