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    James Charles Winery & Vineyard

    4.0 (60 reviews)
    Closed 12:00 pm - 5:00 PM

    James Charles Winery & Vineyard Photos

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    Wine is excellent! The view, the staff, the food all excellent. Very beautifully decorated for the holidays. I definitely recommend a visit to this winery.

    Cuvee' de la reine
    Jessica O.

    A great way to spend a Saturday is to pay a visit to James Charles winery! They're wine is very good, no weird aftertastes. You can tell quality is important to them. We first tried the Cuvée de la reine ($26). This is described as a mix of the Riesling and another wine with a hint of melon. We wanted a more sweeter wine to drink out in the sun and this one was perfect! Not too sweet at all, usually with a wine like this you get sick of it quick because it is too sugary but this was the perfect amount! We also tried their 1913 ($30). This was another great wine but this one was red. It has a hint of berry to it so a sweeter version but like the cuvée it also is the perfect amount of sweetness which made it another great one to drink outside! Something I also noticed is on the bottles they have suggestions on food to pair it with. A nice touch! We also loved the atmosphere here! They had live music, with a guy play guitar. There was a food truck but also the winery has a kitchen with food also. The building is so cute there is plenty of space instead but also a separate event space too. There is lots of outdoor seating and it's pet friendly! If you come and you really love their wines you can become part of their adopt a vine club which has lots of perks. You get exclusive wines and discounts on wines too!

    The front view from the parking lot.
    Tandis H.

    We came on a Thursday afternoon and it was quiet and peaceful - absolutely beautiful. The place is very nice, and so is the service. We were kindly welcomed to the bar area where we got an overview of the wines and tastings. We decided to go with a glass of wine so we could enjoy it on the outdoor terrace. I really liked the vibe out there - the furniture was nice and contemporary, and the shades overhead made the space feel light, area, and cool. Everything was perfect, and if you get the right spot you can even get a glimpse of the views beyond. Would be nice if someday they take more advantage of the views!

    a table set for a halloween party
    Nezu M.

    This is one of our favourite wineries! The wines were excellent- and I am very much partial to the Cuvee de la Reine! Fantastic company with Valerie, the manager.

    a glass of white wine
    Michelle D.

    Beautiful place to visit. Whites and Reds were amazing! Outdoor area has comfy couches and Adirondack chairs.

    Backyard
    Angel I.

    Beautiful space to wine down (and wine up!) and relax! Did a taste testing for about $10 each and the staff was very friendly and informative. Beautiful space to overlook the mountainscape and very cozy and trendy furniture. Good wine, too!

    White wine
    Breanne S.

    This is a beautiful venue with delicious wine choices! Complete with indoor and outdoor seating.

    Matthew F.

    Not bad for an opening day! Wine: 3.5 stars: JC served 6 wines for $10; 3 whites, and 3 reds. Some were little on the young side, but everything was OK to good. I really liked the tasting sheet descriptions; that was a nice touch. I also liked the diversity; not many wineries have red Zinfandel or dry Reisling, and they had both. On the minus side, everything was a tad expensive, especially given the more reasonable prices I see at other Shenandoah wineries. Facilities: 3 or 4 stars? Not the tasting-room extravaganza like I see in Loudoun county, but reserved and tasteful. I liked the garage-style door that opened up so you can enjoy the view; Shenandoah is a nice area so you can't go wrong with that. Service: 4 stars. This was opening day so they were busy but the servers seemed knowledgeable and friendly. According to my pourer, James Charles is owned by the same family that has the Veramar and Bogati Bodega wineries; apparently wine making is something of a family tradition. The grapes are from Veramar, which really isn't that far. I like Veramar a lot so this is a point in their favor. The Reisling was dry and crisp, and the Sav Blanc had the flavor of green apple. Dry Reislings seem to be rare in this area, so finding this was a nice surprise. Wasn't a big fan of the Viognier, though. The Reds included a "1913" Bordeaux style blend, a Petit Verdot, and a red Zinfandel. The 1913 needs time to age, but in time it should soften. The Zin was different; not being a Zin drinker I don't have any basis for comparison, so it was hard to rate. But I definitely liked the Petit Verdot. JC is about 1.5 hours from DC, so it's sort of a hike. But I think Shenandoah is an under-appreciated wine making region, so it's nice to see a new addition.

    a sunset in the back yard

    The wine and ambiance at James Charles was great! The staff (Alyssa, Raven, & Nino) were fantastic and very knowledgeable on the wine and provided great recommendations!! We cannot wait to come back soon. This is a must do if you're in Winchester!

