15 Best Wineries near Greenwood

“Absolutely beautiful late afternoon at Septenary Winery at Seven Oaks Farm. The Carriage House 2019, Delicious!!!“

“Great Virginia wines 💙💙quality and a beautiful seating.“

“Our group had a wonderful visit! One of the best wine tastings we have ever experienced. Knowledgeable and welcoming staff who went above and beyond to make sure our experience was exceptional.“

“Natural winery with a lot of approachable options. You walk in and it feels like you’ve just walked into your best mate’s home. Roshi, (manager) provided such a warm space, paired with a wealth of knowledge about the wines they offer. My friends and I gave her a rundown of the wines we typically like to drink and she curated a dealer’s choice flight that matched us each perfectly. We frequent Charlottesville area wineries often and will 100% be adding this place to our rotation and spreading the word about commonwealth crush!“

“Wonderful wine, quiet and beautiful location. My husband and I enjoyed our picnic lunch on their patio with our sweet dog by our side. We even bought a couple bottles to go. There was an issue with the order but they went above and beyond to correct it quickly. We definitely plan to return!“

“We spent our weekend exploring different vineyards and wineries, and this was our absolute favorite! Tucked back off the main road, so an intimate and relaxed feel! Great views and amazing wines!! Jessa helped us with a tasting and was so knowledgeable and friendly, it was like being with an old friend!! Cannot recommend them enough!“

“We attended ghe Apple Festival. Was great weather. It was bjsu but plenty of free parking and well organized. Bring your own chIars as seating was vefy limited. Lots of food trucks and some lines for food were long. Might want to nring you osn drinks as selections at food yrucks were limited. Perfect fall colors! Farmers Market too!“

“We had such a great time at this winery! The atmosphere was relaxed and fun, and the views were absolutely gorgeous—one of those places where you just sit back and soak it all in. The fire pits were such a perfect touch too, making it cozy and inviting, especially as the sun started to go down.

The staff was friendly, the wine was delicious, and the whole experience felt effortless in the best way. It’s the kind of spot you want to stay at for hours. We’ll definitely be coming back!“

“I visited Valley Road Winery with four of my girlfriends, and we had the most fantastic time. The setting is absolutely beautiful—peaceful, scenic, and perfect for sipping wine and sharing laughs. The atmosphere was relaxed and welcoming, and we felt right at home from the moment we arrived.

A special shout-out to Ann, who was so fun and incredibly accommodating—she made our visit extra memorable. We also enjoyed meeting two of the co-owners, Barbara and Stan—it was such a treat to chat with them and learn more about the winery’s story.

Their Cab Franc was my personal favorite—smooth, flavorful, and We’ll definitely be back!“

“Grace Winery is a beautiful, small, and intimate spot—perfect for a relaxing visit. The atmosphere is peaceful and welcoming. Jim was absolutely great—friendly, knowledgeable, and made our experience even more enjoyable. Highly recommend if you’re looking for a charming and personal wine tasting experience.“

“Great wine and outdoor seating! They’re very dog friendly, but I wished they enforced the on leash rule a bit more. We had our dogs on leash and two dogs off leash ran off to greet us. One of our dogs doesn’t react well when off leash pups run up to them. And we had to physically pull the new pup off ours, and the dog owners weren’t even near by. I think they were the owners dogs or the owner knew them well. They were very sweet, but I wish the rules were either enforced for everyone or there was an off leash area.
But again, the wine was good, the staff was very friendly, and the environment was nice to sit outside. Recommend!“

“We came by for an afternoon tasting and it was perfect! The atmosphere, especially in the pavilion, was wonderful and the views of the mountains and vineyard were gorgeous. The wine was great and we left with a few bottles. We brought our pups and the staff were very sweet and gave them treats. And we brought a picnic - I recommend bringing your own food. Their selection is nice but it’s a little small, so if you really want a spread of nosh food, bring your own. Definitely recommend this winery!“

“We had an amazing experience when we visited Flying Fox. Tralyn was so informative and pleasant. We spent about 2 hours with her and left with 6 bottles of wine. We can't wait to return. We Left there and moved on to Veritas Vineyard for lunch. (Sister winery)!!😋☺️😁“

“This is a must visit winery in the Charlottesville area. It is one of the most beautiful vineyards I have been to. They have a great selection of wine and the staff was very friendly!“

“Pippin Hill Farm & Vineyards is a dream setting for a wedding! The mountain views, vineyard vibes, and beautifully designed spaces create such a romantic and elevated atmosphere. We've had the honor of performing here and are always blown away by how smoothly the events run, thanks to the kind and attentive staff. It's truly a venue that makes every moment feel magical.“