Explore James Charles winery, our picturesque winery with breathtaking views and delicious, hand-crafted, award-winning wines.

Come visit us and enjoy the true vineryard experience. Breathtaking landscapes, adorable animals, wonderful people, and some of the best wines in the region

Hours & Directions

Explore the Vineyard & Experience Sophistication


4063 Middle Rd, Winchester, VA 22602


Monday – Thursday | 12:00pm – 6:00pm

Friday | 12:00pm – 8:00pm

Saturday | 12:00pm – 7:00pm

Sunday | 12:00pm – 5:00pm



Availability varies. To schedule a tour in advance of your visit please Contact Us at (540) 931-4386 or

Schedule a Visit

We welcome walk-ins for groups of 8 or less anytime. If your group is larger than 8, please contact us in advance to let us know so we’re prepared to serve you.




Enjoy a fine wine tasting with an experience to match your style. Our classic tasting is perfect for individuals and small groups to compare and contrast the many flavors presented in our wines. Those who are looking to experience this surrounded by a group of friends will love our group tasting that reserves space for groups of eight or more tasters. If you’re looking for an in-depth tasting with your group, we recommend the Vintner’s Table, as it provides you one on one time with an expert wine consultant. Explore all of the options available.


We want you to experience everything there is to enjoy at James Charles. You are formally invited to all of our upcoming events, found on our Calendar of Events. Guests also have the opportunity to plan their private gatherings at the vineyard with group tastings, vintner’s table, and reserving our space for private events. No matter how you choose to spend life’s most joyous and memorable moments, James Charles is here to ensure they are memorable.

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