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From the classics to contemporary theater entertainment, the Huntington Theatre Co. brings stories to life through the productions on its stage. Since the theater was founded in the 1980s, it has hosted performances of Prelude to a Kiss, Love's Labour's Lost, The Glass Menagerie, To Kill a Mockingbird, A Raisin in the Sun, The Importance of Being Earnest, and Arms and the Man.

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.

Plan a romantic dinner date at the Green Street Grill. This restaurant has been a fixture in the city since the Great Depression, and is a local favorite that's known for putting a new spin on comfort foods and all-time favorites. After dining on one of the eatery's signature dishes, stick around for drinks; Green Street is proud to feature an award-winning cocktail menu and a variety of craft beers.