Nearly every autumn, I take a road trip to visit all of my favorite wineries in Charlottesville, VA. Now I’m rounding up my top picks for you to check out!

I want to start by saying that I’m no expert when it comes to wineries, but I do love traveling to these gorgeous spots in my state to explore all they have to offer. My sister and brother-in-law go to Charlottesville wineries every year on their wedding anniversary, and now my husband and I have a similar love for this tradition since we honeymooned in Charlottesville! I’m still exploring and discovering new hits, but each time I try a new spot that I love, I’ll make sure to add it to this list for all of you!

For now, let me introduce you to the wineries that have made it onto my favorites list!

Top Wineries in Charlottesville

Veritas

The year we got engaged, Brandon and I visited this winery on a gloomy autumn day. It was raining outside, and we could barely see the mountains because of all the fog. However, inside was a roaring fire, cozy couches to lounge on, and some of the tastiest wines! We still highly recommend this spot to anyone looking to visit Cville.

Glass House

The atmosphere here is like none other. They have a massive, tropical conservatory where you can sit and enjoy a cheese board, live music, and relaxation after your tasting. You can even purchase a glass of wine to pair with the cheese. They also have a dog that runs around the vineyard, and that same pup may come and sit by your knee in hopes of a piece of cheese!

Barboursville

This is one of our latest finds, and we loved every second. They had one of the most expansive tastings we’ve found so far, and an incredibly beautiful location. You can take your glass of wine and explore the vineyards, roam through some ruins, and then come back with a picnic lunch to sit outside and enjoy the views. My husband and I also found out that my parents love this winery, as do my sister and brother-in-law, so we seem to be keeping favorites in the family!

Blenheim

Owned by Dave Matthews (yep, that Dave Matthews); this vineyard was the first I ever went to in Charlottesville, and I loved it! As the website states, “the building is split into the tasting room above, from which you can peer through paneled glass floors into the wine production facility below.” I loved being able to wander upstairs with my wine and see how it’s being made right below my feet! Take a bottle onto the back deck and listen to some great music (I bet you can guess what might be playing) while you sip.

Horton

Horton does things very simply, and I appreciate this. You can pick ten wines out of quite the long list to discover during your tasting. This is fun because it means that every time you visit, you can try a new set of ten wines! Then head outside for gorgeous sights and a quiet seating area that’s perfect for a picnic. Brandon and I sat out here until golden hour was nearly over, just relishing the sunlight and autumn foliage.

Chisholm

This adorable vineyard was right down the street from our honeymoon Airbnb last year, and we loved it! The tasting was done inside what felt like a little log cabin, and since we went around Thanksgiving, they had a Christmas tree farm outside. Let me tell you, the scents there were spectacular. Pine and wine? Yes please! But I could see myself loving this spot at any time of year.

Flying Fox

This is a recent addition to my list of favorite wineries. Apparently, their current tasting room is relatively new – and you can tell from their eclectic and unique decor. Unlike most wineries, they’ve got a hipster feel with leather couches, quirky wallpaper, and picturesque corners. They also let you taste their vermouth – which is such a pleasant and different experience!

Keswick

This beautiful vineyard is further away from our typical spots, but it’s well worth the drive. The wines are spectacular and the tasting room is so cozy. If you go on a weekend, you may get the chance to sit outside and listen to some live music. Pets are also allowed on the premises, as long as they’re on leashes! It’s the perfect place to sip wine, pet a dog, and enjoy the scenery!

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What are your favorite wineries in Charlottesville?