Do: Walk the Freedom Trail Beginning in Boston Common and ending at the Bunker Hill Monument, the Freedom Trail is a "must-walk." A two-and-a-half-mile trail, it links sixteen historic Boston sites, including Faneuil Hall (pictured) and Paul Revere's house. The great thing about the line of red paint (or brick in some areas) is that you can walk it on your own or opt for a tour, led by a guide outfitted in Revolution-era garb. Stay: Omni Parker House Steeped in history, stuffed with ghost lore, and teeming with old-world grandeur, the surprisingly affordable Omni Parker House is the place to stay for a taste of Boston's literary and political past -- and it has a great location only five minutes from Boston Common and the start of the Freedom Trail. But manage your expectations when it comes to service and rooms.