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Follow the red-brick road, otherwise known as Freedom Trail. The trail stretches 2.5 miles and leads the way to 16 historical sites that are significant to American history. Some of the sites and attractions include the Boston Common, the Old State House, the Bunker Hill Monument, the Paul Revere house and the site of the Boston Massacre.

The Charles River Esplanade stretches along three miles of the beautiful Charles River and surrounding attractions. This spot is perfect for relaxating outdoors and enjoying a picnic, fishing, taking a gondola ride, or just sprawling out on a blanket and watching the river roll by. There are also several scheduled events here like fitness classes and festivals.

Live comedy is the ticket at the ImprovBoston Theatre. Stand-up comedians, improvisational shows, and sketch performances are hosted here five nights a week, providing comedic entertainment to thousands of people annually. If you have an interest in being a performer, ImprovBoston hosts classes for those willing to learn.

Explore the historic neighborhood of Beacon Hill. This area of town is beautiful, with narrow streets, brick sidewalks lit by gas lights, row houses with beautiful doors and brass knockers, hidden gardens, decorative ironwork throughout, colonial revival homes from the early 20th century and other elements that harken from neighborhoods of the past. Beacon Hill draws plenty of attention for its looks but the neighborhood also offers unique shops and some of the city's best restaurants, along with other businesses and attractions.