7 Best Wineries near Charlottesville

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.“

4.9 Superb47 Reviews
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.“

4.7 Superb54 Reviews
Oakencroft Farm & Winery Juice Bar & Smoothies •
1455 Oakencroft Cir, Charlottesville

“Oakencroft was a fantastic experience! The property is stunning with beautiful, scenic views. We really enjoyed the guided tasting—it was fun to learn about each wine as we tried them. The sparkling white and sparkling rosé were our favorites. The charcuterie and cheese boards were also delicious. We absolutely loved this winery and can’t wait to visit again!“

4.7 Superb37 Reviews
Jefferson Vineyards Wineries • $$
1353 Thomas Jefferson Pkwy, Charlottesville

“A popular vineyard as was getting crowded as evening approached - live music Fri evening. Pleasant afternoon, super nice staff, and top tasting wines. Love the natural flower areas! Could use a little more shade cover on the patio in the hot Summer as the umbrellas are not enough coverage when it hits 85 and up. I really wanted to sit among the flowers but not possible. They had pop up tents - would have been great to have a few in this area. Will come Fall or next Spring and will be perfect.“

4.6 Superb57 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 Good18 Reviews
Tasting Room & Taphouse at Mount Ida Reserve Brewpubs • $$
5931 Blenheim Rd, Charlottesville

“What a blast at this birthday/Mother’s Day bash! Elisha saved the day with flawless service, making our 18-person crew feel like royalty 🎉. Killer wings & Viognier wine dazzle, with a dog-friendly patio & big-screen sports vibe 🍗. Kids loved the grassy play area. A joyful gem—count us in again!“

4.1 Good119 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.

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4.8 Superb6 Reviews

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