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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.

Get ready to roll down the Minute Man Bikeway. This scenic bike ride travels through the area where the American Revolution began in 1775. Aside from biking, the recreation path welcomes walking, skating, and jogging. If you travel the whole bikeway, you'll pass through four communities: Bedford, Lexington, Arlington, and Cambridge.

Step inside the home of an original patriot at The Paul Revere House. The home dates back to the 1680s and is still outfitted as a home back then would be; 90% of the structure is original. Paul Revere lived here during the same time period as his famous “Midnight Ride,” where he warned patriots that the British were coming. Shortly after this infamous night ride, the opening shots of the American Revolution were fired.

The whole family will appreciate the entertainment produced by the Wheelock Family Theatre. Classic stories like Peter Pan, The Sound of Music, Pippi Longstocking, The Wizard of Oz, and Charlotte's Web have wowed audiences here. Keep an eye on the theater's schedule, you never know when your favorite fairytale will come to life!