13 Best Wineries near Upperville

Slater Run Vineyards Winery • $$
1500 Crenshaw Rd, Upperville

“Sarah is absolutely wonderful at the Buchanan Hall Market.“

4.7 Superb58 Reviews
Tranquility Farm & Winery Winery • $$
18050 Tranquility Rd, Purcellville - 11.21 miles

“Beautiful property. However, service has gone down. Not willing to have fire pits or fireplaces lit when requested and food has declined in quality on pizza and charcuterie boards.“

4.8 Superb57 Reviews
Veramar Vineyard Wineries • $$
905 Quarry Rd, Berryville - 8.77 miles

“Relaxing place to go for a glass, bottle or tasting. The view is a bonus“

4.7 Superb103 Reviews
Lost Mountain Vineyards Winery • $$$
2550 Delaplane Grade Rd, Delaplane - 4.32 miles

“This is arguably the best winery in the state. It definitely makes the best wine in the state. The Bordeaux style blends are so good. RdV does everything right.“

4.6 Superb30 Reviews
Naked Mountain Winery Wineries • $$
2747 Leeds Manor Rd, Markham - 7.5 miles

“Children welcomed INSIDE and cherished here!! We loved this winery! There were 8 adults and our 3 month old grandson. We were welcomed and felt at home. The wine is delicious and the food was yummy! They made us feel like family. We even hung out with Beans the cat. Thanks for a fun relaxing afternoon.“

4.7 Superb81 Reviews
Arterra Wines Winery • $$
1808 Leeds Manor Rd, Delaplane - 4.9 miles

“On our way to Winchester to see Tracy Byrd concert, we made a fantastic discovery - this wonderful winery. The staff were very friendly and accommodating, and we had a great time sampling five different wines. My personal favorite was Seven Oaks, and I was impressed by the fact that all the red wines were neither too sweet nor too dry. We sat outside and enjoyed the beautiful scenery - the blue sky, the evergreen trees, and the peaceful atmosphere. If you're a fan of the outdoors, you'll love the nearby hiking trails. I would highly recommend this winery to anyone who enjoys wine.“

4.7 Superb56 Reviews
Twin Oaks Tavern Winery Wineries •
18035 Raven Rocks Rd, Bluemont - 9.12 miles

“Stopped by Twin Oaks after hiking the nearby Raven Rock trail - the wines were great, the staff friendly and knowledgeable, and the ambiance was comfortable. We did not try the charcuterie boards but they looked amazing. Highly recommend!!!“

4.7 Superb41 Reviews
Bogati Winery Wine Bar • $$
35246 Harry Byrd Hwy #190, Round Hill - 10.72 miles

“Loved the wines!! The ambiance was amazing!! Don’t let the outside fool you!! Beautiful inside ❤️“

4.8 Superb17 Reviews
Three Fox Vineyards & Farm Brewery Wineries • $$
10100 Three Fox Ln, Delaplane - 5.71 miles

“Our team hosted a company event at Three Fox Winery and had a wonderful experience. Robin was fantastic to work with, the staff was courteous, helpful, friendly and very accommodating. Our clients enjoyed themselves and it was a very successful event thanks to the Three Fox team! Thank you!“

4.5 Superb103 Reviews
Boxwood Estate Winery Wineries • $$
2042 Burrland Ln, Middleburg - 7.87 miles

“Great wine, great people, beautiful location.“

4.5 Superb133 Reviews
Barrel Oak Winery and Brewery Wineries • $$
3623 Grove Ln, Delaplane - 7.66 miles

“Barrel Oak Winery & Brewery is a stunningly beautiful winery with a welcoming atmosphere and excellent wines and food. The pet friendly aspect is a plus! Sarah made our visit truly exceptional! She was incredibly friendly, knowledgeable, and took the time to share the history of the winery while guiding us through the wine selections. Her outstanding service made the experience unforgettable. We can’t wait to go back!“

4.5 Superb159 Reviews
Delaplane Cellars Wineries • $$
2187 Winchester Rd, Delaplane - 3.99 miles

“Sunday, April 22, 2024, my wife and I were entertained at Delaplane Cellars tasting room by our old friends Keith & Viqui Dill AKA the Dill Pickers. We had a fantastic time listening to some great Bluegrass and Blues selections while enjoying several glasses of exquisite wine. We are hoping that they will book the Dill Pickers in the future and give us more than one day's notice so we can invite several friends to their venue. The staff were very courteous and attentive to our needs. As a disabled Vietnam veteran, I sometimes am not the most graceful so when I accidentally knocked over my glass of wine the staff were there instantly to clean up the mess and replace my wine. Our visit was exhilarating and the views were beautiful.“

4.4 Superb92 Reviews
Chateau O'Brien At North Point Wineries • $$$
3238 Railstop Rd, Markham - 8.57 miles

“Chateau O’Brien Winery was such a great experience and is definitely worth visiting.

Lisa led our wine tasting, and she was fantastic! She’s incredibly knowledgeable about the wines, but what really stood out was how fun and engaging she made the entire experience.

We also had the chance to meet the owner, Howard, which made the visit even more special. He was so welcoming and easy to talk to, and you could tell he genuinely enjoys connecting with guests. He made everyone feel comfortable and added a really personal touch to the visit.

Between the great wines, the beautiful setting, and the warm hospitality from Lisa and Howard, Chateau O’Brien is a place I would absolutely recommend. If you’re looking for a fun and welcoming winery experience, this is definitely one to check out.“

4 Good41 Reviews

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