Close-up view of a vintage red and black sandwich press grilled cheese maker, showing the closed lid.

Calendar of Events

Street fair on a sunny day, with tents, vendors, people browsing, and buildings on either side of the street

Jefferson County seasonal favorites to put on your calendar

  • Restaurant Week - first week in March

  • Shepherdstown Earth Fest - May 2

  • Shepherdstown Back Alley Tour & Tea - May 16-17

  • Shepherdstown Street Fest - June 6

  • Ranson Festival and Car Show - June 6

  • WV Fest - June 13

  • Fireworks - June 26, Sam Michael’s Park

  • Shepherdstown 4th of July parade and picnic

  • Contemporary American Theater Festival - July 10 through Aug 2

  • Charles Town Classic - August

  • Mountain Heritage Arts & Crafts Festival - September 25-27

  • WV Breeders Classic - October 10

  • Freedom’s Run - October 10

  • Over The Mountain Studio Tour - Second weekend in November

  • Charles Town/Ranson Christmas Parade - December 5

See monthly events
Scene from a theatrical play showing a man with gray hair and a plaid shirt leaning back with his mouth open, and a woman with long blonde hair and a beige dress reaching toward him with her right arm extended.
Three golden starbursts against a black background.

Major Events in Jefferson County

We are unable to publish a full events calendar for all of our towns. These are just a few highlights!

  • Summit logo

    Jefferson County Tourism Summit

    April

    Learn about all that is happening in the tourism industry in Jefferson County.

  • metal garden bench with potted flowers and garden stones

    Back Alley Garden Tour & Tea

    May 16 & 17, 2026

    A self-guided walking tour of some of the most beautiful gardens in Shepherdstown along with an afternoon tea party.

    Get your Ticket

  • an assortment of food items

    Restaurant Week

    First Full Week of March

    Enjoy week long specials at area restaurants.

  • theater festival

    Contemporary American Theater Festival (CATF)

    July 10 - August 2

    Experience the magic of live theater like never before in Shepherdstown—the oldest (and most charming) town in West Virginia.

    Learn More

  • Owl illustration flanked by dark trees

    American Conservation Film Festival

    A weekend filled with 26 powerful stories and perspectives from filmmakers and conservationists across the globe.

    Learn more

  • Marketing graphic for 'Over the Mountain Studio Tour' featuring mountain landscape illustration

    Over the Mountain Studio Tour

    November 10 - 11, 2026

    Come visit us in our studios during the beautiful fall season here in the Eastern Panhandle of West Virginia.

    Learn More

  • Classic street sign for Shepherds Town, West Virginia, with decorative sunburst and cursive text.

    Shepherdstown Street Fest

    June 6, 2026

    This is a festival about all that is unique, artistic, and welcoming in Shepherdstown!

    Learn More

  • people walking at festival in downtown Charles Town, WV

    WV Fest

    June 13, 2026

    Music all day long. Shop with over 140 vendors, enjoy food trucks, and community in historically hip downtown Charles Town!

    Learn More

  • Freedoms run marathon 2026 logo

    Freedom's Run

    October 10, 2026

    Celebrate history, community, health, & the soul of running. We offer a marathon, half marathon, 10K, & 5K... plus a Kids 1-mile Fun Run!

    Learn More

  • high vantage point of small town with vintage cars and clock

    Ranson Festival & Car Show

    June 6, 2026

    Bring the whole family out to enjoy craft vendors, food trucks, live entertainment, a kids zone, petting zoo & pony rides, and a kids car show.

    Learn More

A happy dog, possibly a husky, sitting on a brick sidewalk with its tongue out. Behind it, there is a tree and a white brick building with a sign reading "S.O.F. Hall" and a mural of an eye with a yellow sunburst. Two people are near the building, one with a bicycle and another standing by the tree. The sky is partly cloudy.
A person wearing a red shirt and a grey cap stands at night in a graveyard, pointing towards a tall, illuminated monument among several headstones.
A gold star-shaped sparkle or shine against a black background.
People wearing traditional German folk costumes dancing outdoors in front of a building with a tree and mountains in the background.

Town calendars