Tour the Top Driftless Area Wineries

Farming in the Driftless Area has transitioned through the years from a robust wheat farming culture to iconic dairy farms, and even partially into small tobacco farms. Ultimately, though agriculture remains steadfast in the Driftless Area, the the industry as a whole is transitioning once again.  Organic farming is taking over Driftless Wisconsin, and where tobacco farms once stood, you’ll find an increasing number of vineyards cropping up. In just one small county of Driftless Wisconsin alone, you’ll find 68 acres of grapes thriving on 32 vineyards.  The cold-climate grapes produce here are exceptional, and produce some of the finest regional wines around.  Get a taste of these distinct flavors first hand, as you enjoy a personalized wine tour around the Driftless Area wineries when you stay with us this summer at our romantic Vacation Rental.

Touring Driftless Area Wineries

What better way to enjoy a tour of popular regional wineries than to sit back and let someone else do the driving?  The Lonesome Hollow Homestead has teamed up with Mike at Mr. Trip It Limousine Service to offer our guests private tours of popular regional wines.  Groups of up to 6 can band together to explore various wineries and cheese shops, and even make stops in the quaint towns that makeup the Driftless Area.  With this wonderful winery tour through the Driftless Area, you’ll be able to leave the driving and worries to Mike, so that you can be free to sit back and enjoy the exquisite flavors you’ll encounter along the way.

There are two main wine tours offered by Mr. Trip It.  The first, called the Driftless Wine Trail Tour, includes 2 very popular wineries, Branches Winery and Vernon Vineyards.  This tour will also make a stop for some tasty treats at the Nordic Creamery in Westby, Driftless Meats & More in Viroqua, and Pasture Pride Cheese in Amish Cashton.  Also included on this tour is a lunch stop in Viroqua, where you can enjoy local favorite the Driftless Cafe, followed by time spent browsing the quaint and historic downtown Viroqua.  The other tour visits the Southwestern portion of the Driftless Area, and includes the Whispering Winds Winery in Fennimore, Weggy Winery in Muscoda, and the Spurgeon Vineyards and Winery in Highland, in addition to Carr Valley Cheese, Meister Cheese, Rural Route 1 Popcorn Tasting Store in Monfort, and lunch at Richland Center.  After you’ve had more wine and cheese than you thought possible, you’ll enjoy a scenic and relaxing drive back to the Lonesome Hollow Homestead, where our peaceful valley and comfortable accommodations await you.