Event Calendar

Every month offers a variety of exciting events in Jefferson County. From craft fairs and street festivals to civil-war re-enactments and food festivals – Jefferson County has it all. Check out these events so you don’t miss a thing.

O’Hurleys Heritage Music Jam Session

June 26, 2014December 31, 2015

On any Thursday night, musicians arrive at O'Hurley's and start tuning up with a dozen or more musicians playing their dulcimer, banjo, guitar, fiddle, Celtic harp, flute, etc.Visitors can have a seat in a rocking chair and listen in and experience what has been a timeless tradition.

Time: 7:30 pm-11:00 pm
Location: O'Hurleys General Store, 205 East Washington Street, Shepherdstown WV 25443

For more information, please visit the event’s website.

Live Music and Comedy Club at The Event Center at Hollywood Casino at Charles Town Races

July 5, 2014December 31, 2015

Check out the live music and comedy acts at Hollywood Casino at The Event Center and Comedy Club!

Upcoming Acts include:
Friday August 28 Comedy Club with Dov Davidoff,  voted Variety Magazines Top 10 to Watch
Sunday September 6 (Labor Day Weekend) Anthony Hamilton
Saturday September 12 Comedian Frank Caliendo
Friday September 18 Laugh for the Cure with Paul Reiser
Saturday October 3 Rain-A Tribute to the Beatles
Sunday October 11 The Isley Brothers

Let's Make A Deal Live! Stage Show:
Friday November 6 at 9 PM
Saturday November 7 at 8 PM

For more information, please visit the event’s website.

Local Farmers Market

April 1, 2015December 20, 2015

Check out our local farmers markets in the quaint historic towns of Charles Town and Shepherdstown offering home-grown produce, meats, cheeses and so much more! Days, times & locations are listed below or visit their websites or Facebook pages.

Charles Town Farmers Market: Saturdays from 8 AM-Noon located at 100 Samuel Street, Charles Town, WV 25414 Phone: 304-579-0924  Email:
Shepherdstown Farmers Market: Sundays from 9 AM-1 PM South Kings Street behind the Library in Shepherdstown, WV 25443
Morgans Grove Farmers Market: Saturdays from 8 AM-Noon Location: 3988 Kearneysville Pike (beside Morgans Grove Park) Shepherdstown WV or access on Facebook or Phone: 304-283-2467

Shepherdstown Mysteries Walk

April 4, 2015November 28, 2015

Enjoy a fascinating 90 minute walking tour through the backstreets of the oldest town in West Virginia. Hear about forgotten history, the tragedies of war, unrequited love and murder, mysterious tales and ghostly legends.

April through November.
  APRIL, MAY, JUNE at 7:00 pm

$12.00 Meet in downtown Shepherdstown but first call 240-593- 2317 for location, directions, reservations or for further information.
Reservations required - Group rates and private tours available - Canceled in extreme weather. walking shoes recommended
Not recommended for sensitive children under 12
Visa/MasterCard accepted.
 Look for us on Facebook

Location: The Shepherdstown Library entrance
German and King Streets
Shepherdstown WV 26554

For more information, please visit the event’s website.

Live Music at Shepherdstown Opera House

June 5, 2015October 31, 2015

The Opera House built in 1909 showcasing films and even the first motion picture theatre in WV with sound enabling it to show the newfangled "talkies". Over the years it has progressed to an amazing venue for live music offered almost nightly on Thursdays through Saturday nights. 

For more information, please visit the event’s website.

Hollywood Casino-H Lounge

July 31, 2015February 27, 2016

The H Lounge is an incredible blend of exciting night life with Hollywood flair. Enjoy a drink from their mixologist or dance the night away to some free live entertainment. DJ's every Friday and Saturday nights with live entertainment too! Schedule for August:

Aug. 1   Sat.   Spice (variety)
Aug. 7   Fri.    Kelly Bell Band (Blues)
Aug. 8   Sat.   Steve Means Pop/Acoustic/Soul)
Aug. 14 Fri.    Rollex Band (Variety)
Aug. 15 Sat.   Cazhmiere (Dance/Party)
Aug. 21 Fri.    TBD
Aug. 22 Sat.   The Spindles (Motown)
Aug. 28 Fri.     Michael McHenry & The Tribe (Pop/Rock)
Aug. 29 Sat.    Souled Out (Dance/Party)

For more information, please visit the event’s website.

7th Annual Charles Town Car Show

September 5, 2015 from 10:00 AM5:00 PM

Join us for the biggest show in eastern West Virgina as we shut down the main street of Charles Town. Top 50 and 14 specialty awards including Mayors Award, Chief of Police Award, Best New Ford, Best Car, Best Truck, Best Rat Rod and more. Registration only $15 and all proceeds benefit Eastern Panhandle Free Clinic. Bring canned goods to donate to Community Ministries. For more information, contact Deb McClure at or call 304-839-1561.

Date: Saturday, September 5, 2015
Location: Downtown Charles Town WV
Registration: 8:00 AM - 11:00 AM
Show: 10:00 AM - 3:00 PM

Charles Town WV Heritage Festival

September 19, 2015 from 12:00 PM6:00 PM

Come out and enjoy a fun-filled day in Historic Charles Town. Events and activities include Heritage Quest Scavenger hunt, 3rd annual pie baking contest, Farm to fork workshop, rock climbing wall, kids crafts and games, The Anvil play, Farmers Market and so much more. To become a vendor, email Stephanie at

Date: Saturday, September 19, 2015
Time: 12:00 PM-6:00 PM
Location: Downtown Charles Town WV

Oktoberfest “A 35 year old Outdoor Festival Tradition”

Oktoberfest “A 35 year old Outdoor Festival Tradition”

September 20, 2015 from 12:00 PM6:00 PM

On Sunday September 20th, visit The Bavarian Inn in Shepherdstown for a traditional Oktoberfest with German Food, Desserts, Beer and Wine, Arts and Crafts, Jewelry and Other Vendors including a Children’s Moon Bounce.

Time: 12:00-6PM

Admission: Adults $5 Children $2

For more information, please visit the event’s website.

40th Annual Fall Mountain Heritage Arts & Crafts Festival

September 25, 2015September 27, 2015

Enjoy the beautiful country mountains as you stroll through the tents of artisans demonstrating and showcasing their work. Wine tasting, fantastic food, live bands on Saturday and Sunday, Children's Make & Take Crafts as well as face painting and balloon sculpting.

Time: 10am-5pm

Sam Michael's Park
1330 Job Corps Rd
Shenandoah Junction, WV 25442

Call: 800-624-0577

For more information, please visit the event’s website.

Freedom’s Run: An event for Health and Heritage

October 10, 2015

Celebrate history, community health, and the soul of running! Recognized by Runner’s World as a top 25 half marathon: “…this small, much-loved event [is] moving, fun, inspiring, and tough." Select from a variety races: Marathon, Half Marathon, 10k, 5k, Kids Fun Run.

Location: Shepherdstown, WV
Phone: 304-876-1100

For more information, please visit the event’s website.

13th Annual American Conservation Film Festival

October 23, 2015November 1, 2015

Over 25 incredible conservation films, visiting filmmakers and special guests, workshops, discussions, family programs and fun people and parties converge on vibrant Shepherdstown.

For more information, please visit the event’s website.