' James Charles Winery & Vineyard - James Charles Winery | Calendar of Events

Calendar of Events


See who's playing at James Charles this weekend

Live Music  |  Every Saturday & Sunday

Every Saturday from 3:00-6:00 and Sunday from 1:00-4:00, JCW brings in some of the most talented musicians in the Shenandoah Valley. With no cover charge and a front-row seat to these gifted artists, come and immerse yourself in great music with a glass of JCW Virginia wine!

Matt Chonko | Saturday, May 27 ... Brian Sauerwald | Sunday, May 28

Wood-Fired Fridays begin April 7!

Wood-Fired Fridays  |  Every Friday

5:00 - 8:00 PM -- Introducing a new season of Wood-Fired Fridays! -- 3Fires Pizza Oven will be on site from 5-8PM every Friday this spring and summer making delicious wood-fired pizzas just for you! Coupled with a glass of JCW wine, it's the perfect way to unwind after a long week!

(exception: 3Fires Oven will not be on site on Friday, June 2) 

Wood-Fired Friday on April 7     Learn about pairing pizza and wine

Memorial Day Weekend

Memorial Day Weekend  |  May 27

ALL DAY -- Kick off your summer at JCW's Memorial Day celebration, featuring wood-fired pizza from 3Fires Oven and live music! Need more reason to come? We'll be introducing wine-a-ritas, that perfect drink to keep you cool in the sunshine. Start off your summer with Virginia wine and lots of summer fun at James Charles!

Memorial Day Weekend BBQ at James Charles Winery

Cincinnatus Exclusive Tasting on June 2

Cincinnatus Winemaker Tasting  |  June 2

4:00 - 7:00 PM -- LEGACY CLUB EXCLUSIVE ... "Cincinnatus" is our very special, limited-production Port-style dessert wine, and we want to share this new vintage with you! Stop by the Club Room between 4-7pm on June 2nd to experience this new vintage - this is the only time this wine will be available for tasting all year! Plus, get 30% off when you purchase Cincinnatus, this day only!

Cincinnatus Exclusive Tasting | June 2, 2017     Learn more about Port-style wine

New Orleans Festival in Winchester, VA

New Orleans Festival  |  June 24

12:00 to 5:00 PM -- With authentic New Orleans cuisine like alligator on a stick from Sweet NOLA's and live Chicago blues, we're bringing the French Quarter to Winchester! Your ticket includes all-day admission, a glass of wine, Marti Gras beads and a souvenir JCW wine glass. This event will go on, rain or shine. No picnics or dogs are allowed at this event.

More Info about New Orleans Festival at James Charles Winery          New Orleans Festival 2017 at James Charles Winery     Get Pinspiration for New Orleans Festival     See Photos of New Orleans Festival 2016

Drunken Watermelon at James Charles Winery

Drunken Watermelon  |  July 1-4

ALL DAY -- Saturday through Tuesday on July 4th weekend, we'll be offering Drunken Watermelon in our tasting room! So add a grown-up twist to your Independence Day celebrations and come out to James Charles for an afternoon of summer fun!

Drunken Watermelon at James Charles Winery

Movie Night at James Charles Winery

Movie Night  |  July 14

8:00 to 11:00 PM -- Join us for Movie Night at the Vineyard, produced by Magic Lantern Theatre, a non-profit organization. Get here early to set up your picnic on the lawn and enjoy some fabulous James Charles wine. The movie will start at dusk (about 9 pm) The movie selection for July is Café Society. Cost is $8/person. Tickets available at magiclanterntheater.org/films

     Movie Night at James Charles Winery     View a photo from last year's Movie Night on Instagram     See the trailer for Café Society

Blanc on Blanc Dinner Party

Blanc on Blanc Dinner Party  |  August 26

7:00 to 10:00 PM -- Join the Blanc on Blanc movement! Bring your significant other for our 2nd annual Blanc on Blanc dinner party! Your ticket includes dinner, live music and a glass of wine, with a cash bar to follow. There's only one rule: wear all white! Get creative! Dig those fancy white suits and blazers and dresses out of the closet and put together a fabulous outfit.

Learn More about Blanc on Blanc 2017          Blanc on Blanc 2017     Get Pinspiration for Blanc on Blanc 2017     See Photos of Blanc on Blanc 2016

Labor Day Celebration at James Charles Winery

Close out the Summer  |  September 2

ALL DAY -- Celebrate hardworking Americans and treat yourself to a day of relaxation this Labor Day! Delicious eats from a BBQ food truck will be available all day, then party it up with live music from 3:00 - 6:00! This is a FREE event - celebrate your long weekend with savory BBQ, great music and refreshing James Charles wine!

Close Out the Summer at James Charles Winery

Hunter's Moon Night at James Charles Winery

Hunter's Moon Night  |  October 6

8:00 to MIDNIGHT -- We’re open late on Friday, October 6 to watch the full moon rise over the Valley, and we hope you’ll join us for the fun! The Hunter’s Moon was the traditional time to start hunting game in the bright moonlight and stocking up food for the winter: since we don’t really have to do that, we thought we’d drink wine instead! Plus, live music from 7 - 10 PM!

Hunter's Moon Night at James Charles Winery

Halloween Party at James Charles Winery

Halloween Bash  |  October 28

8:00 to MIDNIGHT -- All ghosts, ghouls, goblins and zombies are invited for an evening of spooky fun at the winery, featuring party beats and lots of fun! It's time to get creative! Whatever you wear, make it funky and fabulous and boogie through the night as your alter ego - there will even be prizes for the best costumes! Hors d'oeuvres and a glass of Witch's Brew are included with your ticket.

Learn More about Halloween Bash 2017          Halloween Bash 2017 on Facebook     Get Pinspiration for Halloween Bash 2017     See photos of Halloween Bash 2016

Marine Corps 242nd Birthday Ball at James Charles Winery

USMC 242nd Birthday Ball  |  November 11

7:00 - 10:00 PM -- James Charles Bogaty, a US Marine and this winery's namesake, invites you to celebrate the 242nd birthday of the Marine Corps! This event is open to United States Marines, past or present, and their guests. A semi-formal dinner will be followed by the cutting of the cake, dancing and cash bar.

Learn More about USMC Birthday Ball 2017     USMC 242nd Birthday Ball at James Charles Winery     USMC Birthday Ball 2017 on Facebook     Get Pinspiration for Halloween Bash 2017     See Photos of USMC Birthday Ball 2016

Christmas Tree Lighting Ceremony at James Charles Winery

Christmas Tree Lighting Ceremony  |  December 1

7:00 PM -- Join us for our third annual lighting of the winery Christmas tree! Each adult will receive a complimentary glass of mulled wine and a cookie as we gather around the tree and see the lights go up - this event is great for kids, too!  We will light the tree at 7 PM, but come early and stay late as we kick off the holiday season, with live holiday music in the tasting room from 5-8 PM!

Christmas Tree Lighting Ceremony at James Charles Winery     Photo of Christmas Tree Lighting Ceremony 2016



 Tasting Room HOURS

Monday - Thursday | Noon - 5 PM

Friday | Noon - 9 PM

Saturday | Noon - 8 PM

Sunday | Noon - 5 PM


Send an email to James Charles Winery     Get directions to James Charles Winery     Call James Charles Winery


James Charles Winery & Vineyard | 4063 Middle Road, Winchester, Virginia 22602

540-931-4386 | info@jamescharleswine.com


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