East Boston Neighborhood Health Center

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.

The Ipswich River Wildlife Sanctuary, which is the Massachusetts Audubon Society’s largest wildlife sanctuary, is located in Topsfield and Wenham, Massachusetts.

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.

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.