For the greatest night ever, the choice destination would be The Greatest Bar Boston. Seems kind of conceited to refer to itself as the greatest, but you'll find out how this nightlife spot lives up to its name in no time. Part restaurant, part sports bar, part nightclub, The Greatest Bar offers something for everyone, especially you.
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.
Spend some time hanging out in the country's oldest park. The 50-acre Boston Common is the anchor for the Emerald Necklace park system and is the starting place of the famous Freedom Trail. There are quite a few monuments throughout the park, and several outdoor events take place in the Common throughout the year.