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.
Head to the House of Blues Boston for good food, good music and a great time. The entertainment venue has presented some awesome concerts since it was founded in the 1990s, with past performers like Weezer, Smashing Pumpkins, Dave Matthews Band, Foo Fighters, Matchbox 20, Coldplay, 311, Bush and hundreds of other musicians.
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.