Bailey’s Run sits on a bucolic pocket of land just west of downtown New Glarus. Now in its sixth year, owners Todd and Janet Kuehl craft 30 different wines here — reds, whites, rosés and sparkling. Tastings are available daily. Try your favorite with one of the winery’s many flatbreads or small plates. (Cheesecake is also available!) On weekends, the winery makes a variety of Neapolitan pizzas, which have become a visitor favorite.
The Kuehls named the winery after their beloved Goldendoodle, Bailey, who you may glimpse during a visit. Bernedoodles Whiskey and Barley are also part of the family. If you’ve got a well- behaved pooch of your own, they’re welcome, too. Bailey’s Run is open seven days a week, year-round.
Special Events on Tap
Special events are the norm here. For starters, there’s live music every weekend, year-round. Bingo is also regularly scheduled, but it’s not your grandmother’s bingo. Here, you might be playing wine-o-bingo, or Halloween bingo, where costumes are prevalent.
Pairing events are also on the menu. Think Pizza Palooza, where you can try any drink you’d like with the Neapolitan-styled pizzas that are so popular. Or a wine and dessert pairing, where Bailey’s Run does the pairing for you.
Trivia nights are held monthly, while there are also annual special events including a grape stomp, holiday open house, breakfast with Santa and a fun run to raise money for Alzheimer’s research.
Whiskey Run Distilling Co.
Sister company Whiskey Run sits on the same property as Bailey’s Run. The craft distillery creates its own gin, vodka, whiskey and bourbon for purchase. They also craft their own cocktails, including the classics — brandy old-fashioneds, gimlets and more, plus originals such as the key lime pie martini. Seasonal cocktails and zero- proof cocktails are also available.
Whiskey Run is famous for its Friday night fish fry (cod, lake perch and walleye), but also offers a variety of appetizers, sandwiches and burgers.