Locals stop into Freeland Spirits’ elegant, sunshine-filled Northwest Portland tasting room throughout the year for seasonal or event-themed mini-cocktail flights, each highlighting its house-made craft spirits like gin and bourbon. The holiday season is no different, with a Winter Wonderland lineup of four miniature cocktails to sample. Featuring Freeland’s bourbon, the Powder Day calls to mind a warm, mountainside beverage with its blend of coconut, oat, and rice milk, plus cinnamon bitters, honey, nutmeg, and allspice. The Spiced Pear Fizz, Portland Fog, and Cranberry Sour round off the rest of the flight. 

For those dreaming of a warm holiday vacation rather than a white Christmas, the Sippin’ on Sixth pop-up has tropical-yet-festive drinks on deck. The Merry Spritzmas pairs prosecco and tawny port with falernum and fig preserves, while the shareable North Pole Bowl blends Martinique and Jamaican rums with black tea and spiced honey. Sippin’ also offers snacks like salmon katsu tacos, brisket bao sliders, and pineapple upside-down cake. The pop-up runs from November 30 to December 31 and reservations are available via OpenTable.

One of the city’s oldest restaurants, Huber’s retains its old-school charm and its nationally famous hot cocktail — the Spanish Coffee. Servers flame rum tableside, with plenty of pyrotechnics from the dustings of nutmeg and cinnamon, before quenching it with Kahlua, triple sec, and coffee. The drink is finished with a dose of whipped cream. It’s one of several warm cocktails served at Huber’s, which range from a Calvados toddy to the Shakespeare, a rich, creamy concoction of

Grand Marnier, Baileys, Frangelico, and coffee garnished with shaved chocolate.

A cup of Portland-made Smith tea is sure to induce some serious hygge, and while any Portlander can steep a cup at home, it’s well worth paying a visit to either of Smith Teamaker’s tasting rooms for its holiday food and beverage menu. Seasonal drinks include a Silent Night Latte — a snug wintery drink made with Oregon peppermint, cinnamon, ginger, and orange-clove syrup — and the Merry Maker’s Punch, a floral blend of hibiscus flowers, cinnamon, sarsaparilla, apple cider, and mulled spices. There’s also a flight of Smith’s holiday teas, like the Ho-Ho-Hoji Chai blend of hojicha and chai with chocolate.

Decked out in Christmas lights, Rum Club has brought back its beloved hot buttered rum. This specialty makes its return with finely ground peppercorn and sticky molasses, plus the additional creaminess of condensed milk.

The uber-festive international holiday pop-up Miracle returns to Deadshot this year, bringing back its themed drinks, cute drinking vessels (think: chunky ceramic Santa mugs), and heaps of holiday decorations to rival Buddy the Elf’s makeover of Gimbels. This year’s cocktails include Rudolph’s Replacement with vodka and creme de cacao, as well as the creamy Jingle Balls Nog, featuring cognac, cream sherry, almond milk, and egg with vanilla and nutmeg zest. Miracle will spread the holiday cheer through December 30. Grab reservations while you can; walk-in spots during this popular event are hard to come by.