We're Open!

We are officially operating under our new Summer Hours!

Comedy Night

Our very first Comedy Night will surely make your sides split!

Good jokes paired with good wine can only bring out the greatest laughter. Coming to the Salon Room for one night only, it’s James Charles’ very first Comedy Night! On Saturday, June 11th, our brand new Salon Room will open its doors for a night of side-busting laughter and a good time. The doors for this event will open at 7 PM and the chuckling begins at 8 PM sharp! Seating will be open, so arrive early to get a good spot to view the show!

Read more about this event on our Premier Events page!

JC Comedy Night Website Pic



Founded in 2015 by the Bogaty family, James Charles Winery & Vineyard strives to provide big-city chic with a side of Valley charm, all within the beautiful setting of the vineyard grounds, apple orchards and rolling hills as far as the eye can see. Whether your coming to taste our hand-crafted wine or hosting an elegant winery wedding, this winery and event venue is a class above.



From events designed for fun-loving families to the dream date night with your soulmate, our calendar of upcoming events presents something for everyone. Whether you enjoy one of our scheduled events that were created with you in mind or you are ready to plan your own, we cannot wait to see you in the vineyard. Keep a close eye on our calendar as we are continuously adding events you won't want to miss!


Music in the Vines

Meisha Herron

Meisha is a singer and guitarist born and raised on Chicago’s South Side. She studied music at Columbia College Chicago. After visiting the Northern Shenandoah Valley almost five years ago and finding  the local music scene surprising vibrant, she decided  to stay. Her influences are Motown, 80’s rock/pop  and more. She plays regularly at regional breweries,  wineries, private events, weddings, etc. 

A recent highlight for her was opening for the Four Tops last summer at the Shenandoah Valley Music Festival in Orkney Springs. 

Come out and hear her at James Charles Winery in Winchester, VA on Sunday, May 29th, Saturday July 23rd, and Saturday August 20th from 2-4 PM, where she will entertain you with her songs!

JC Meisha Website Pic

Legends Aren't Born; They Are Made.

The Bogaty family has traditionally hailed from the Italian Alps where extended relatives of the Bogaty family own and operate a small vineyard. Two generations after Ludwig Bogati immigrated to the United States, James “Jim” Charles Bogaty decided it was time to return to his family's roots.

Three generations of the Bogaty family, Jim and Della, along with their son, Justin and daughters, Tiffany and Ashley, and numerous grandchildren continue the legacy.

Growing a Legacy

Our family foundation and determination are only the beginning; the legacy lives on through you! When you join the legacy, you enjoy complimentary tastings, access to our member-only room, an invitation to our private events, and our small production wines.



Whether you're hosting a meeting with coworkers or kicking back with friends after a long days work, James Charles welcomes you to enjoy both work and play! Stop by for an evening full of laughs with friends or make a reservation to treat your staff to a day out of the office.


You've met your soulmate and now you are diving head first into planning the wedding of your dreams. Let us say...Congratulations! With gorgeous indoor and outdoor options, we have something perfect for all of your big upcoming moments, from the bridal shower to the "I do."

A beautiful bride standing in front of a vineyard

Good Food.Great Wine.

Best Friends.

James Charles Winery & Vineyard is the northern Shenandoah Valley's premier winery, vineyard and wedding venue - located just outside of Winchester, Virginia, it's easily accessible from Interstate 81, US Route 11, Interstate 66, US Route 522, US Route 15, US Route 17, VA Route 7, Northern Virginia and Washington, DC, yet a world away in the rolling hills of the Valley's apple country.