James Charles Winery & Vineyard

The staff are very knowledgeable and atmosphere is great. Anastasia was awesome with explaining the tasting menu and offering suggestions on different wines. Thanks for a great experience!

Very peaceful on a weekday with really good food as well

They stated they had a sweet wine but what they served me was awful and very very dry. A crap wine. Never coming back.

Fair quality wine. Area was empty. Patio furniture was dirty and legs of tables were failing. Scenery was nice.

I planned on just sending my concerns to the email address on the website but didn't receive a reply or even an acknowledgement of my concerns, so I decided to leave my review instead.
I went to the Watermelon festival in August after looking at the website and seeing what to kind of expect. I was very disappointed by the time I left there. It was a last minute decision to go. I was given the plastic cup with the coupon. Once I entered and decided which winery to use the tasting at started the decline. I was basically told just the names of the wines but no info about the wine. It was a “here you go” type of vibe. The other tent (Bogati) was even worse at customer service. I paid in cash for a glass and they didn’t even have change (as in coins). I waited while they supposedly got some but after a while just left because obviously not worth my time. As I did enjoy the glass, I bought a bottle to enjoy for the rest of my time there. Asked about ice bucket as it was white wine and was told quite briskly that had to go to the bar for one. Went inside and was told there were none and someone would look around outside to try to find one. I saw none myself but after a bit someone brought one in and I grabbed it. Asked for some ice and had to wait. After waiting it was finally filled and since I was going to be sitting inside with the bottle, I asked for an actual glass instead of using a plastic cup. Was told no and if I wanted a glass, I would have to buy one. Excuse me???? I bought a ticket to your event and then a bottle of wine and could not be given an actual glass to enjoy my wine with. That was inexcusable. Even the supposed games were non existent. I guess there was only watermelon rolling but didn’t really see much of that.

I was so disappointed and feel like my afternoon was wasted. I work at a winery so I know what is poor service and BS and what isn’t. Needless to say I will not be attending anything at James Charles or even go there for a visit. I will also not be recommending it to anyone and everyone. The only positive of that afternoon was the watermelon slushy.

I was polite and went along with everything as I am not a “Karen” but believe me that I wanted to ask for a manager very much.

We stopped in about an hour before close on a Monday and did a quick wine tasting / had a glass of wine each. The woman working the wine tasting (unfortunately didn’t get her name) was excellent. Very knowledgeable and friendly! She was also very well versed in college (Hail to Pitt) and professional football too haha! Excellent wine, very nice place, and great service. We will be back when we’re in the area again!

My husband and I visited on Monday, July 8th. We actually picked this particular winery before our trip.
Thought it a little sterile when we walked in but clean.
The woman behind the bar did not seem welcoming.
There were two other people there.
I asked her if we could pull two barstools up to the bar and I was told “no”. No explanation. Okay, we asked if water and crackers were available between tastings. “No”. I then asked if she was sure we couldn’t bring two barstools over and I was once again told no. There are twenty barstools two of which were occupied.
I couldn’t help myself and asked why? She was stumped and after about three seconds she said “they don’t allow it”. At this point I wanted to leave but we had already sipped the first tasting.
Had she just been personable and maybe said I’m sorry we don’t offer water or crackers or we prefer the chairs not moved. How hard is that?
I was not comfortable or happy after that as she knew it. Made somewhat of an effort to be more personable but the damage was done.
The sad thing is we really loved the wine and would have purchased several bottles. We finished what we were obligated to pay for and left.

Kelly was fantastic and plenty of the wines are great for summer … also loved the food too. Great spot. We were back for a second time and we are from Florida …

We had an excellent private event tonight
Only problem was the rooms were too hot

Kelly was an incredible host and ensured we had a great evening at James Charles Winery. We’ve been members for four years now - and have enjoyed our quarterly date nights to pick up our wine as part of the Membership Program.

A beautiful hidden gem of a winery - an absolute most visit if you are in Winchester.

Been to over 75+ wineries in VA doing the wine trail, but this hands down was the best service received to date. Kelly was a real delight and so was the wine. Would definitely recommend a visit!

Beautiful winery ten minutes away from Winchester. Gorgeous views and family/dog friendly winery. Loved the sparkling rose! Plenty of outdoor and indoor seating, as well as a bocce court. Lost a star for the over-priced and rather stingy plate of meat and cheese that cost ? 26 but gave barely enough food for one person.

We had an outstanding experience here. We brought together a small family group for a wine tasting. Kelly went out of her way to make sure that each of us had a great time tasting the various wines that JC offered. We arrived to a table set up for our party. Kelly brought out our charcuterie boards. Then she began serving with an explanation about the making of each wine as well as the taste characteristics that we could expect. I recommend this establishment if a wine tasting experience is on your to-do list. Kelly, thank you very much for your outstanding service. We will be back.

I celebrated my 40th birthday with my favorite friends at James Charles Winery. Valerie was outstanding with her knowledge and brilliance of each wine tasted. I am so excited for my next adventure of my wine club membership!!

Great spot to enjoy a wine tasting! Valerie was great to talk to and all the wine was amazing!