2 Best Sights in The Berkshires, Massachusetts

The centerpiece of this 10,327-acre reservation south of Williamstown is Mt. Greylock, the highest point in Massachusetts at 3,491 feet, and the fictional location of Pottermore's North American school of magic, Ilvermorny School of Witchcraft and Wizardry. The reservation has facilities for cycling, fishing, horseback riding, camping, and snowmobiling. Many treks—including a portion of the Appalachian Trail—start from the parking lot at the summit in Adams, an 8-mile drive from the mountain's base.

The 30-foot span that gives this 48-acre park its name crosses Hudson Brook, yielding appealing views of rocky chasms. The marble arch at the park's center rises in what functioned as a marble quarry from the early 1880s to the mid-1900s. Natural Bridge has picnic sites, hiking trails, and well-maintained restrooms. In winter the area is popular for cross-country skiing. Do check for trail closures due to maintenance before going.