Visiting Boston for only the weekend can be frustrating—simply because there are so many things to do and see that even 1 week isn't enough. But, try anyway. It's worth it!
Perhaps one of the must-have experiences in Boston is a walk along the Freedom Trail. This 2.5-mile line—marked by red paint or red bricks—is a self-guided tour that starts from Boston Common and runs past 16 of Boston's most important historical sights. These include Faneuil Hall, Old North Church, the Paul Revere House, King's Chapel, and the Bunker Hill Monument. If you feel you need a little guidance with such a monumental historical undertaking, free guided tours from the National Park Service or, for a nominal fee, the Freedom Trail Foundation are also available.
While you're on the Freedom Trail, be sure to stop in at the Union Oyster House—the oldest continually running restaurant and oyster bar in the country and the oldest standing brick building in Boston's Georgian architectural style. To top that, it's also been designated a National Historic Landmark. Union Oyster House opened as a restaurant in 1826, and has been visited by the likes of Presidents Franklin D. Roosevelt, John F. Kennedy, and Bill Clinton, along with a slew of movie stars, athletes, and governors.
Boston is home to super sports fans of the New England Patriots, the Celtics, the Bruins, and the Red Sox. To Bostonians, Fenway Park is nearly a religious institution, and is the oldest Major League Baseball ballpark in the country. The Red Sox have played there since 1912. Its seats are all green, except for one red one, located in the bleachers of right field (Section 42, Row 37, Seat 21). It was painted red to mark where the longest home run ever hit in Fenway—502 feet by Ted Williams on June 9, 1946, off Detroit's pitcher, Fred Hutchison—landed. If you can't make it to a game, tours are available.
For a glimpse of times past, visit the historic, picturesque streets of Beacon Hill, where the famous Acorn Street is said to be Boston's most photographed. You'll feel like you have stepped back in time amidst the 19th century rowhomes, gas lamps, brick steps, and window boxes that fill the charming streets, some of them narrow and cobblestoned.