Even though Boston is a great city with a rich history, it is not known as a cocktail town. That being said, you never should accuse Bostonians of being teetotalers, unless you are ignorant and/or have a death wish. Although the precise birthplace and inventor of the Ward 8 are unclear (the name refers to a political district), the consensus is that someone in Boston (my parents are from there) invented this cocktail around the turn of the 20th century.
2.25 ounces rye (go with Bulleit or Willett if you can)
Juice from 1/4 a lemon
Juice from 1/8 an orange
.5 ounces glorious grenadine syrup
Combine in a shaker with ice, stir as if you're walking with excitement to Boston's secular cathedral (otherwise known as Fenway Park), and strain into a chilled glass.
The ingredients of this cocktail may seem incongruous. In that respect the cocktail honors the city. For example, there's a wonderful line about Boston being a place where a lot of truly brilliant people coexist with a few violent psychopaths (I'm giving you the less profane version of how I heard it). I'm not saying that rye is brilliant and grenadine syrup is psychopathic, or vice versa. I'm merely saying that certain things go together better than you might think. So make yourself a Ward 8, put on a good movie that takes place in Boston (such as The Departed, Good Will Hunting, or the original Thomas Crown Affair), and enjoy.