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Wineries & Breweries

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. Canadian River Brewing Co.

    Chickasha, OK

    Stop by Canadian River Brewing Co in Chickasha! The main goal at Canadian River Brewing Co. in Chickasha, Oklahoma, is to create world-class beer. They love beer and ultimately want to show each style the respect it deserves! To create...

  3. Cotton Blossom Winery

    Marlow, OK

    Cotton Blossom Winery is a local winery located in the community of Marlow, Oklahoma. They specialize in small batch, hand crafted wine that is made right there on site! Cotton Blossom is owned by Ryan and Meagan Bell, locals of Marlow, and their...

  4. 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...

  5. DeAngel Farms & Winery

    Blanchard, OK

    Born out of love for fine wines and delicious food, DeAngel Farms & Winery is the first ever licensed winery in Blanchard, Oklahoma. After years of making and testing different wines and canned goods, they have decided to share our products with...

  6. 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...

  7. 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...