Drinks Cocktails 'Tis the Season for Boozy Sweet Drinks Yes, there's a lot of chocolate involved. By Food & Wine Editors Food & Wine Editors This is collaborative content from Food & Wine's team of experts, including staff, recipe developers, chefs, and contributors. Many of our galleries curate recipes or guides from a variety of sources which we credit throughout the content and at each link. Food & Wine's Editorial Guidelines Published on November 10, 2023 Trending Videos Photo: Chelsea Kyle / Food Styling by Drew Aichele The line between sweet and saccharine is a fine one, especially when it comes to cocktails. As the weather gets colder, we're especially prone to adding a splash of orgeat, amaro, or Cognac to many of our favorite drinks, and find that as long as (some) caution is exercised, the result is absolutely delicious. Join us by making a few mugs of boozy hot chocolate, a toddy that's anything but ho-hum and traditional, or a creamy, unexpected absinthe milkshake. Here are 13 of our favorite sweet cocktails to make when we're craving a little something extra to end the night in style. 01 of 14 Little Lebowski Frederick Hardy II / Food Styling by Emily Nabors Hall / Prop Styling by Risha Carnes Expect Eggnog, amaro, coffee liqueur, and lots more cold weather deliciousness ahead. Get the Recipe 02 of 14 Rockin' Around Matt Taylor-Gross / Food Styling by Lucy Simon While a drink flavored with strawberry liqueur (which we swap for easier-to-find raspberry liqueur) and lime might not feel like an immediate choice for the holiday season, we guarantee one sip of the Rockin’ Around cocktail will change your mind. Get the Recipe 03 of 14 Mudslide Photo by Antonis Achilleos / Food Styling by Ana Kelly / Prop Styling by Lydia Pursell Created in the 1970s at Grand Cayman's Wreck Bar at Rum Point, this potent blend of vodka, Kahlúa, and Baileys Original Irish Cream might taste like a milkshake, but it can't be ordered virgin because all you'd get is a cup of crushed ice! The trio of alcohol blends into a smooth and velvety cocktail just sweet and chocolaty enough without being cloying. A generous drizzle of chocolate syrup and a bright red maraschino cherry with a dusting of ground cinnamon top off each glass. Get the Recipe 04 of 14 Naughty List Matt Taylor-Gross / Food Styling by Lucy Simon The Naughty List is a boozy hot chocolate that we can’t wait to make as soon as the temperatures drop. At the Dead Rabbit, you'll find this cocktail garnished with grated nutmeg — we opted for sprinkles for an extra pop of color. Get the Recipe 05 of 14 Tom and Jerry Chelsea Kyle / Food Styling by Drew Aichele Boozy, creamy, and comforting, you'll never regret making a batch of Tom and Jerry cocktails. Get the Recipe 06 of 14 Overstory Toddy Matt Taylor-Gross / Food Styling by Lucy Simon This soul-soothing tea-based cocktail is light on the booze and packed with smoky sweetness. Benedictine and vanilla syrup make for a truly silky mouthfeel, while the acidity and brightness of verjus cuts through the sweetness. A backbone of Irish whiskey keeps things serious. Get the Recipe 07 of 14 Affogato Martini Matt Taylor-Gross / Food Styling by Lucy Simon Gelato tips this Espresso Martini further into dessert territory. Get the Recipe 08 of 14 Sgroppino Matt Taylor-Gross / Food Styling by Lucy Simon Who says Sgroppino is just for the summer months? This snowy white sweet treat is ideal for entertaining. Get the Recipe 09 of 14 Tropical Rum Punch Matt Taylor-Gross / Food Styling by Lucy Simon Cream of coconut and pineapple juice make this punch feel like vacation in a pitcher — even if it's freezing outside. Get the Recipe 10 of 14 Guava Goddess Matt Taylor-Gross / Food Styling by Lucy Simon If you love Aperol, Tequila, and making drinks for a crowd, this batch-friendly cocktail is for you. Get the Recipe 11 of 14 Raspberry Frappé Matt Taylor-Gross / Food Styling by Lucy Simon This frozen cocktail is especially perfect for fans of sherry and comes together in minutes with the use of a high-powered blender. 12 of 14 Absinthe Milkshake Matt Taylor-Gross / Food Styling by Lucy Simon A vanilla milkshake gets an adult upgrade with a decent amount of cherry liqueur to brighten things up and a generous dollop of absinthe. Get the Recipe 13 of 14 Upset the Applecart Matt Taylor-Gross / Food Styling by Lucy Simon Ginger syrup, applejack, and chai come together in perfect harmony to make this sweet, spicy, and smoky autumnal cocktail. Get the Recipe 14 of 14 Retropolitan Jennifer Causey / Food Styling by Margaret Monroe Dickey / Prop Styling by Claire Spollen Infusing Aperol with strawberries overnight creates a dessert-like cocktail for sweet sipping. Get the Recipe Was this page helpful? Thanks for your feedback! Tell us why! Other Submit