When winter descends on Portland, and the long nights extend into gray, drizzly days, there’s no cure quite like a hot, boozy drink. During the cold season, many restaurants and bars put hot cocktails on their menus, while other spots keep them on year round. Here are 13 restaurants, bars, and cafes in Portland pouring hot toddies, boozy hot chocolates, and other toasty beverages.Read More
13 Places to Sip Toddies, Irish Coffee, and Other Hot Cocktails in Portland
From boozy hot chocolate to Huber’s famous Spanish coffee, these are the top spots for cozy, toasty winter drinks
1. Tough Luck
Tough Luck is a laid back, industrial bar with a wide array of affordable cocktails, emphasizing brown spirits. In the winter, the Woodlawn bar adds some straightforward hot cocktails, including a simple but well-crafted Buffalo Trace toddy and a spiced rum cider topped with whipped cream. Guests can usually find an additional hot drink special as well, depending on the bartender’s mood.
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2. Random Order Pie Bar
What goes better with pie on a dreary winter night than a cup of hot coffee? That same cup with booze and whipped cream. That seems to be the sentiment at the cozy, red-walled cafe Random Order, which offers a number of different coffee-based hot cocktails for double the buzz. There’s also the option to add Bailey’s or whiskey to any espresso drink.
3. The Rambler
A fun, laid back neighborhood haunt in an old bungalow building, The Rambler switches up its menu regularly for the seasons, and in the winter guests can find some unique hot concoctions, perfect for sipping out by the fire pits or under the heat lamps. They’re all fun, but the boozy hot chocolate, topped with whipped cream and crushed peppermint, is like the holidays in a glass. For a unique option, the Sunday Morning uses aquavit, chai vodka, and allspice dram for a creamy, botanical drink.
4. The Box Social
Box Social’s intimate, dark, and playfully elegant style makes it a consummate date spot and a warm respite from the cold winter nights; this is doubly true when sipping one of the cocktails under the “Warm” category on the menu. Guests have a number of options, including a gingery house toddy with bourbon and spiced honey liqueur; a Moroccan coffee with house-made coffee liqueur, high-proof rum, Irish cream, and a dollop of whipped cream; and a 160-proof hot-buttered rum—it earns the bar’s “holy f*%k” menu description.
One of the city’s oldest and most revered restaurants, Huber’s retains its old-school charm and its signature hot cocktail—the Spanish Coffee. Servers flame rum tableside, with plenty of pyrotechnics from the dustings of nutmeg and cinnamon, before quenching it with Kalhua, triple sec, and coffee. The drink is finished with a dose of whipped cream.
6. Produce Row Cafe
A laid-back gastropub with a homey, vintage vibe, Produce Row Café features a wide cocktail list with seasonal beverages, including a bevy of hot drinks during the cooler months. Guests can opt for a classic with the Old School Toddy, or go for something more daring like the smoky Oaxaca Warm Up with mezcal, lemon, and cinnamon. The rich and botanical Portland Fog remixes the London Fog with earl gray flavors and gin.
While this chic hotel bar is primarily known for its hyper-chilled nitrogen cocktails, in the winter, Barlow busts out its famed warm sipper, the BFK, for Bailey’s, Frangelico, and Kahlua. Mixed with coffee and beautifully garnished with coffee beans and cinnamon, the drink is a sweet, rich, and warming crowd-pleaser.
8. Bit House Saloon
An all-purpose bar in a gorgeous, spacious vintage room, Bit House Saloon has something for all seasons, including slushies in summer and a whole list of hot drinks for the interminable winter ones. Cozy up to the brass counter or settle into a high-backed tufted leather chair for take on the Huber’s Spanish Coffee, a Bit House Toddy with Spanish brandy, or the fruity, gingery Quentao made with cachaca. During happy hour it’s easy to polish off a few hot ciders with a choice of booze on the cheap.
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9. Raven & Rose
In the winter months, The Rookery bar at Raven and Rose provides an elegant, cozy destination with its fireplace, leather chairs, and warming cocktails. One of its signature seasonal drinks is the Ballycotton Toddy, an Irish toddy with black currant and Irish Moss, which adds silkiness. It’s not limited to upstairs, either — guests dining at Raven and Rose can always order warm drinks like Irish Coffee with their venison or rabbit.
10. The Hazel Room
A buzzy brunch spot in a charming old Victorian home, The Hazel Room specializes in boozy tea drinks made with Portland’s own Townshend’s Tea. Drinks like the Hot Nurse—a ginger and cayenne whiskey toddy made with botanical tea blends—or the Almond Tea Cake with amaretto, vodka, and rooibos, make day-drinking a perfectly acceptable, fancy affair.
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11. Sapphire Hotel
The Sapphire Hotel has been as staple on upper Hawthorne for decades, both for its dark, romantic decor and its large cocktail menu. Among the extensive list of hot cocktails is the Tom, Dick, and Jerry, a spiced take on an eggnog made with coconut milk rather than dairy—it’s rich, creamy, and warming with a thick head of foam.
12. Lauretta Jean's
A cute, counter-service pie shop with two locations, Lauretta Jean’s serves breakfast pastries, desserts, and all manner of hot drinks and cocktails at its Division location, including hot cocktails. The Tom and Jerry is a standout, a rich variation on eggnog served hot, creamy, and spicy. For a lighter but no less delicious option, the hot rum and cider uses fresh-pressed cider, and the Irish Americano offers a nice caffeinated buzz to warm the bones.
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13. Bible Club PDX
The intimate speakeasy-style Bible Club is major purveyor of Ardbeg Single Malt with its beloved take on the Penicillin cocktail. The 10-year-old scotch gets punched up with lemon, honey, and ginger syrup, finished with a mist of Laphroaig over the top for extra smoke; in winter, the drink is served hot like a rich and smoky toddy. For those with a sweet tooth, the Irish Overcoat, with Irish whiskey, coffee, and amaretto whipped cream, is another option.