Twisted Trail Winery is a special destination nestled in the rolling hills of Fillmore. Here, life slows down and memories are made. This family-owned vineyard and winery business offers handcrafted wines, local art and a relaxing patio with vineyard views. Just like fine wine, every twist and turn adds unique notes and flavors to this journey. While the straight path may be simpler, the twisted trail offers the most vibrant experiences, unforgettable memories and exquisite wines.

At Twisted Trail Winery, embark on a unique wine adventure. This is the place to share a bottle with friends, discover a new favorite wine, enjoy local food, or relax on the patio as the sun sets over the vineyard. Come and stay awhile. Twisted Trail Winery is a gathering place for community, conversation and creating memories.

John and Vicki White, the owners of Twisted Trail Winery, purchased this property in 1975. Their family has enjoyed the country life on the large acreage. In 2015, the Whites planted vineyards that are now thriving. Come and experience this unique Illinois place. Enjoy their hand-crafted wines in this beautiful country setting. Drink in the natural beauty of the wildlife preserve and vineyards, all while savoring local wines.

Wine enthusiasts and beer drinkers will all find something to enjoy. Sip Twisted Trail Winery's award-winning handcrafted wines, made from grapes grown on site. Or choose from a selection of domestic and local craft beers. There’s something special about enjoying a glass of wine while overlooking the vineyard where many of those wines begin. Choose this scenic stop to enjoy breathtaking sunsets and peaceful countryside views, too.

Twisted Trail Winery is a place to slow down and enjoy the company of family and friends. From food trucks and live music to workshops, wine dinners, and seasonal events, there’s always a reason to gather around the table and create lasting memories.

Browse the art gallery that features artwork by talented local and regional artists. Every visit offers something new to discover, making Twisted Trail Winery a place where creativity and community come together.

Twisted Trail Winery also partners with local small businesses to offer delicious food options throughout the season. Because of that, visitors are asked not to bring outside food or beverages to the winery. Every purchase helps support not only Twisted Trail Winery, but also their amazing local vendors.

Enjoy your stay even more by booking a farmhouse vacation stay at Pheasant Valley Farms, located on the property. With views of vineyards and the flowing creek, this is an unforgettable getaway spot. Enjoy hiking, fishing, or spending a quiet, relaxing day on the front porch of the farmhouse overlooking the vineyards. Click here to book your special getaway at Pheasant Valley Farms.