A menu for Othello Pollard’s Boston restaurant from 1803 listed Solid Arguments (foods), Agitations (acidic things), Grievances (spicy things), Superfluities (sweets) and Punishments (alcohol). Under punishments one finds “ice-punch,” a version of the already very entrenched crowd-pleasing drink served on the new craze: ice. Below is our imagined vision of what may have been in that punch.

Like many of the Black culinarians we’re learning about this month, Thomas Downing was not considered a bartender, but a restaurateur who ran an oyster cellar and catering business. But we know he served drinks at his establishment and, as Cobblers were the order of the day, I opted to create one with Madeira and brandy which were en vogue in New York City during Downing’s heyday.

I have a deep appreciation for eggnog (and its cousin, Tom & Jerry). Because of my fondness for the holiday classic, I’ve developed several recipe for eggnog over the years, both large-format and single serve. This one combines two of my favorite versions–one with rum, rye, and Cognac and one with sherry and Madeira–and streamlines it into a single-serving variation that has a classic flavor profile with a dried fruit note.

Milk Punch–the kind we now differentiate as “clarified”–goes back to at least the early eighteenth century. It’s made by curdling warm milk in a punch mixture then straining it and, thanks to the magic of science, the milk solids make the mixture clear (hence the term “clarified”). Ours has aged rum, Madeira, lime, green tea, sugar, spices, and, well, milk.

The Stone Fence is a much-mythologized olde Yankee drink consisting of aged rum and hard cider. Supposedly Ethan Allen and the Green Mountain Boys drank a ton of Stone Fences before storming Ticonderoga. In this simple mix of ingredients, I saw the opportunity to play with a bit of anachronism and apply a nineteenth-century template (the Collins) to this eighteenth-century classic.

I love making all manner of Cobblers during the summer when every month brings a new bounty of fresh fruit. But I’ve always wanted to adapt a Cobbler for peak fall and Madeira is the perfect wine for it. I love looking at old pear and apple varietal names and took the name for this drink from a type of pear that’s still grown in western Massachusetts.

Tavern culture was deeply tied with ports, in part because some of its most notable drinks were born at sea, but also because so much of taverns’ stock was imported. The combination of rum and brandy was a common one in eighteenth-century punches, and Madeira was a wildly popular imported wine. Our punch is flavored with a plethora of other valuable imports: spices, ginger, lime, and tea.

Bumbo, or “Bombo” is a rum sling sweetened, diluted spirit flavored with spices. Rum was a major force in eighteenth-century life, whether it was imported from the Caribbean (that was the best stuff) or produced locally in New England from molasses, the most famous of which was produced in Medford, Massachusetts. Like the whole toddy-sling family, Bumbo is among the nearest antecedents of the capital-C Cocktail.

I’ve centered this Improved Whiskey Cocktail, the third in my Improved Cocktail series from spring 2021, on rye. Rye was the mixing (American) whiskey of choice through the nineteenth century, with only some exceptions that call for Bourbon, which was still a very regional product. Unaged apple brandy brightens things up, while Madeira and apricot liqueur team up to lend a buttery stone fruit profile. An uncommon sweetener in the form of brown sugar syrup grounds the whole thing and points to the colonial-era inspiration behind the drink, bolstered by walnut bitters and nutmeg.

“Capitaine of Mischeefe” was another term for the Lord of Misrule, who presided over festivities from Christmas Day through Twelfth Night, and sometimes all the way through Candlemas (in early February). This is the second in my Lords of Misrule series: a punch that tells the story of the expansion of products due to colonization by European nations that occurred during the 17th and 18th centuries.

In the olden days of coastal New England, a pineapple on the fence post was a sign of hospitality. It meant the captain who lived there was back from his voyage, ready to regale the townsfolk with his stories. This punch is what I imagine he would have served, on a snowy December evening, with his community gathered around his hearth, pipe smoke in the air and cheer in their hearts.

This great fall highball was an impromptu response to a request from my spouse. I call it the Bitter Hi-Fall and it was one of the drinks for my Autumn Aperitivo class (2021). Just as that class combined American fall flavor with Italian aperitivo, this drink sits somewhere between a classic highball and an Americano. Equal measures of apple brandy, amaro, and Madeira or sherry join spicy ginger beer in this perfect autumn aperitif.