Fun Fall Events at Bailey’s Run

Photo courtesy Bailey’s Run Vineyard & Winery

Tucked into the scenic, rolling hills of New Glarus, Bailey’s Run Vineyard & Winery is a great place to sample some fine wine, especially during the fall when the countryside bursts into color. Opened in 2018 by Todd and Janet Kuehl, the winery produces some 30 varieties of wine, including dry reds and whites such as Carménère and Seyval Blanc. Sweet and sparkling wines are available, too, plus wine slushies, mimosas, Bloody Marys and craft beer.

How about a snack or meal with your drink? Bailey’s Run has a full kitchen as well, offering salads, wraps, flatbreads and shareable small plates. Think: carnitas nachos, cheesy garlic romano bread and cheese-and-sausage boards featuring Green County fare. On the weekends, the winery fires up its brick oven to whip up Neapolitan-style pizzas — a crowd favorite. Try The Saucy Stripper, topped with chicken strips, honey sriracha and fresh mozzarella. Or perhaps you’d prefer the classic Margherita.

Unlike many wineries, Bailey’s Run is open 361 days of the year, closing only during the Christmas and New Year’s holidays. Live music is on tap every weekend, and special events are often on the calendar. These include wine-pairing dinners, themed bingo, a 5K run/walk and a harvest season grape stomp.

The Kuehls named their winery after their beloved Goldendoodle and business mascot, Bailey. They’re also the proud parents of two Bernedoodles, Whiskey and Barley. Because of their love of canines, you’re welcome to bring your friendly pooch to the winery’s outdoor areas.


BRV Oktoberfest, Sept. 22-24: Coinciding with New Glarus’ annual Oktoberfest celebration, Bailey’s Run joins in the fun by offering various food and drink specials. Stop in for an Ein Prosit wine slushy or discounted mimosa, then pair it with one of the winery’s warm, Bavarian pretzels, which come with a beer cheese dip and stone-ground mustard.

Halloween Wine-O Bingo, Oct. 25: Don your favorite costume and play a few rounds of bingo, all while enjoying wine, slushies and perhaps a spooky surprise.

Holiday Open House, Nov. 10-12: Grab a glass of wine and sip and shop for holiday gifts, including specialty foods, wine and wine- themed gifts. Live music is part of the fun, and there are always wine specials.


Whiskey Run Distilling Co. opened its doors this summer, right next to the winery. Named after one of the Kuehls’ two Bernedoodles, the business crafts fine spirits and offers distillery tours. Order a cocktail — perhaps a Wisconsin old fashioned — and pair it with a bourbon barrel burger and some parmesan truffle fries. Or book a private event in the distillery’s speakeasy or VIP room.

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