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    Chestnut Oak Vineyard

    4.6 (21 reviews)
    Closed 12:00 pm - 5:00 PM

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    Chardonnay
    J E.

    Stopped in for a tasting recently.... The manager who handled our tasting did a very nice job explaining their wines and talking about the venue and the vines. Their wines tasted quite nicely, especially the chardonnay. Prices are pretty attractive too. The tasting room is beautifully framed timber with nice seating throughout. Overall, it was a nice visit and I could see coming back, especially when the weather is nicer and enjoying sitting & sipping outside!

    Cody Y.

    Chestnut Oak currently specialize in two wines, giving visitors a unique chance to do the ultimate vertical tasting. The biggest strength of the Monticello Wine trail is the sheer variety of wineries - you can find pretty much anything you want. Chestnut Oak, with a brand new tasting room in Barboursville, adds to that variety by only offering two wines - Petit Manseng and Cabernet Sauvignon. The twist is you can taste them from different years and marvel at how different the same grapes taste year-to-year. We were guided in our tasting tour through time by a wonderful pourer and a broad selection of palate cleansers, including bread, trail mix, and these little salty cheesy things. For only $5, you can try four Petit Manseng and three Cabernet Sauvignon. The Petit Manseng all share that crisp refreshing taste, but vary on everything else. The 2010 was surprisingly sweet, the 2011 was much less sweet and with smooth acidity, the 2012 was the most refreshing and driest of the bunch, and the 2013 had a touch of sweetness with a rich floral/citrus taste. The Cabernet Sauvignon offered significant variety year-to-year. The 2009 was smooth with velvety texture with a hint of sweetness, the 2010 had a spicy and peppery bite, and the 2013 offered more dark fruit and rich tannins. Overall, Chestnut Oak offers a one-two punch of a unique vertical tasting experience (the only other one I can think of Moss Vineyards) and flavorful wines. The customer service is top-notch, and I look forward to them eventually expanding their lineup outside of Cabernet Sauvignon and Petit Manseng. A must-visit in the Barboursville area.

    Cindy V.

    I come to my timeshare cabin in Shenandoah crossing Gordonsville Virginia every year and look forward to my annual visit to the local vineyards... I have been going to Barboursville, Horton, Burnley, and Reynard Florence but yesterday the talk at the tables was about this new vineyard in our area called Chestnut Oak... The wine is fabulous and the setting is amazing. The room, the painted murals all over the walls not to mention the experience itself! Seriously... Go to Horton (which has great, fun wines) and experience their tasting with their smashed up bowl of soup crackers and dingy musky surroundings versus this experience at Chestnut Oak! It is just sheer class while delivering delicious reasonably priced wines! Be sure to check their tasting hours though because at this time of year they are only open on Saturdays from noon till five!

    Vineyard
    Malary J.

    Loved this winery! Loved the decor and the beautiful architecture of the inside of the winery. The wine tasting was only $5. Wish they had more wines to try but they were pretty good.

    Poor tasting experience. Disorganized and almost rude staff distracted from the wine. Wine may have been fine but I wouldn't recommend based on the staff. We felt uncomfortable and so did the other guests there. Tasting room itself was beautiful with high ceilings, great murals, and attention to detail.

    red roof and white barn

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    9 years ago

    Such a cute little hidden gem! The tasting was a great price and my mother's was free for Valentine's Day! Definitely worth checking out!

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    Ask the Community - Chestnut Oak Vineyard

    Review Highlights - Chestnut Oak Vineyard

    8 acres of grapes, their older vines being Cab Sauv and Petit Manseng, but they now also have Merlot, Cab Franc and Viognier.

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    The Barn At 678 - Tasting room seating

    The Barn At 678

    4.5(16 reviews)
    3.5 mi

    Great wine and VERY generous charcuterie box. We spent an afternoon sitting on their porch sampling…read moretheir wine. Loved the Reserve Red! Very personable staff! Great, relaxing afternoon!

    We were made to feel unwelcome by the owner! The first thing we did wrong was bring water bottles…read morefor our 2yr old and 4 yr old. What!? The second thing we did wrong was move the furniture back about 12 inches to make space , we were asked not to move it... we had a group of 9 and needed more space. We did not pick the furniture up and move it to a different area, we had chosen a space to the side and out of other patrons way, but that was not acceptable. The third thing we did wrong was bring water onto their property. They allow NO OUTSIDE BEVERAGES, even on a 90 degree day and did not have is easily accessible IF they provided it themselves. We offered to let her look in our cooler (nevermind the fact we already had 4 coolers of food and water we had been consuming for an hour), that wasn't good enough. She even turned her back on me in the middle of the conversation. That was enough for us. We packed up and left. In discussing it amongst ourselves afterwards, we all agreed it was her approach and attitude that was so offensive, not her message. If she had calmly sat down with us and let us know their stance we would have been more accepting. Her actual words :"my winery, my rules". I give them one star because the wine is actually good. But I refuse to support someone who is rude and unwelcoming!

