When you go wine tasting in Chickasaw Country, you can't help but slow down and savor each moment. And what better place to enjoy than the awe-inspiring views of south-central Oklahoma. Our boutique wineries and lush vineyards offer a variety of entertaining ways to expand your wine palate with some of the most uniquely crafted wines in Oklahoma. From elegant vineyard tours at Legends Vineyard & Winery to sparkling girls’ getaways at the Rusty Nail Winery to Sip N Swirl paint parties at Waddell Vineyards, you are sure to find the perfect infusion for you. Check out all of our award-winning wineries and come experience a taste of Chickasaw Country!

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  1. Rusty Nail Winery and Tasting Room

    Sulphur, OK

    A Wine Lovers Paradise! A premier tourist destination in Chickasaw Country, The Rusty Nail is a boutique winery housed in an exquisitely restored building in the heart of Sulphur. This family-operated business was established in 2010 by Sulphur...
  2. Dancing Rabbit Creek Vineyards & Winery

    Paoli, OK

    Dance to the Beat of Great Wine! Located in the heart of south-central Oklahoma, Dancing Rabbit Creek Vineyards & Winery is a family owned and operated vineyard, winery and tasting room. Dancing Rabbit Creek produces the finest wines not only...
  3. Old Silo Winery

    Tishomingo, OK

    A stone's throw away from the scenic Blue River and Tishomingo Wildlife Refuge, the Old Silo Winery is a rustic getaway. Experience the peaceful, woodsy charm of our micro-winery with a tasting bar built inside a repurposed grain silo from the...
  4. Waddell Vineyards

    Ada, OK

    This family owned and operated vineyard began as a hobby in 2007 and has since turned into a thriving business with more than 4,000 vines surrounding the property. Award-winning wines, such as the Chambourcin, can be sampled inside the tasting...