Best of Winston: 5 Local Vineyards to Visit

If you’re looking for an afternoon escape, head to a local vineyard for a change of pace. Here we’re sharing 5 of our favorite local vineyards that are all within an easy drive of Winston-Salem. (And make sure to follow us on social media @bestofwinston for more inside info on the local food and drink front!)


  1. Medaloni Cellars

About 15 minutes from downtown Winston-Salem is Medaloni Cellars, whose beautiful grounds feel like a peaceful respite. The main tasting room of Medaloni overlooks rolling hills, plus there are several areas for a quiet glass of wine. There are frequently food trucks on the weekend, and Medaloni rents 3 different cabins on the property for those wishing to extend their time. With great wine and a beautiful view so close to Winston-Salem, put Medaloni at the top of your list.


  1. JOLO Winery and Vineyards

JOLO offers views of Pilot Mountain and award-winning wine, plus a restaurant that serves brunch, lunch, and dinner. This is the perfect date spot, with an elevated ambience and delicious offerings. Opt to dine alfresco so you can enjoy the covered patio’s views, or upgrade to the reserve tasting flight. You will feel a bit of California Wine valley vibe here. JOLO currently does not allow the under 21 crowd, so don’t bring the kids.

  1. Dynamis Estate Wines

Though a newcomer, Dynamis is already making a name for itself for its outstanding wine. Located on a large estate about 40 minutes away, Dynamis is idyllic amidst rolling hills and orchards. There are plans to expand the tasting room and offer a restaurant in the future, but at this time, you can only order a variety of snacks (made fresh at a nearby deli – and truly delicious! – so we’d encourage you to try some). Dynamis can only be visited by making a reservation, but trust us, it’s worth it. Some of the best North Carolina wine we’ve ever tasted was at Dynamis.

  1. Divine Llama Vineyards

What’s not to love about wine served next to llamas? Divine Llama certainly has a quirky charm that makes it a fun place to visit. The entire experience feels like you’re on a farm in the country (which you are!), so expect plastic cups and a friendly staff. Divine Llama frequently offers llama trekking and hosts food trucks on the weekend. To see the llamas, you do have to walk down a short path.

  1. Shelton Vineyards

This multi-generation family-run vineyard is just under an hour away from Winston-Salem. With a robust music offering, highly rated restaurant, gardens, and other events, Shelton Vineyards certainly encourages visitors to come and stay a while. Do a tasting experience in the main tasting room, then grab a glass and find a spot to sit around the large pond for a tranquil afternoon. In the summer, Shelton Vineyards puts on concerts in their amphitheater bringing in bands like The Embers for an evening of dancing under the stars. And if you don’t want to drive home, there is a Hampton Inn & Suites within walking distance.


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