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

Calendar of Events


Wood-Fired Fridays

Wood-Fired Fridays  |  Every Friday

5:00 - 8:00 PM -- Wind down your week at the winery! April through October in 2018, 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!

St Patrick's Day

See who's playing at James Charles this weekend

Live Music  |  Every Saturday & Sunday

2:00 - 5:00 PM -- Every Saturday from 3-6pm and Sunday from 2-5pm, JCW brings in some of the most talented musicians in the Shenandoah Valley. With no cover charge and a front-row seat to these talented artists, come and immerse yourself in great music with a glass of JCW Virginia wine!

Anthony Semiao | Saturday, April 21  ...  Jason Teach | Sunday, April 22

Medical Professionals Appreciation Weekend

Medical Professionals Appreciation  |  May 5-6

ALL DAY -- Calling all medical professionals! We want to thank you for all that you do! You’ve worked hard all year taking care of people, so it’s about time that someone takes care of you. James Charles Winery is just the place to go this weekend! Visit the winery and we’ll give you a glass of your favorite James Charles wine for just $2 when you show your professional ID! Invite your colleagues!

Medical Professionals Appreciation Weekend

Vintner's Table Wine Pairing

Vintner's Table Wine Pairing  |  May 5

1:00 PM -- Experience wine as it should be! In this intimate tasting, you’ll be guided through an elevated tasting by a wine expert, savoring each wine with a selection of premium Charcuterie, chosen specially to enhance the tasting experience. You’ll come away with a new and exciting appreciation of wine, and you’ll have a blast all the while! Tickets are $30 per person.

Teacher Appreciation Day

Teacher Appreciation Day (Extended Hours)  |  May 8

OPEN UNTIL 6PM -- 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 today! Come to James Charles Winery and we’ll give you a glass of your favorite James Charles wine for just $2 when you show your school ID! Invite your colleagues and join us for an awesome day!

Teacher Appreciation Day

Legacy Club Release Tasting

Legacy Club Release Tasting  |  May 11

5:00 - 8:00 PM -- LEGACY CLUB MEMBER EXCLUSIVE ... Legacy Club members are invited to taste the first wines of the 2017 vintage! From 5-8pm, stop by the club room to taste for the first time 2017 JB Winemaker Series Vidal Blanc, 2017 JB Winemaker Series Chardonnay and 2017 JB Winemaker Series Petit Manseng!  On this day only, get 30% off each of these wines by the bottle!

Legacy Club Release Tasting

Mother's Day Picnics

Mother's Day Picnics  |  May 13

ALL DAY -- Treat you mom to a Mother’s Day picnic at the vineyard! Spend the day with Mom surrounded by the quaint elegance of James Charles Winery. There are three menu options for your picnic, including a vegetarian option, and each picnic comes with a side salad and dessert. So leave the planning for your Mother’s Day outing to us, and we’ll have your picnic ready for you when you arrive.

Learn more about Mother's Day Picnics      Get tickets to Mother's Day Picnics      Get Mother's Day Pinspiration

Vintner's Table Wine Pairing

Yoga in the Vines  |  May 20

11:00 AM -- Join Carolina of HIIT Like a Girl for Yoga in the Vines at James Charles Winery. This classic Yoga Flow class is designed for any fitness level and will stretch and strengthen your muscles while you enjoy the beautiful view. Ticket price includes one glass of wine to be enjoyed after class.

Legacy Club Release Tasting

"Cincinnatus" Release Tasting  |  June 1

5:00 - 8:00 PM -- LEGACY CLUB MEMBER EXCLUSIVE ... A new vintage of "Cincinnatus" dessert wine is here, and Legacy Club members are invited to come taste it for the first time! Made with fortified Vidal Blanc, "Cincinnatus" comes in at 15.8% alcohol by volume and, like its Roman Republican namesake, packs a punch! On this day only, "Cincinnatus" will be 30% off by the bottle!

Legacy Club Release Tasting

New Orleans Festival

New Orleans Festival  |  June 23

12:00 - 6:00 PM -- 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! “Laissez les bon temps rouler" means "let the good times roll” and that is what we are going to do! Zycado bands, circus performers and more will keep you entertained all day!