    Photos
    The Barn At 678
    The Barn At 678
    The Barn At 678

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    Reynard Florence Vineyard

    Reynard Florence Vineyard

    4.4(68 reviews)
    3.1 mi
    $$

    Fantastic, intimate winery experience off of 29. The family started this winery a few years ago and…read morelive a few steps away from the vineyard. Most are estate grown grapes and delicious. I noticed the whites have a honey note and the reds are well balanced. Michael walked us through a guided tasting of all 8 wines - and we learned a ton! There's seating inside and outside for small groups only. Feel free to bring your own snacks

    This is a hidden gem. Located off 29 in the Barboursville area…read moreRealtively small winery and tasting room though definately NOT small on flavor or quality Michael helped us in the tasting room with a guided flight of 5 whites and 4 reds. He was personable and knowledgeable about the wines and winery. We really enjoyed the wines and bought several to bring home! The wines had good structure, nice body and strong finish. Indoor and outdoor seating. Flights -both guided or self guided, glasses and bottles What we tasted: *VIOGNIER 2023: 100% stainless steel fermentation. Bright, fresh, crisp, refreshing. Oysters, shellfish, picnics, summer afternoons. *CHARDONNAY: Neutral oak fermented and aged. Flavors of apple and pear. Silky mouth feel. Roasted chicken, fish, scallops. *TI-REY RosÉ 2021: Estate reserve blend of cabernet franc-and merlot. Ripe strawberries and red raspberries. Picnics, around the pool or on the deck. *BLANC DE BLANc 2021 -Sparkling Méthode Champenoise. 100% chardonnay. Dry, crisp and refreshing *PETIT VErDOT 2019-Deep color, concentrated dark fruit flavor with spice, earthiness, and oak. Their boldest red. *MERLOT 2023: Dark color, rich, ripe fruit. An approachable merlot with added robustness. Roasts, cheeses, and stews. Governor's Cup Gold 2025. *RECHERCHÉ 2021: Recherché means "much sought after" in French. B|end of petit verdot, merlot, and cabernet franc. Governor's Cup Gold 2024. PETIT VErDOT 2019: Deep color, concentrated dark fruit flavor with spice, earthiness, and oak. **Note wine descriptions are from the winery's tasting notes -not my own My rating rationale for beer, wine, or spirits: +1 Service +1 Atmosphere/Vibe +1 Taste/Quality (Flavor, aroma, and overall quality of the beverage) +1 Presentation (Glassware, garnishes, and visual appeal of the drinks) +1 Selection/Variety (Range of beer, wine, or spirit options and uniqueness of offerings)

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    Reynard Florence Vineyard
    Reynard Florence Vineyard
    Reynard Florence Vineyard

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    Montifalco Vineyard

    Montifalco Vineyard

    4.3(36 reviews)
    7.0 mi

    Buyer beware - the other reviews on here are not written by serious wine drinkers. How do I know?…read moreMy group came to Montifalco yesterday and was excited to try some great wines. With so many positive reviews, how could we go wrong? They set us up in the cutest little private cottage and we're so sweet. Unfortunately that's where the charm begins and ends. We got five different wines to try. The bubbly was good but the rest were awful. No one in our group of ten found them even remotely drinkable. The one red was so acidic, my friend was up until 4:00am with an upset stomach from the acid burn. It's incredibly disappointing how bad the wines are given how cute the space is and how friendly the staff is. We went back to our Airbnb and opened our own bottles afterwards to cleanse our palattes.

    Writing this while still sitting here as the experience has been absolutely fantastic…read more Came on a Monday after having Montifalco recommended for YEARS from other winery/industry folk. I'm sad it took me this long to get out here but enabled us to come on a day when only one other party was enjoying their outside area! A rare, beautiful 80 degree sunny day in July, nice music and a nice breeze make for a perfect wine sipping environment! The employees were both so incredibly nice and welcoming. We split their featured flight and there was not a single wine I didn't enjoy! Will be leaving here with a bottle or two and probably be returning very soon!

    Photos
    Montifalco Vineyard - They have geese! Unfortunately we enjoyed annoying the geese more than we enjoyed drinking the wines.

    They have geese! Unfortunately we enjoyed annoying the geese more than we enjoyed drinking the wines.

    Montifalco Vineyard
    Montifalco Vineyard

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    Castle Hill Cider - Event Space

    Castle Hill Cider

    4.0(105 reviews)
    4.1 mi
    $$

    My friend took me to this cute cidery when I was visiting Charlottesville in July…read more We parked in the grass lot and grabbed our drinks inside and went outside. The inside wasn't very decorated, and didn't have that many seats. It seemed a bit bare. I wanted to get the frozen drink, but they said they had run out. Outside had a few more seats, but our stay was cut short by some bees that were very interested in my drink, purse, and my friend's face. I might have to give it another try but it was just an average experience for me.

    I've never been here when the weather was nice enough to let us enjoy the full setting, which is…read morethe only reason its getting docked a star. There is very limited seating in the indoor wine bar--two small tables is just about it. If they don't have a wedding or other event, the large barn-like event space is open with seating, but its cool and drafty so if you're hiding from the weather it is not ideal. They have a very small food menu and offer a rotating menu of cider flights and cocktails. Generally, ciders are quite dry, not at all like angry orchard or redd's (for comparison). The cocktails are fun and creative. I loved having the option for a hot drink in late December. At some point, I'd love to be able to come when the weather is beautiful and can take advantage of their outdoor wine bar, fire pits, and view. Ample parking, though as you follow the road up to the winery, you move from gravel to packed dirt. Parking can get quite muddy as it is just grass/dirt, and there can be some deep tracks left from cars in previous weather. Definitely not a reason to skip this place, but something that we noticed as we were coming/going since we were in a very small car.

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    Castle Hill Cider - Outdoor (Event Space)

    Outdoor (Event Space)

    Castle Hill Cider - The inside room!!!

    The inside room!!!

    Castle Hill Cider - Yummmmy goodness

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    Yummmmy goodness

    Chestnut Oak Vineyard - wineries - Updated July 2026

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