Beacon Hill is Boston's traditional blue-blood neighborhood, whose famous residents over the years have included Oliver Wendell Holmes (who coined the term "Boston Brahmin" for the city's elite), Louisa May Alcott, John Hancock, Daniel Webster, Robert Frost, and John Kerry, among others. It's one of Boston's most charming neighborhoods and a wonderful place for a walk.
Begin by walking up Beacon Street along the Boston Common. Keep an eye out for purple panes of glass in the windows of the houses along the north side of the street. These are original glass pieces from the early 19th century that changed color when exposed to sunlight due to chemical impurities. Turn left onto Walnut Street to leave the bustle behind and enjoy the pleasure of wandering around the leafy streets lined with stately red-brick houses and old-fashioned streetlamps. Don't miss tiny cobblestone Acorn Street, which runs for one block between Willow Street and Cedar Street. Reputedly the most photographed street in Boston, Acorn Street was once home to the servants who worked for the families in the grand mansions on Chestnut Street. From here, head back up to Willow Street and cross Mount Vernon Street to Louisburg Square, one of Boston's most prestigious addresses. At the heart of the square is a small private park that is not open to the general public. When you're done roaming the heart of Beacon Hill, head downslope and emerge onto Charles Street, where you'll find elegant shops and eateries.