Grab a coffee / pastry (instead of) post-breakfast.
Cambridge 1
Great gourmet pizza with a view of one of America's oldest cemeteries.
L.A. Burdick Chocolate
Most incredible hot chocolates.
Toscanini's
Boston's best ice cream and (oddly) Boston is known for their ice cream.
Oleana
Ana Sortun's Middle Eastern food is incredible and, if it's nice, the courtyard is incredibly charming.
Bondir
I'm not exactly sure what the James Beard award is for - something to do with being an exceedingly good chef of a certain age - but it makes sense that Jason Bond (the chef behind Bondir) was a recent semi-finalist.