Inspiring Herman Melville and Henry David Thoreau, Mount Greylock in western Massachusetts is the highest point in the state at 3,491 feet above sea level.

The schoolhouse where Jesse Merwin, the inspiration for the "The Legend of Sleepy Hollow" character, once taught.

One of the most scenic falls in Massachusetts has a history of death and grim legend.

The former residence of Elizabeth “Mumbet” Freeman, an enslaved African-American woman who successfully sued for her freedom.

Three acres of mythology-inspired sculptures are visible from the highway.

The site of the first "historically true" UFO encounter in the U.S.

Journey through vintage Americana inside this small Massachusetts shop.

The mansion home of author Edith Wharton.

Stay at this storybook estate, featuring Sir Henry Hudson Kitson's masterpiece "Gingerbread House."