Hennessey is rolling out the welcome mat once again for wine lovers and chocolate enthusiasts across Oklahoma. The 14th Annual Hennessey Wine & Chocolate Festival is set for Saturday, October 4, 2025, from 11:00 a.m. to 5:00 p.m. at Memorial Park on North Main Street.
What started as a small-town gathering has now become a recognized Oklahoma tradition, attracting hundreds each year. Guests will have the chance to sample more than 100 wines from over 20 regional wineries, savor gourmet chocolates, and enjoy a wide variety of food options. Live music will add to the atmosphere, making it a day of indulgence and celebration.
“This event keeps growing every year. It’s really turned into one of the premier wine festivals in the state,” organizers said. “People come not only for the tasting experience but for the small-town charm that makes Hennessey special.”
The Wine & Chocolate Festival is also the official Oklahoma State Wine Festival, which brings added prestige and draws in wineries from across the region. Booth spaces for participating wineries are limited and accepted on a first-come, first-served basis.
Attendees must be 21 or older to sample wine, and a valid driver’s license is required to obtain a tasting wristband. Admission is free to the public, but wine sampling requires the wristband purchase.
For more information, contact:
• Wine inquiries: Dagan Hardin at 405-853-0191 or ddtwodrum@yahoo.com
• Chocolate inquiries: Tracie Macy at 405-853-1545 or Trottreeves@yahoo.com
Whether you’re a longtime fan of the event or planning your first trip, the 14th Annual Wine & Chocolate Festival promises an afternoon of good tastes, good music, and good company—all in the heart of Hennessey.
Wine Wristbands are $20 per person and include a tasting cup
Chocolate only wristbands are available for $5 each. Purchase your tickets ahead of time here


