Spend some time hanging out in the country's oldest park. The 50-acre Boston Common is the anchor for the Emerald Necklace park system and is the starting place of the famous Freedom Trail. There are quite a few monuments throughout the park, and several outdoor events take place in the Common throughout the year.
Wine connoisseurs, get your tickets to Chef Daniel Bruce's Boston Wine Festival, one of the nation's longest-running wine events. This isn't your typical, two-day festival; the festival spans three and a half months and hosts a few events each week. The 23-year-old event features wine tastings, paired with signature dishes created by Chef Bruce. Throughout the history of the Boston Wine Festival, the menu has never been repeated.
Like many of the buildings in Boston, the Massachusetts State House serves as an embodiment of the city's important history. The state's capitol building, built in 1798, resides on land that once belonged to John Hancock. You'll recognize the building easily because of its 23-karat gold dome roof. You can see the State House while you're strolling down Freedom Trail, or you can opt for an in-depth tour of it's interior attractions.