    Miss Chloe
    Shawn W.

    Road leading to the winery Corvette friendliness is iffy. The winery views are ok. The tasting room is very nice. The wine pourer was very friendly. The wine 1913, was good and smooth, mildly tannic, fruit forward meritage, as the wine warmed up some licorice notes and plum came through. The southern style egg rolls very good ask for extra sauce, and the truffle fries are worth a try. Very nice French style winery worth a visit. SWaddell

    Caren B.

    I'm so, so conflicted about this winery. First off: Winchester actually has a winery! Woohoo! But... I went on opening day, and I've gone again since, and I'll continue to go. But: the wines are kind of meh. They offer 6 wines, 5 of which are available to non-members (and the pretentiousness involved in a members only winery that doesn't even use its own grapes... well...). As with all young wineries (this one has only been open three months), the grapes aren't original to the region. The owners have another winery in Berryville (Veremar) that also imports its grapes, because wineries in this region just haven't matured enough to do their own thing. That's okay, but it makes them startlingly 'less than' the wineries in the Charlottesville - Afton region. That doesn't make it the worst winery (cough cough, Concord, cough cough, Stephens City...), but it just doesn't make it the best or the most okayish. The traditionally sweet wines aren't sweet, and they're touted as dry although what they really are is wet rock and fruit; the two reds are the Petit Verdot and the Zinfandel (which isn't a red drinker's red). Both of the reds are as of yet bland and lacking, but because there's no vintage prior to 2014 (The winery just opened in 2015), and whites are more forgiving, I highly suggest you go with the whites. My two favorites here so far are the admittedly acidic Viognier and the self-labeled "juicy" Riesling. Whites are always more forgiving of youth, and so I can only assume that these are my favorites simply because the reds are not mature yet. Don't ask about residual sugars, because they don't know: no matter how many times I've asked (several), the Sommelier doesn't know. They can't talk nuance, either; they know exactly as much as is printed on the tasting list, no more, no less. Tastings of the 6 wines (or 5, depending), are $10 per person. You don't get to keep the glass. (Pardon me for being a snob, but I find tasting fees distasteful, and against tradition, although I do realize that this is Virginia.) The scenery has promise: lots of promise. It's pretty now, it'll be gorgeous in a few years. The vines are young, and the hills are alive with the newness of construction and young trees. But seriously, in a few years this is going to be the prettiest winery in the area. This venue is full of potential, and the function room has lots of promise for events. The "members only" area is "exclusive" to over 200 people, and this place is only three months old. What that means is, IT'S NOT EXCLUSIVE. The benefits are: unlimited free tastings, access to one particular members only room, and an infinitesimal discount on quarterly bottle orders for pick-up (which is only really good if you like their wines enough to drink them at home, as opposed to tolerating their wines for the atmosphere). Frankly, I wouldn't purchase a membership here, because it would be admitting my tolerance for blasé wines to the world, while simultaneously gaining me access to a community of those that also apparently enjoy blasé wines. Come for the beauty and the tasting, but don't leave with a cellar's worth of $20-30/bottle meh.

    Elizabeth K.

    This four year old winery and building are modern barn chic. Wonderful bright green doors invite you to a panoramic view. Clean, slightly sweet whites and dry reds round out the tasting menu.

    Tasting Room

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    My favorite winery in Winchester! Staff is great and atmosphere is very relaxed. It's a great way to spend an afternoon

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    Thanks so much for your kind review! Hope to see you back again soon!

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    Page 1 of 2

    Ask the Community - James Charles Winery & Vineyard

    Are children allowed in the outdoor area?

    Hello! Children are allowed everywhere, in the tasting room and outdoors, as long as they're supervised.

    Don’t See Your Question? Ask Away!

    Review Highlights - James Charles Winery & Vineyard

    It has a hint of berry to it so a sweeter version but like the cuvée it also is the perfect amount of sweetness which made it another great one to drink outside!

