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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.

There are plenty of ways to enjoy recreation at the Noanet Woodlands. The park features over 17 miles of recreation trials that meander through the 600-acre area. As you enjoy activities like hiking, skiing, horseback riding, and biking, you'll see a variety of birds like hawks and warblers, animals like bullfrogs and turtles, and a large amount of wildflowers, including marigolds and pink lady's slipper.

The Black Rose is the best place to grab a pint in Boston. Touted as the city's premier Irish pub, the Black Rose offers traditional Irish cuisine and beverages. Enjoy favorites like fish n' chips and corned beef along with a pint of Guinness or the bar's own sangria. This popular nightlife hangout also features live music 7 nights a week.

Get tickets to a performance at The Colonial Theatre. The impressive entertainment venue opened in 1903 and even now, over 100 years later, The Colonial has retained its elaborate architectural features with minimal renovations. The venue hosts a variety of productions including concerts, musicals, and other popular touring performances.