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Knickerbocker
The Knickerbocker dates to at least the 1860s, when it made its print debut in the first known bartending manual, penned by Jerry Thomas. The recipe called for "Santa Cruz rum," or rum from St. Croix in the Virgin Islands, along with lime juice and sweetener in the form of raspberry syrup and curacao, and garnished with berries in season.
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The Stinger
Whether you're settling in after a long day of shopping, or letting the swarm blow past you while biding your time until closer to the holiday, the dawn of the Christmas season calls for some refreshment. The Stinger isn't a seasonal cocktail, per se, but its crisp minty snap always puts me in the right frame of mind for the festive weeks to come.
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Partly Cloudy
A riff on a Dark and Stormy; the resemblance comes in the pairing of ginger and rum (and, well, the name). At the Spotted Pig, bar manager Ryan Gannon makes his own falernum: a sweet syrup that uses allspice and ginger and clove and lime zest steeped in over-proof rum "until it gets nice and happy," when it's combined with simple syrup with almond extract; in the drink, it commingles with lime and grapefruit juice along with Mount Gay rum, Aperol, and ginger beer.
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Basin Street Blues
This cocktail, adapted from Domenica in New Orleans, is pretty low in alcohol, but not at all low in flavor. It reminds us of caramel and lemon drops, with an essential smoky addition from a few drops of Scotch.
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The Prescription Julep
Okay, so maybe this drink isn't really medicine of the FDA-approved variety; I still believe in the Prescription Julep's curative properties, and dose myself with it liberally each summer to keep an assortment of seasonal malaises at bay.
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Larchmont
One of the most highly sought-after books is The Fine Art of Mixing Drinks, a volume first printed in 1948, written not by a bartender but by a New York lawyer named David Embury who was determined to establish a system of proper rules for mixing drinks. Most of the drinks he covered were ones that were already in regular rotation in New York bars. Here's one of his originals, the Larchmont.
Medicine Man
Maple syrup, paprika, and sage make an unexpectedly delicious combination in this rum based cocktail by Ian Scalzo of Bourbon and Branch in San Francisco.
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Auld Draper
Byrrh, a mild apéritif based on red wine and flavored lightly with quinine, gives a rich and spicy kick to this easy-to-make gin cocktail.
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Frisco
The Frisco is the product of a long evolutionary process in 20th century mixology. Originating no later than the early 1930s--that's the earliest reference I've found for it, anyway--the drink crawled out of the cocktail equivalent of the primordial soup as a short, sharp burst of rye whiskey with a slight touch of the French herbal liqueur Benedictine and a twist of lemon peel for excitement.
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Blackthorn Cocktail
This cocktail is tasty and intriguing, at turns sweet, savory, and spicy, with hints of cloves and cinnamon. It's something like a cold mulled wine, which is perfect for the holidays. As a bonus, it's dead simple to make.
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While books such as A Christmas Carol are filled with references to period drinks such as gin punch, the Rocky Mountain Sneezer comes from the author's own experiences and was apparently deployed for medicinal purposes—as Cedric writes, "Charles Dickens' New York landlord made him one to cure his catarrh." Trust me, you don't want to Google "catarrh," but it's safe to say that the Rocky Mountain Sneezer is good for whatever ails you, even if it's just the frigid weather outside.
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