It’s natural that Beacon Hill, the home of Cheers, should have some great neighborhood taverns. The dark interior and framed campaign posters inside the 21st Amendment give it a political backroom vibe, appropriate given its popularity with the pols and press who work under the gilded dome of the State House across the street. The Hill Tavern is such a local hangout that you see doctors and nurses from nearby Massachusetts General Hospital still in their scrubs.
Work off your meal or cocktail with a stroll down Charles Street, the hill’s main commercial thoroughfare. While the street has its share of upscale boutiques and antiques stores, there’s also a Main Street USA feel with local institutions such as Gary Drug, DeLuca’s Market, and Charles Street Supply.