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

Calendar of Events



Wood-Fired Friday |  Every Friday, 5-8pm Begins April 5, ends October 25

Wind down your week at the winery!

April through October in 2019, 3Fires Oven will have authentic wood-fired pizza available for purchase every Friday night from 5 - 8 PM!

3Fires Oven will make your custom pizza right in front of you in their unique brick oven - pair it with a bottle of your favorite wine


Teacher Appreciation Weekend |  June 7th-June 9th

Calling all teachers! We want to thank you for everything that you do! You’ve worked hard all year educating our children.

So if you’re a teacher, James Charles Winery is just the place to go this weekend!

Come to James Charles Winery and we’ll give you a glass of your favorite James Charles wine for just $3 when you show your school ID!

 Invite your colleagues and join us for an awesome weekend of celebrating your hard work!


Legacy Club Member Only Exclusive Tasting-"CUVÉE DE LA REINE"|  Friday June 7, 2019- 5:00pm- 8:00 pm

Legacy Club members are invited to taste 2018 "CUVÉE DE LA REINE"

Join us for this exclusive tasting hosted by the Winemaker himself, Justin and special guest, The Queen herself, Della Bogaty. It is Called the "Queen's Blend" in honor of our owner, Della, this blend of Seyval Blanc, Petit Manseng and Riesling is bursting with fruit this year! Come taste the newest varietal with Justin & Della Bogaty. They will be explaining how this wine was created and perfected and Della will be there to sign bottles. Taste this wine before anyone else. It won't be released until summer.

And on this day only, get 30% off a case of this exclusive wine!

Due to high demand for this release tasting, registration is required to participate. (don't worry - it's still free!)

This event will be held in the terrace room.



Champagne Flutes and Cowboy Boots-Dance |  Saturday, June 8 

Join James Charles Winery for our First Ever “Champagne Flutes and Cowboy Boots Dance”!

Come dressed in your Country best and get ready for a night of Champagne and Dancing!

Blue Ridge Rain will be rocking out country tunes for your dancing pleasure. Check them out:


Tickets are only $18 in advanced and will be available at the door for $20!

Sexi Mexi will be there with their signature Burritos and bowls-Will you be there?!




New Orleans Festival |  Saturday, June 22, 2019 12pm-6pm

With authentic New Orleans cuisine like alligator on a stick from Sweet NOLA’s and live New Orleans music, we’re bringing the French Quarter to Winchester!

Veramar Vineyard and Bogati Winery will be pouring wine at this event as well!

Your ticket includes Mardi Gras beads and a souvenir JCW wine glass!

Plus, glasses of Frosé are only $5 all day!

“Laissez les bon temps rouler" (pronounced "Lay-say le bon tom roo-lay") means "let the good times roll” and that is what we are going to do!

  • This event will go on rain or shine. No picnics or dogs allowed at this event.
  • Due to the popularity of this event, lawn chairs are recommended.
  • Adult tickets in advance are $10 for Legacy Club members and $15 for non-members
  • Adults who did not buy a ticket in advance will pay $20 at the gate, both members and non-members
  • Children under 10 years old are free and do not need a ticket


The Voodoo Blues

PERFORMING 12:00 - 3:00 PM

The Voodoo Blues features Ryan Benton on vocals, piano and guitar, as well as Travis Driver on Drums, Andy Bailey on bass and Gary Stiglicz on Harmonica and vocals. We specialize in fun, toe-tapping, hand clappin', butt movin' Funk, Blues, 60's Soul and Southern Rock, all with the spirit of New Orleans and inspired by NoLa artists like Dr. John, The Meters and Tab Benoit.


Sweet NOLA's Southern Food Lounge

Sweet NOLA's Southern Food Lounge is a celebration of southern and New Orleans food, lifestyles, and music! We are proudly part dive and part palace! If you could actually taste a sultry southern night with a high stepping second line with all that great booty shaking and umbrella pumping music you could taste it at Sweet NOLA's!

3Fires Oven

3FiresOven is a handcrafted mobile wood-burning oven designed to deliver artisanal pizza from 900 degree flames.


James Charles Winery & Vineyard

We make old-world style wines in the heart of Virginia's Shenandoah Valley AVA, which strongly resembles classic winemaking regions in France. Our wines are bold, full-bodied and complex. We are two generations of people passionate about wine, winemaking and creating the best possible wine-country experience in the Shenandoah Valley.

Veramar Vineyard

Veramar Vineyard was founded in 2000 by James and Della Bogaty on their hundred-acre estate in the Shenandoah Valley, near the town of Berryville. In 2001, their son, Justin, came on as the winemaker. We specialize in producing full-bodied, European-style wines with a hand-crafted attention to detail.