    Mentioned in 2 reviews

    Read more highlights

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    Crimson Lane Vineyards

    Crimson Lane Vineyards

    4.5
    (103 reviews)
    17.0 mi

    Finally made it to Crimson Vineyards today after 3 weeks of trying because if the…read more rain First everyone spoke as soon as we entered the Winery. The view of the mountains is breathtaking. The wines are delicious The icing on cake was our server Crystal so knowledge, friendly & so sweet. We will be back with friends. Also, I loved that the manager Ken came around to check on our service. Crimson Vineyards you're amazing. We wil definitely be back!

    We spent a few days in Fauquier County region and were able to check out some new wineries as well…read moreas a few favorite. Crimson Lane was one of the new spots and is now a favorite. Off the beaten track and up on hilltop with beautiful views, this winery is AMAZING! Tastings are table side with knowledge staff guiding you. They offer both their own estate wines as well as an assortment from VA and around the world. Their wines were well balanced with layers of flavor, depth and long finish. My favorites were the Petite Verdot and Sauvignon Blanc It is best to make a reservation. They also have a food menu. We did the 2 estate tastings, several glasses and shared a burrata. I could have stayed all day! 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) My rating rationale +1 Service +1 Food~Taste/flavor/quality +1 Presentation +1 Atmosphere/vibe +1 Value

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    Pairing selections for white wine
    Pairing selections for white wine
    Private Tasting Room
    Private Tasting Room
    Tasting room porch

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    Tasting room porch
    Misty Mountain Meadworks

    Misty Mountain Meadworks

    4.6
    (9 reviews)
    11.9 mi

    BLUF: Best mead in VA. Limited seating…read more Drinks (5/5): They have the BEST mead in all of VA. They use more honey than any other meadery I've been to. Usually meaderies use a lot of juice to save money on the honey, but not this place. If you tilt their bottles, it takes TIME for that mead to shift. That's how you know it's more honey than juice. It's absolutely amazing. I haven't had a single flavor here that I didn't like. You can't go wrong with anything here. The pricing is good. It's more expensive to buy a bottle here than from Mom's Apple Pie down in Bluemont, which is weird, since this is where the mead comes from. But either way, you support an amazing business. Service (5/5): GREAT service. The owner mans the counter and is so nice and explains the different flavors and the whole process! You get a mead lesson AND get to drink. Ambiance (5/5): So. You pull up to what seems like someone's backyard with a shipping container on it. The parking lot is gravel, there's PLENTY of parking tho, so don't worry about that. Then you just walk over to the shipping container and BAM you're at the bar. There is VERY limited seating, so don't expect to bring a whole group of people here and expect to sit down. You're lucky to find 2 seats next to each other. The scent of honey lingers in the air, making the whole room smell delicious. TLDR: Great mead.

    OUTSTANDING! Stopped by Misty Mountain after visiting a…read morelocal winery and was blown away by the excellant mead and oustanding service. We ordered 2 flights so we could taste all the current meads and they were all awesome, we couldnt pick a favorite. Richard the meadmaker was super friendly and knowledgebale telling us about the different meads, mead making process, and their farm/meadery. Misty Mountain has been making mead for 20 years! We have had mead from several other meaderies, this by far is our new favorite. You can order flights, mead by the glass and bottles. They also have other related merch for sale. Tasting room decor is eclectic, medievil, bee/honey motif. Bar seating as well as some tables. Gender neutral bathrooms, plenty of parking. My rating rationale  +1 Service +1 Food~Taste/flavor/quality +1 Presentation +1 Atmosphere/vibe +1 Value

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    Misty Mountain Meadworks
    In bathroom
    In bathroom
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    Bluemont Vineyard

