Whoopie pies are basically the best excuse to eat two large, cakey cookies at once, with a big smear of frosting holding them together.
There are two places in particular in the US in which this sweet treat proliferates: Pennsylvania and Maine. The style is slightly different in both places, and if you want to read about who truly invented it, you can read this great article in the New York Times.
And of course, in Maine there's even an added dimension of controversy, because the race between Whoopie Pie and Blueberry Pie as official state dessert was quite a hot debate.
But at this moment, we're going to set aside controversy and backstory and simply talk about some Whoopie Pies that I ate in Maine, from Wicked Whoopies. I went there shortly after I visited a big boot with Carrie of Fields of Cake.
If this place looks kind of corporate when you walk in, that's because it is; they have a retail storefront in the Freeport Outlets in Maine (and another in Farmingdale), but also have a very large mail-order business.
Initially I found it slightly off-putting that each pie was individually cello wrapped in the style of Twinkies or lower-market treats, but I was extremely impressed by the variety of flavors--banana! Red Velvet! Pumpkin! Lemon!... and pretty much I got over it once I unwrapped slowly and saw what treasures awaited.
First off, the Maple Whoopie Pie. The cookie-cakes were extremely moist and redolent of that gorgeously mellow maple flavor; the cream filling was the perfect complement, extremely rich, pairing the mellowness of the maple with a nostalgically and fairly unforgivingly sweet charm. I say this in a loving way. It was a mouthful of awesome.
But the real highlight was the chocolate-covered mini whoopie pie ("whoop-de-doo"). these were under a dome and were not individually cello-wrapped, which made them feel slightly more pinkies-out.
Now, you might think that topping a cream-filled double-chocolate cookie sandwich would be gilding the lily, but you know, it actually didn't come off as excessive in the taste. The thin chocolate shell added a nice texture contrast, and kind of crunch-melted into the soft cookie as you bit into it. This was a fairly pleasurable experience to repeat over and over until the cookie was all the way gone.
Final verdict: not pinkies-out fancy, but double-fist, big-time tasty.