Bogati Winery

Inspired by the culture and the wines of Argentina, Bogati Winery is designed to provide guests a welcome respite from the everyday, with hand-crafted Virginia wine.  Guests enjoy internationally-styled wine in our chic tasting room, located in a repurposed apple warehouse near the town of Round Hill in Loudoun County, Virginia.


LOU FOSTER of Herb Fancy : Lou is an Artist, Master of Crystology, Reiki Master, Animal Totem Seer, Dream Walker, learned in the healing arts of herbs, crystals, and shamanism. In her Energy-working practice Lou incorporates 40+ years of working with herbs and hands-on healing. Lou put her talents to work creating teas, salves, and soaps; maintaining high standards using only organic or wildcrafted herbs and essential oils in her herbal creations. Lou is particularly sensitive to and familiar with the beneficial energetic vibrations given off by crystals. Crystal jewelry is offered in her line of products. Lou weaves the energy of herbs and/or crystals into all her artwork - from soaps to jewelry creating a healing vibration unique to each artistic piece.

RANDOLPH PETERS of Dirtflower Crystals & MADDIE of Sunstone Candles will have many of your crystal and candle magick needs at their table. Dirtflower Crystalsoffers an array of raw, polished, and unique crystal pieces, each one of a kind. Proud to bring this wonderful selection to you at a fair price. Sunstone Candles are handcrafted from pure soy wax using premium fragrance blends. Each candle contains a surprise crystal inside.

WENDY MATA: Wendy is an Initiated Weather Shaman and Curandera by Lineage. Besides her training in Mexican shamanism she is also a Certified Soul Coach®, Past Life Coach®, Medium, Certified Life Coach, Advanced Pranic Healer, Feng Shui Master, Tarot and Moon Oracle reader.  She manages "The Witchy Guide to essential Oils".   Wendy will offer Ancestral Healing, Mediumship, and Spiritual Coaching Mini Sessions, to help with the identification of spiritual gifts.


Rae Roach


Rae Roach is the Director of Lotus Wellness Center . Rae is a practitioner in the healing arts of Reiki, Access Consciousness, Tuning Fork Therapy, and a Munay Ki Shamanic Practitioner. She is a Certified Angel Card Reader (CACR), a Wellness Advocate for dōTERRA Essential Oils and can be booked for classes on Women’s Empowerment, Living Authentically, Moon and Wheel of the Year Rituals.

GET YOUR TICKETS HERE: http://bit.ly/NewOrleansFest19


4th of July Celebration |  Thursday, July 4, 2019 1pm-6pm

Celebrate freedom at James Charles Winery with live music from 1pm to 4pm!

All James Charles Wines, including our signature Frose will be $5 all day long!

We hope to see you there!


Ice Cream and Wine Pairing |  Saturday, July 6, 2019

Come experience wine and ice cream in a new way with our ice cream and wine pairing!

This is a self-guided pairing of Virginian wine and four delicious ice cream flavors!  

Each ice cream sample comes with a healthy tasting of a wine.

This tasting also comes complete with a pairing guide, all for just $18!

GET YOUR TICKETS HERE: http://bit.ly/IceCreamAndWine


Drunken Watermelon Festival |  Saturday, July 27, 2019 12pm-6pm

Celebrate Summer with our first ever Drunken Watermelon Festival!

Come out to James Charles Winery on July 27th to enjoy Live Music, Watermelon White Wine Spritzers, Hog it Up BBQ, and of course-James Charles Wine’s!

We will also have our “Watermelon Games”-Pre Purchase tickets for $2 a piece to participate in:

  • Watermelon Bowling-How far can you roll?
  • Seed Spitting-How far can you spit?
  • Watermelon Eating-How fast can you eat?

Want to participate in all 3? Sign up for all 3 events for only $5!

**Reservations for events are required in advance**

No outside food or pets allowed. Event will go on Rain or Shine. Lawn chairs are recommended.

GET YOUR TICKETS HERE: http://bit.ly/DrunkenWatermelon


Legacy Club Member Only Exclusive Tasting-The Founder|  Friday August 2, 2019- 5:00pm- 8:00 pm

Legacy Club members are invited to taste The Founder- a brand new JB wine!

Join us for this exclusive tasting hosted by the Winemaker himself, Justin and special guest, The Founder himself, Jim Bogaty. Come taste the newest varietal with Justin & Jim Bogaty. They will be explaining how this wine was created and perfected and Jim will be there to sign bottles. Taste this wine before anyone else. It won't be released until summer.

And on this day only, get 30% off a case of this exclusive wine!

Due to high demand for this release tasting, registration is required to participate. (don't worry - it's still free!)This event will be held in the terrace room.



Perseid Meteor Shower Watch Party |  Saturday, August 10, 2019  7-11pm

We’re staying open late on Saturday, August 10th to watch the Perseid Meteor Shower over the Valley, and we hope you’ll join us for the fun!

Come out for an evening under the shooting stars and enjoy delicious food brought to you by Sexi Mexi and of course, James Charles Wines!