    Bluemont Vineyard

    3.9
    (633 reviews)
    21.2 mi
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    An Unforgettable 50th Birthday Celebration at Bluemont Winery!…read more I cannot say enough wonderful things about my experience at Bluemont Winery! I recently celebrated my 50th birthday there, and Staci Collins and her incredible events team went above and beyond to make the occasion truly special. From beginning to end, Staci and her team were warm, kind, attentive, and incredibly professional. Their hospitality was exceptional. They didn't simply host an event--they made me and my guests feel genuinely welcomed, celebrated, and cared for. Every detail and thoughtful gesture helped make this milestone birthday one I will always remember. A very special thank you to the chef as well! The braised ribs were absolutely outstanding--so flavorful and incredibly tender that you could literally cut them with a fork. My guests and I are still talking about how delicious the food was! The beautiful setting, wonderful food, and exceptional service were all impressive, but it was the people who truly made the experience memorable. Staci, her events team, the chef, and the entire crew helped turn my 50th birthday into such a beautiful celebration. Thank you, Staci Collins and the entire Bluemont Winery team, for your kindness, professionalism, hospitality, and for going out of your way to make both me and my guests feel so special. You helped create memories that I will treasure for years to come. Five stars simply aren't enough!

    I visited Bluemont Vineyard this past Saturday with two friends I don't get to see very often, and…read morewe had a great time. Northern Virginia has a lot of winery options, but Bluemont offers a few things that make it special. First of all, it's huge - tons of indoor and outdoor seating on two levels. They take reservations. We made for one for noon on Saturday. We were seated upstairs/indoors but eventually moved to their upstairs deck (we were there for hours and wanted a change of scenery). Their views are incredible. You can see the Blue Ridge Mountains from practically anywhere on the property! I hadn't seen my friends in months, so we stayed for almost five hours. We started with their white wine flight, and then we had a few bottles, too. We also ate (beef empanadas, a flatbread, and some black bean hummus). We enjoyed most of the wines (between the flights and bottles, I think we tried 6 whites and 1 rose), and the food was pretty good, too. The service was great - Lily and Rose were our servers (there was a shift switch, since we were there for almost 5 hours) and they were wonderful. They were a little busy downstairs when we arrived, but it's such a large space that there was plenty of seating for more. (It seems to be a spot on wine tours, because there were a few buses when we arrived.) I'm not sure if you really need a reservation, but I'm glad we had one since our plan was to eat lunch at the winery. We had a great time at the winery. But the highlight of Bluemont Vineyard is the property itself - the views, the space, and outdoor dining!

    Photos
    Signature Flight
    Signature Flight
    Mixed red and white wine flight
    Mixed red and white wine flight
    Red wine

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    Red wine
    Greenhill Vineyards

    Greenhill Vineyards

    3.8
    (289 reviews)
    30.2 mi
    $$
    Veteran-owned & operated
    Free parking

    My husband and I spent a delightful afternoon with friends at Greenhill Vineyards in Middleburg,…read moreand from the moment we arrived, everything was a perfect 5-star experience. First, a shoutout to our wine server, Hannah, who was absolutely fantastic. She was friendly, knowledgeable, and passionate about the wines without ever making us feel like we needed a sommelier certification to enjoy them. She guided us through the $20 tasting, which included a wonderful mix of whites and reds. It worked out perfectly because I'm a white wine fan while my husband prefers reds, so naturally we shared every pour and declared ourselves a two-person tasting committee. Now let's talk about the food. The truffle popcorn should probably come with a warning label because it is highly addictive. We kept saying "just one more handful" until the bowl mysteriously emptied itself. The fresh baguette with pimento dip was equally delicious and paired beautifully with the wines. The winery offers plenty of seating options, whether you prefer lounging on the grass, relaxing indoors, or enjoying the covered patio. We chose the covered patio, which provided the perfect balance of fresh air, vineyard views, and shade. And yes, I'm actually going to mention the bathrooms. They were some of the nicest winery restrooms I've encountered--modern, spotless, stylish, and clearly well-maintained. It's one of those little details that says a lot about the overall experience. Great wine, delicious food, beautiful setting, immaculate facilities, and outstanding service from Hannah. Greenhill Vineyards has earned every one of these five stars. We'll definitely be back for another "research trip" in the near future.

    Greenhill Vineyard is hands down my favorite vineyard in Middleburg--and the perfect way to start a…read moreday of wine tasting. We came here first before heading to brunch and a second winery, and honestly, it set the tone for the entire day. The grounds are absolutely beautiful--peaceful, scenic, and everything you want when you're trying to escape the city for a bit. The wine selection is solid, and everything we tried was smooth, well-balanced, and easy to enjoy with friends. It's the kind of place where you can actually relax, take your time, and be present. What I love most about Greenhill is the vibe--it feels elevated without being pretentious. Just good wine, great views, and the kind of atmosphere that makes you want to stay a little longer. If you're planning a Middleburg wine day, start here. You won't regret it.