New Orleans Festival      New Orleans Festival      Get New Orleans Festival Pinspiration      See photos from New Orleans Festival

Drunken Watermelon

Drunken Watermelon  |  June 29 - July 4

ALL DAY -- Friday through Wednesday, leading up to July 4th, 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 is $1 a slice

Drunken Watermelon

Movie Night

Movie Night with Magic Lantern  |  July 20

8:00 - 11:00 PM -- Join us for Movie Night at the Vineyard, produced by Magic Lantern Theatre, a non-profit organization that provides the films and equipment for outdoor screenings. 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) Cost is $8/person. The featured film is The Big Sick

Movie Night      Watch the trailer for The Big Sick

Jazz & Wine Concert

Jazz & Wine Concert  |  July 28

8:00 - 10:00 PM -- James Charles Jazz & Wine Concert is a one-of-a-kind intimate concert experience. The property will become the stage for spectacular jazz talent Caleb Nei, coupled with passed hor d'oeuvres, a complimentary wine tasting and, of course, phenomenal wines to purchase by the glass or by the bottle. Dress in seersucker, sundresses and wine-country chic!

Learn more about Jazz & Wine Concert      New Orleans Festival      Get fashion inspiration for Jazz & Wine Concert

Grain Moon Night

Grain Moon Night  |  August 24

8:00 - 10:00 PM -- We’re staying open late on Friday August 24 to watch the full moon rise over the Valley, and we hope you’ll join us for the fun! The Grain Moon marks the beginning of the wheat harvest season. Since we don’t have any wheat to harvest, we thought we’d drink wine and listen to live music from Brian Sauerwald instead! Picnic blankets recommended.

Movie Night

Get tickets to Blanc on Blanc Dinner Party

Blanc on Blanc Dinner Party  |  August 25

7:00 - 10:00 PM -- Join the Blanc on Blanc movement! Bring your significant other for our 3rd 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: 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 2018      Get tickets to Blanc on Blanc 2018      Get Blanc on Blanc Pinspiration      See photos from Blanc on Blanc Dinner Party

Labor Day Celebration

Labor Day Celebration  |  September 1

12:00 - 6:00 PM -- Celebrate hard-working Americans and treat yourself to a day of relaxation this labor day weekend! This is a FREE event featuring live music from local favorite Robbie Limon and delicious food from Sexi-Mexi Burritos food truck. Celebrate your long weekend with savory eats, great music and refreshing James Charles wine!

Labor Day Celebration

Get tickets to Halloween Bash

Adults-Only Halloween Bash  |  October 27

8:00 PM - MIDNIGHT -- 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, snacks, and fun as you boogie through the night as your alter ego. Snacks and a glass of Witch’s Brew are included in your ticket.

Learn more about Halloween Bash      Get tickets to Halloween Bash      Get Halloween Pinspiration      Get Halloween Pinspiration

Get tickets to USMC Birthday Ball

USMC 243rd Birthday Ball  |  November 10

6:30 - 11:00 PM -- James Charles Bogaty, a US Marine and this winery's namesake, invites you to celebrate the 243rd 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. Reservations required by November 3

USMC Birthday Ball

Veteran's Day Weekend

Veterans' Day Weekend  |  November 10-11

ALL DAY -- 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 $2 and a 10% discount on all other purchases! Thank you for your service!

St Patrick's Day

Black Friday Escape

Black Friday Escape  |  November 23

ALL DAY -- Escape the stress and hassle of Black Friday and come relax at the winery! We’ll have live music from Gary Slavinksy from 2-5pm and a very special pasta bar from 3Fires Oven from 12-4pm - the relaxation will last all day!

St Patrick's Day

Christmas Tree Lighting Ceremony

Christmas Tree Lighting Ceremony  |  November 30

6:00 - 8:00 PM-- Join us for our fourth annual lighting of the winery Christmas tree! Everyone will receive a complimentary 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 7pm, but come early and stay late as we kick off the holiday season with live holiday music in the tasting room. Psst! Santa will making a stop by the winery from 7-8pm!

Christmas Tree Lighting Ceremony      St Patrick's Day      Get inspiration for Christmas and wine      See photos of Christmas Tree Lighting 2017



 Tasting Room Hours

Monday - Thursday | Noon - 5 PM

Friday | Noon - 9 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


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