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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.

If you'd rather have your nose stuck in a book than do anything else, then the Boston Book Festival is an event just for you – but you'll have to put down what you're reading to get there. The festival features live book readings, lectures and open discussions with professional authors, and of course, books! Food and fun are also a part of the event so count yourself in on the Boston Book Festival.

Hang out at one of the nation's oldest bars. The Warren Tavern has been serving beer since 1780 and was a favorite watering hole for historical figures like George Washington and Paul Revere. Now days, this nightlife venue doubles as a restaurant that serves up brunch, lunch, and dinner, including favorites like burgers, shepard’s pie, steak, and, of course, New England clam chowder.

Spend the night laughing while enjoying the comedic entertainment hosted by the Improv Asylum. On-the-spot hilarity ensues at the shows here at what's been called “Boston's Best Comedy Club.” You can expect an experience that's like watching Saturday Night Live and Who's Line is it Anyway? combined.