Bukowski Tavern

Bring your sense of humor to the Boston Comedy Festival. This popular event has brought some of the funniest comedians in the business to Boston, including Louis CK, Joan Rivers, Dennis Leary, and Lewis Black. Aside from stand up performances, the festival also features improv performances, sketch comedy, and hilarious independent films.

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.

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.

Hang out at the Blue Hills Reservation for some outdoor sports and recreation fun. The reservation isn't too far from downtown Boston, and offers a variety of invigorating activities, including camping, fishing, non-motorized boating, hiking, rock climbing, softball, and swimming. There's also ice skating and skiing during the winter months.