4 Best Wineries near Keswick

“Our wedding day at Keswick Vineyards was perfect from start to finish - not an exaggeration. Everyone on staff made the entire day seamless, so we were able to truly just arrive and enjoy the day. When weather caused a hiccup in our day, our cocktail hour was moved under the tent no problem, drinks were brought to the wedding party while we waited out the storm, and we were able to keep to our schedule due to Cindy and team's fantastic planning. The venue itself was beautiful - the pool, house, and vineyard made the perfect photo backdrop, the carriage house where we got ready was the perfect secluded spot for our wedding parties, and I just truly didn't have to think of a single thing. The inclusions to the venue rental (tent, chairs, tables, etc.) made planning that much easier, along with vendor recommendations, and Cindy and team are true professionals who know what they're doing and will ensure your day is just about you and your love story. We were also lucky to have Cindy as our month of coordinator, which if you're lucky enough to snag one of her limited spots, DO IT! Going into our wedding, I truly felt so stress-free and like everything was out of my hands and handled. I truly cannot recommend getting married here enough, and it makes me so happy that we'll be able to share a bottle of Keswick wine together each anniversary. Just truly can't fit how wonderful this whole team and venue is in a single review. I am so grateful our wedding day was so special and perfect thanks to this place. This is a dream venue.“

“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.“

“We had a wonderful time at Chestnut Oak Winery. Started with a red and white flight, both quite enjoyable. Sarah provided a bit of knowledge in the red blend (Bordeaux style) and also let us know that Cab Franc was being planted! A 4-5 year wait for it to reach our lips, but it's starting. Followed by a glass of Euclid and Petit Verdot. Wonderful time.“

“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!“