Our wine trails are the best way to experience Oklahoma's wine country.
Get off the beaten path and plan a trip full of tours, tastings and relaxation. 
Grab a Wine Trails passport from any location and start collecting your stamps at each winery.

Oklahoma

Discover Oklahoma Wines

Headed out to explore the wines of the capital city? You’re in luck! Our blossoming metro is home to six different wine trail stops! Whether you’re in the mood for classy wine dinners, delicious ciders, or the exciting liveliness of our Bricktown district, our Oklahoma City trail has all the perfect stops for you.

Oklahoma Wine Trail - On Cloud Wine

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wineries

Urban Wineworks took its first step into the Oklahoma Wine Industry in 2010 when its initial location opened in the center of Oklahoma City's Plaza District. After five years in this cozy setting, the winery took new direction and expanded in another Urban setting, much closer to its vintner's home. Urban now resides in the heart of Historic Downtown McAlester. In the midst of this truly local district, Urban Wineworks is just steps away from unlimited one of a kind shopping, restaurants, and more. ​ Urban Wineworks is not only noted for what is poured in the glass, this boutique winery also takes great pride in what goes on the plate. The distinctive parings and flavorful dishes make for the perfect accompaniment to an unforgettable wine tasting experience. ​ This winery encourages guests to drink outside the box

Urban Wineworks

Urban Wineworks took its first step into the Oklahoma Wine Industry in 2010 when its initial location opened in the center of Oklahoma City's Plaza District.

Sip, Savor, and Discover Urban Wineries Now!

Country Aire Estates

Whispering Meadows Winery

Whispering Meadows Vineyards &amp; Winery was established in the spring of 2005. Its vineyards took root that year on the Family Estate located a few miles South of McAlester, Oklahoma. Two short years later, the winery and tasting room opened its doors to the public in the Heart of Historic Downtown McAlester. This boutique winery is set in the historical building that once housed Newton's Jewelry Store ca. 1901. With its lovely curved glass façade, locally painted murals, signature wine vaults, and charming Wine Maker's Loft, the winery delivers an unparalleled atmosphere for a fun and relaxed family-friendly wine tasting.The winery features three distinctive Wine Collections available for tasting upon arrival. Tasters can make selections from The Original Collection consisting of twenty-three delectable wines whose labels feature original watercolor paintings of Oklahoma's Native Birds, The Wine Vault Collection consisting of five dry reds barrel aged to perfection in the historical wine vaults located beneath the building, or the unmistakable Behind The Walls Collection with four infamous wines to commemorate the unforgettable McAlester Prison Rodeo and the Oklahoma State Penitentiary that housed it.The winery also features an extensive selection of wine related gift items, home accents, and gourmet foods that pair perfectly with the award-winning Wines From The Heartland." With five generations of winemaking heritage

Whispering Meadows Vineyards &amp; Winery was established in the spring of 2005. Its vineyards took root that year on the Family Estate located a few miles South of McAlester, Oklahoma. Two short years later, the winery and tasting room opened its doors to the public in the Heart of Historic Downtown McAlester.

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Country Aire Estates is the McAlester Area's newest full-production winery. This location features an amazing outdoor space with great shady spots for sipping wine beneath the oaks. We invite you to come out and create your own picnic with our exclusive selection of local wines alongside our Made In Oklahoma cheeses and other artisan gourmet foods available on site. The winery is family friendly and our grounds are spacious, providing ample room for safe social distancing. We strive to provide a comfortable, relaxed venue for gathering with friends.

Country Aire Estates is the McAlester Area's newest full-production winery. This location features an amazing outdoor space with great shady spots for sipping wine beneath the oaks.

On Cloud Wine

Oklahoma Wine Trail - On Cloud Wine

Challenge: On Cloud Wine

Challenge: On Cloud Wine

Challenge: On Cloud Wine

On Cloud Wine

Oklahoma Wine Trail - On Cloud Wine

Challenge: On Cloud Wine

Challenge: On Cloud Wine

Challenge: On Cloud Wine

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