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Find a hotel, cabin, cottage or bed and breakfast in Cashton, Wisconsin

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Cashton, Wisconsin, is a wonderful destination for a romantic getaway or anniversary celebration. Located in Monroe County, in the heart of Wisconsin’s Amish Country, Cashton offers a variety of cozy Bed and Breakfasts and comfortable hotels, providing inviting places to stay for couples seeking a peaceful retreat.

Of all the things to do in Cashton and the surrounding Driftless Area of Wisconsin, embracing the region’s Amish heritage is at the top of the list. Cashton is home to numerous working Amish farms and businesses, offering a firsthand glimpse into this unique community. Take the time to explore Amish shops, purchase handmade goods, and enjoy the scenic countryside.

Beyond exploring Amish Country in Wisconsin, no visit to Cashton is complete without a visit to the Snowflake Ski & Golf Club, a beautiful golf course, and some of the best ski jumping opportunities in the winter. Given its location in the Driftless Region, you’ll also be glad to know there are plenty of state parks and natural areas perfect for hiking, biking, paddling, and more. One of the most popular nearby parks is Wildcat Mountain State Park, but we also love the Kickapoo Valley Reserve. Not too much farther down the road, you’ll find the extraordinary Elroy-Sparta State Trail, one of the best rails-to-trails conversions in the Midwest.

For dining, Cashton features several great options, including a classic Wisconsin Supper Club in nearby Westby. Head to Old Towne Inn Supper Club for a delicious Brandy Old Fashioned and a great steak or Friday Fish Fry. It’s a delightful taste of Wisconsin, and a charming cross-section of a truly authentic Wisconsin community.

Cashton also hosts two major events that attract visitors. The annual Cashton Fall Festival, held in September, celebrates the harvest season with a parade, live music, and various activities. In the winter, the Snowflake Ski & Golf Club hosts the Snowflake Ski Jumping Tournament, drawing ski enthusiasts from around the region. If you’re planning a wedding or elopement, Cashton offers beautiful outdoor locations that make for stunning wedding venues. The scenic parks and countryside provide a picturesque backdrop for your special day, ending it at a memorable B&B.

Cashton, WI, is a welcoming destination with plenty of places to stay, making it ideal for couples looking for a romantic getaway. This lovely town in Wisconsin promises a memorable experience, whether you’re celebrating an anniversary, planning a wedding, or simply enjoying a romantic getaway.

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Justin Trails Resort

  • 7452 Kathryn Avenue
    Sparta, Wisconsin 54656
  • 608-855-0282
  • Email Us
Offering pet-friendly eco-luxury lodging and surrounded by the Driftless Region’s Hidden Valleys, our 200-acre estate features diverse accommodations, sustainable practices, and elegant barn weddings.
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The Midwest Association of Independent Inns was formed to help the discerning traveler find the best Bed and Breakfasts, Inns and Boutique Hotels. Our member properties are located throughout the Midwest with plans to welcome properties from all 13 Midwest states.

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