Welcome to Twisted Trail Winery & Art Gallery
We can’t wait to share the journey with you.
Discover Twisted Trail Winery
Twisted Trail Winery - A Gathering Place
Nestled in the rolling hills of Fillmore, Illinois, Twisted Trail Winery is a family-owned destination where life slows down and memories are made.
Whether you’re sharing a bottle with friends, discovering a new favorite wine, enjoying local food, or relaxing on the patio as the sun sets over the vineyard, we invite you to stay awhile.
More than a winery
We’re more than a winery… we’re a gathering place for community, conversation, and experiences you’ll want to come back for again and again.
About Twisted Trail Winery
We Welcome You
Hello! We are John and Vicki White, the owners of Twisted Trail Winery. We purchased our farm in 1975 and our family has enjoyed the country life on the large acreage. In April 2015, we planted our vineyards and they are now thriving. We are excited to share our hand-crafted wines with you in this beautiful country setting.
Family is at the Core of Our Winery
As a family-owned business, Twisted Trail Winery is dedicated to providing you with an exceptional wine experience. We welcome you like family to our country farm, where you can immerse yourself in the natural beauty of our wildlife preserve and vineyards, all while savoring our locally hand-crafted wines.
Handcrafted Wines & Local Beer
Whether you’re a wine enthusiast or a beer drinker, you’ll find something to enjoy. Sip our award-winning handcrafted wines made from grapes grown in our own vineyard, or choose from a selection of domestic favorites and local craft beers.
Art, Wine & Inspiration
Browse our gallery featuring artwork by talented local and regional artists. Every visit offers something new to discover, making Twisted Trail a place where creativity and community come together.
Vineyard Views
There’s something special about enjoying a glass of wine while overlooking the very vineyard where many of our wines begin. Add in breathtaking sunsets and peaceful countryside views, and you’ll understand why guests love taking the scenic route.
Gather & Unwind
Twisted Trail 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.
The Twisted Trail Difference
Just like fine wine, every twist and turn adds unique notes and flavors to your journey. While the straight path may be simpler, it's the twisted trail that offers the most vibrant experiences, unforgettable memories, and exquisite wines. We invite you to embark on a unique wine adventure with us.
Whether you're discovering this countryside for the first time or are a long-time resident, our aim is for Twisted Trail Winery to be the most memorable winery you've ever encountered. We hope our wines become a cherished part of your lifestyle.
Paint Your Partner: Sip, Paint & Laugh!
Friday, September 4, 5-7 PM
Grab your partner, bestie, sister, or anyone brave enough to let you paint them!
Join us at Twisted Trail Winery for Paint Your Partner, a fun evening of wine, painting, and plenty of laughs with local artist Vicki White.
No artistic talent required…in fact, that might make it even more fun!
Your ticket includes:
- Guided Paint Your Partner experience with Vicki White
- All painting supplies
- One bottle of Twisted Trail wine per couple
📅 Friday, September 4
⏰ 5:00 - 7:00PM
📍 Twisted Trail Winery, 150 Twisted Trail, Fillmore, Illinois
$70 per couple ($35 per person)*
Come with a partner or friend and leave with two portraits, some great memories, and quite possibly a new appreciation for professional artists. 😂
Space is limited and advance tickets are required.
*By purchasing tickets, I understand that all ticket sales are final and non-refundable. Ticket price does not include applicable service/processing fees, which will be added at checkout. Guests must be 21 or older to consume alcohol and agree to drink responsibly.
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