3 Frozen Custard Tastes Better in Frozen Weather

One of my beloved indulgences is to eat frozen treats outdoors in subzero temperatures — specifically frozen custard from Lickity Split, whose Edgewater location wisely stays open year-round. Counterintuitive though it seems to put something cold inside your body when it’s cold outside, it’s a leisurely luxury to consume a sundae or cone (I’m partial to vanilla … Read more

4 You Can Explore the City in a Whole New Way: On Skis

I’ve been cross-country skiing in Chicago for a quarter century, since the days when winter was winter, before global warming put a squeeze on the number of snow days. The flat Chicago Lake Plain is a perfect surface for cross-country skiing — all glide and no grunt. Here are four of my favorite spots. Skokie Lagoons There … Read more

5 Future Olympians Compete at Chicago’s Coolest (and Coldest) Winter Party

The most entertaining winter sports festival in America isn’t in Aspen or Park City — it’s in Fox River Grove. At the Norge Ski Club’s annual tournament, Olympic hopefuls soar off a 70-meter jump, while down below 8,000 to 10,000 spectators revel in the Chicago area’s wildest outdoor winter party. It’s equal parts U.S. Cup competition and … Read more

8 Eating Outdoors by the Fireplace at Elske

The Danish-influenced West Loop restaurant has the most alluring, cozy outside space in the city, with a fireplace and fur blankets and a menu featuring seasonal fare that is rich and comforting. It feels like you are visiting some ice-laden country for a few hours, complete with a glass of hot glögg. 1350 W. Randolph … Read more

9 Boozy Nights Playing Board Games

Before your winter starts looking less White Christmas and more The Shining, head to one of these bars, where beverages are best paired with board games. Illuminated Brew Works You’ll find a range of games at this irreverent brewery, but a raucous round of Celebrity might get the regulars participating. Order: Ballad of the Peanut … Read more