8 Best Wineries near Charlottesville

Gabriele Rausse Winery Winery • $$
3247 Carters Mountain Rd, Charlottesville

“My husband and I enjoyed our visit yesterday and were very pleased with all of the wines that we tasted. The fresh baguette and goat cheese were yummy. We had a very knowledgeable server that answered all of our wine nerd wannabe questions 😂 We especially enjoyed chatting with Gabriele he is a very sweet man and the history and stories he shared were an extra special treat.“

4.9 Superb88 Reviews
Trump Winery Wineries • $$
385 Albemarle House Dr, Charlottesville

“Wonderful experience! Hubby and I visited the tasting room for Valentine's Day. We shared the Reserve flight and Valentine's Wine & Chocolate flight. We took home bottles of four of the eight wines in the flights. The food, corn chowder and a crimini mushroom flatbread, was excellent too. It's all cooked to order & served at the table. Very attentive service. Beautiful setting with sweeping views. I'm so happy that we chose it to celebrate Valentine's Day. It'll be easy to persuade hubby to take me again for my birthday in the summer.“

4.8 Superb68 Reviews
Oakencroft Farm & Winery Juice Bar & Smoothies •
1455 Oakencroft Cir, Charlottesville

“Came here for my wife's Birthday just an afternoon get away from the kids. The guided wine tasting, the food and the service was amazing. Not only amazing but affordable so many winery's in the area overcharge for there service but they have there pricing right where it should be and employee s who actual seem to enjoy working there.“

4.8 Superb42 Reviews
Michael Shaps Winery Winery • $$
1650 Harris Creek Rd, Charlottesville

“We reserved a private tasting room at Michael Shaps Winery to celebrate my sister-in-law’s birthday, and the entire experience was excellent. The wines were surprisingly good—well-crafted and balanced—even considering the challenges of Virginia terroir. We added charcuterie plates to the tasting, which were beautifully presented and paired nicely with the wines.

The service was exceptional from start to finish—attentive, knowledgeable, and genuinely welcoming. The private room had a comfortable, understated elegance that made the whole afternoon feel special without being stuffy. A great choice for anyone looking to enjoy quality wine in a refined yet relaxed setting.“

4.4 Superb62 Reviews
Jefferson Vineyards Wineries • $$
1353 Thomas Jefferson Pkwy, Charlottesville

“Jefferson Vineyards is an absolute gem in Virginia wine country. The setting is stunning, with rolling hills and a peaceful atmosphere that makes for a perfect escape. The tasting experience is exceptional—each wine is thoughtfully crafted, and the staff is knowledgeable, friendly, and passionate about what they do. I especially appreciated how they shared the history behind the vineyard and guided us through the unique flavor profiles of their wines.
What truly set this visit apart was the incredible customer service. I called ahead and spoke with Lisa, who went above and beyond to help me set up my son’s impromptu proposal. Her kindness and attention to detail made the moment unforgettable, and I’m so grateful for her help in making it special.
The quality of the wines truly stands out. From crisp whites to bold reds, every pour reflects care and expertise. The grounds are well-maintained, offering beautiful views that pair perfectly with a glass of wine. Whether you’re a seasoned wine enthusiast or just looking for a relaxing day trip, Jefferson Vineyards delivers an unforgettable experience.
Highly recommend visiting for a tasting or enjoying a bottle on their scenic patio—you won’t be disappointed!“

4.4 Superb95 Reviews
Tasting Room & Taphouse at Mount Ida Reserve Brewpubs • $$
5931 Blenheim Rd, Charlottesville

“We had the opportunity to visit and was greeted by Jenny, who was our host/server for our time there. She was absolutely amazing, and helpful with suggesting what wines to taste. If you haven't visited Mount Ida... You need to, ASAP. Thank you, Jenny!“

4.2 Good129 Reviews
Wisdom Oak Winery Winery • $$
3613 Walnut Branch Ln, North Garden - 9.77 miles

“Wisdom Oak Winery exceeded my expectations in every way! The picturesque grounds and rustic charm set the tone for an unforgettable experience. The staff were knowledgeable and passionate about their winemaking, guiding us through a delightful wine tasting.

The variety of wines was impressive, from crisp whites to rich reds. Each wine was carefully crafted, showcasing the unique characteristics of the grapes. The staff's enthusiasm and expertise shone through as they shared stories about the winemaking process and offered pairing suggestions.

Rating Breakdown:

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4.7 Superb22 Reviews
Chisholm Vineyards at Adventure Farm Winery •
1135 Clan Chisholm Ln, Earlysville - 7.46 miles

“Let me start by saying I don’t normally write reviews, but I HAD to post something about this place.
We stumbled upon this absolute treasure after having a not so great tasting at another vineyard. We had about an hr and a half to kill before our next tasting appointment and Chisholm was perfectly on the way to our next vineyard.

BOY am I glad we stopped for this impromptu tasting. The grounds are beautiful and the tasting room/ patio area looks like something out of the secret garden. The second we walked in the door- we were greeted by Mary and Andrea (owner) who were both sweet, engaging and hospitable. Their knowledge of wine, the family history of the farm and the tasting itself was next level.

Do yourself a favor- get the frose, ask about Gigi (total badass), nibble on some chocolates and make sure you add this hidden gem to your vineyard itinerary- we certainly will be back.

Thank you ladies for turning an impromptu tasting into our favorite one of the day!“

4.6 Superb34 Reviews

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