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    Great wine for a great day! Go seyval blanc!
    Great wine for a great day! Go seyval blanc!
    © Greenhill Winery and Vineyards
    © Greenhill Winery and Vineyards
    Entrance to Greenhill Winery

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    Entrance to Greenhill Winery
    Barrel Oak Winery & Brewery

    Barrel Oak Winery & Brewery

    3.9
    (693 reviews)
    24.3 mi
    $$

    We visited the winery on Valentine's Day, which fell on a Saturday this year. We had made a…read morereservation in advance and arrived a bit early, but were seated right away. Tables are reserved for 2.5 hours, so I assume the party before us didn't use their full time. We ordered an appetizer and a bottle of wine. The brie cake was delicious--even for someone who doesn't usually like goat cheese (it was layered in)--but unfortunately, no one in our group enjoyed the cheesecake. The winery is both dog- and kid-friendly. All the parents we encountered kept their children supervised, which is a winery rule and one I really appreciate now that we have kids ourselves. Most of the dogs were also very well behaved, though one was repeatedly growling at passing dogs, which was off-putting. While the winery can't control every patron, we choose to leave our dog at home when she's not in a social mood, and it would be nice if all dog owners did the same.

    TL;DR: PACKED when the weather is nice, expensive but great food and drinks, OK view…read more Ambiance (4/5): We arrived as a party of 4 on a Saturday and immediately walked into a live-action game of Musical Chairs: Patio Edition. Not a single table was available. Instead, there were rows of empty tables with RESERVED signs on them, apparently reserved for ghosts, because no one sat at them for 2+ hours. Meanwhile, groups of people, including us, circled the patio like vultures waiting for a table to finally open. The oyster pop-up bar had a line wrapping around the patio like people were waiting for Taylor Swift concert tickets instead of shellfish. There are small campfire setups around the outside area. But in 69°F full sun with a gentle breeze, you'd think no one would use them. Wrong. The whole side patio and hill area turned into a smoky campsite, with diners getting smoked out and leaving. On top of that, we had to fend off a rotating cast of unattended children. Kids wandered around like they were in an unsupervised theme park. One repeatedly tried sticking their hands in our dog's face while she was calmly chewing on a bone outside like a civilized creature. We ended up disciplining other people's children just so our dog could exist without being harassed. Food (4/5): We ordered the Nduja Sausage and Ricotta Pizza ($26), a red sangria pitcher ($40), a red sangria glass ($12), and the s'mores cookie tray ($10 for 3 cookies). The pizza was delicious, but the crust was so thin and flimsy it needed structural reinforcement. I used part of the previous slice to smear the ricotta around to get a balanced bite each time. The sangria was great, but $40 for 4 1/3 full glasses of wine felt disappointing. It's sangria, not liquid gold. The cookies were good, but for $10, 3 cookies should at least come with hot cocoa. Service (4/5): The lines were out the door. That is not the staff's fault. This place is popular, and the food is great. While I waited the 15 minute line to order, I reviewed the menu, dodged tiny children, and stepped away from random dogs on leashes inside the establishment trying to jump on me. It felt like a low-stakes obstacle course. When I got to the counter, I placed my order quickly. The bartender whipped the screen around with such precision and stared me down during the tip prompt like I was making a morally questionable decision. I pressed "No Tip" (listen. I stood in a line, picked up my own order, and bussed my own table) and his face shifted from "happy to help you" to "you have personally wronged me and my ancestors" in seconds. After tapping through 5+ different prompts, he told me to set a timer on my phone for 10 to 15 minutes and go to a different building to pick up my pizza. Finding this second building required me to use my nose like a bloodhound, following the faint scent of pizza through crowds until I finally tracked it down.

    Photos
    Signature Wine Flight
    Signature Wine Flight
    View from the parking lot
    View from the parking lot
    Charcuterie Board

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    Charcuterie Board

    James Charles Winery & Vineyard - wineries - Updated August 2026

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