We’ll have live music starting at 7pm and lots of good vibes as we stay up late to watch shooting stars pepper the sky!

Lawn chairs and/or blankets are recommended so you can get the best view of the sky.


Blanc on Blanc Dinner Party|  Saturday, August 24, 7-11pm

Join the Blanc on Blanc movement! Bring your significant other for our 4th annual Blanc on Blanc dinner party!

Your ticket includes an elegant dinner, live music, dancing and a glass of wine.

There’s only one rule for Blanc on Blanc: wear all white!

Get creative! Dig those fancy white suits and blazers and dresses out of the closet and put together a fabulous outfit.

Tickets are limited**

This is an assigned seating event: Email info@jamescharleswine.com if you want to request group seating.

GET YOUR TICKETS HERE: http://bit.ly/blanconblanc2019


Labor Day Celebration|  Saturday August  31, 2019 12-7pm

Celebrate hard-working Americans and treat yourself to a day of relaxation this labor day weekend!

This is a FREE event featuring live music and delicious food from Sexi-Mexi Burritos food truck.

Celebrate your long weekend with savory eats, great music and refreshing James Charles wine!


Adult-Only Halloween Bash| Saturday October 26, 2019 8-12pm

All ghosts, ghouls, goblins and zombies are invited for an evening of spooky fun at the winery, featuring fresh party beats from BKDJ Paramount and dancing the night away!

Come join us for an evening of wine, Sexi Mexi and fun as you boogie through the night as your alter ego. A glass of Witch’s Brew is included in your ticket. Additional glasses of Witch’s Brew are only $5 - it’s a spooky good deal!

Whatever your wear, make it funky and fabulous. There will be prizes for the best female costume, male costume and best couple’s costume. Costume judging will begin at 10 PM.

  • $18 a ticket in advance
  • $25 at the door (if the event is not sold out in advance)

                          GET YOUR TICKETS HERE


Oyster Bar| Saturday November 2, 2019 12-6pm

Join us for our oyster bar at James Charles!

Chef Cheryl Ashe, the “culinary gangster” extraordinaire of Sweet NOLA’s Southern Food Lounge, will be preparing locally-sourced oysters that you’ll love!

Each ticket includes a half-dozen oysters, and we’ll have the perfect wines available for pairing with these delicious east-coast delicacies available for purchase at the oyster bar.

In fact, oysters are one of the Fabulous Flavors of Virginia, one of those local delicacies that makes our beautiful state such a wonderful place to explore! Just like wine, oysters come in all different flavors and sensations depending on the region, so there’s always more to explore. Click here to learn more about what makes oysters so awesome!

Reservations are required by October 29, and you must be 21 years old or older to participate. Tickets will include a half dozen oysters. This event will go on rain or shine. We are unable to refund tickets for this event. Tickets are $16 per person.

                GET YOUR TICKETS HERE


USMC 244th Birthday Ball| Saturday November 9, 2019 6:30-11 pm

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.

James Charles Bogaty, a US Marine and this winery's namesake, invites you to celebrate the 244th birthday of the Marine Corps!

This event is not-for-profit - all proceeds will benefit Toys for Tots, and other organizations that benefit US military veterans. There will be a Toys for Tots collection box at the winery.

  • $70 per person
  • Reservations required by November 4th

                          GET YOUR TICKETS HERE


Veteran's Day Weekend| Saturday November 9 - Sunday November, 10 2019

In honor of Veteran’s Day, we want to thank our military, firefighters, and police!

All service men and women receive a glass of wine for $3 and a 10% discount on all other purchases! Thank you for your service!


Black Friday Escape| Friday November 29, 2019

Escape the stress and hassle of Black Friday and come relax at the winery!

We’ll have live music from 2-5pm and a very special pasta bar from 3Fires Oven from 12-4pm - the relaxation will last all day!


Christmas Tree Lighting Ceremony| Saturday December 7, 2019

Join us for our 5th annual lighting of the winery Christmas tree!

Everyone will receive a complimentary cookie and we have a special on glasses of mulled wine all night 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 7pm, but come early and stay late as we kick off the holiday season with live holiday music in the tasting room.

Psst! We also heard that Santa will making a stop by the winery from 7-8!


Free Shipping Friday| Friday December 13, 2019

Virginian wine makes the perfect holiday gift, and you can buy right from our website!

If you’re shopping for Christmas at the last minute and can’t make it to the winery, we’ve got you covered!

Friday, December 13 is Free Shipping Friday - get free shipping on any order until midnight so your holiday shopping is done for the wine lovers in your life!


 Tasting Room Hours

Monday - Thursday | Noon - 6 PM

Friday | Noon - 8 PM

Saturday | Noon - 7 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


Go to our Facebook page          Go to our Pinterest page     Go to our Instagram feed