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Pilot Mountain is one of the most recognizable natural landmarks in North Carolina. It is a remnant of the ancient chain of the Sauratown Mountains. The earliest inhabitants of the region, the Saura Indians, called the mountain “Jomeokee” or “great guide.” Follow the guide and it will lead you to one of the area’s other most adored and famed landmarks: JOLO Winery & Vineyards.

By Liz Wiles

Merriam-Webster defines the word “winery” as: a wine-making establishment. JOLO Winery & Vineyards, nestled along the winding roads of Pilot Mountain, NC, is certainly known for its excellence in being simply that. To restrict this family-owned (and family-operated) business to simply this, would be quite misleading. While some say that business is not personal, JW and Kristen Ray consider it the most personal thing in the world.

This is evident in the name of their establishment, which was fashioned from the combination of the names of their two sons: Joey and Logan.

The business was personal from day one.

During my visits to JOLO, there has never been a time that JW has not spoken to myself or my family. Most often, he is the one who seats us for our meal in their End Posts Restaurant. My most recent visit earlier this Spring was no different. Despite the excellence and capableness of his staff, he is always present, always personable and always more interested in hearing about your day than telling you about his.

Upon first meeting, you wouldn’t identify JW as the owner of this winery and vineyard in the often unrecognized Yadkin County. His perfectly quaffed hair (about which he says people often ask; however, it’s a secret, and he will never tell) and his impeccable fashion suggest that he is simply a visitor from somewhere along the West Coast.

“Before people ask me about our wine, they usually comment on my attire or my suggested hair products,” JW says with a smile. “Then we move on to the wine.”

In relation to the coast on the other side of the continent, earlier this year JOLO was named one of the top wineries in the nation outside of California by TripAdvisor’s “7 Top-Rated Wineries In The US—That Aren’t In California!”

JW grew up serving others, spending over 10 years in the food and beverage industry and working at two five-star hotels. By age 19, he was the owner of his own restaurant.

He then moved on to his next venture in his role of co-founder and chief operating officer of In 2010, JW decided to put his era with the organization to an end, and was sold.

Still committed to finding joy in catering to others, JW decided to move forward in a different direction. Kristen was prepared to take this next step as well, after 20 years in corporate sales. As lifelong wine enthusiasts, pursuing a venture such as a winery and vineyard was the perfect fit for the couple. Their search ultimately landed them in the historic Yadkin Valley.

While you may have never heard of these parts, I grew up around the area. The scenery is pristine, the atmosphere is unpretentious and the sounds of urban life are absent. It’s somewhat of an escape. These subregions in North Carolina are developing in the wine industry, and bringing in folks from all areas.

Not just for the wine, not just for the scenery, and certainly not just for a trip for seclusion. You can get all of that at JOLO, but it’s more likely that you will walk away with some new friends and a new appreciation of the epitome of a fantastically owned and operated establishment.

The vineyards, JOLO Tasting Lodge, wine cellars and outdoor event venue are displayed 900 feet above sea level in the foothills of the Piedmont region. Pilot Mountain can be viewed from almost anywhere on the property – but you’ll get the best view standing from the gazebo – perfect for a romantic moment, a photo opportunity with friends and family, or a wedding ceremony. The surrounding land on which JOLO is settled does not lay flat. As a result, the rocky soil and uneven ground of the vineyard estate had not been utilized for widespread agricultural purposes. But what is a loss to one, is a gain to another. What may not be ideal for agriculture, provides the excellent conditions for growing grapes.

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