Festivals near Shepherdstown, WV.

Great Falls Oktoberfest

• Oct. 3 - Oct 3, 2025
• Great Falls Grange - Great Falls, VA USA

• $50 - $100

This event will be advance tickets only. ....

Espresso Yourself with Cafely This National Coffee Day

• Sep. 29 - Sep 29, 2025
• Cafely - Montgomery Village, MD USA

• Music

• FREE!!

As we gear up to celebrate National Coffee Day on September 29, I can’t help but feel a deep appreciation for the humble coffee bean that has woven it ....

Cafely’s Midday Brew

• Sep. 29 - Sep 29, 2025
• Cafely - Reston, VA USA

• Nightlife

• FREE!!

Hey there, coffee lovers! We’re buzzing with excitement as National Coffee Day rolls around on September 29, a day to raise our mugs to the brew that ....

Celebrate a Cuppa with Cafely

• Sep. 29 - Sep 29, 2025
• Cafely - Gettysburg, PA USA

• FREE!!

Get ready to raise a mug to National Coffee Day on September 29, a day that celebrates the beloved brew uniting people across the U.S. and beyond! Thi ....

Cafely's Roast of the Day: National Coffee Day

• Sep. 29 - Sep 29, 2025
• Cafely - Hancock, MD USA

• Nightlife

• FREE!!

Get ready to raise a mug to National Coffee Day on September 29, a day that celebrates the beloved brew uniting people across the United States and be ....

Distinguised Gentelmans RDrive

• Sep. 28 - Sep 28, 2025
• Lost Barrel Brewing - Middleburg, VA USA

An on-road motoring fundraising event, uniting classic cars built 40 years or older, encouraging drivers and passengers around the world to dress dapp ....

Super Trans AM – The Ultimate ‘70s Rock Experience - September 27 - Tarara

• Sep. 27 - Sep 27, 2025
• Tarara Summer Concert Series - Leesburg, VA USA

• Music

• $10 - $25

???? Super Trans AM – The Ultimate ‘70s Rock Experience LIVE at Tarara! ???? Buckle up, because Super Trans AM is taking you on a high-octane ride th ....

Live Music by Steve Boyd & Friends

• Sep. 27 - Sep 27, 2025
• Lost Barrel Brewing - Middleburg, VA USA

• Music

Lost Barrel Brewing is an all ages brewery located in Middleburg, VA on a horse farm. We welcome you to enjoy our taproom, porch, stunning yard or pri ....

Lost Barrel Brewing Oktoberfest 2025

• Sep. 27 - Sep 27, 2025
• Lost Barrel Brewing - Middleburg, VA USA

• $25 - $50

??? TICKETS: Presale (Ends 9/8 at 10PM): $30 – Includes souvenir glass + seven (7oz) tasting tickets General (Ends 9/26 at 10PM): $35 – Includes souve ....

2nd Annual Rokeby Community Fall Festival

• Sep. 27 - Sep 27, 2025
• Oak Spring Garden Foundation - Upperville, USA

• FREE!!
• $1 - $10

The Rokeby Farm property has a long and storied history as an icon of the Virginia Piedmont. Operated today by the Oak Spring Garden Foundation, Rokeb ....

Old Town After Hours

• Sep. 26 - Sep 26, 2025
• Main Street - Warrenton, VA USA

• Music

Live music on Main Street, Fridays 6-9 pm ....

Live Music by Brett Baboorian

• Sep. 26 - Sep 26, 2025
• Lost Barrel Brewing - Middleburg, VA USA

• Music

Lost Barrel Brewing is an all ages brewery located in Middleburg, VA on a horse farm. We welcome you to enjoy our taproom, porch, stunning yard or pri ....

??Thursday Night Trivia (7-9 PM) With Rockstar DJ

• Sep. 25 - Sep 25, 2025
• Heroic Axe - Warrenton, VA USA

Rally your crew for a shot at the Champion’s Trivia Belt ??! Reservations & ?? Throwing Never Required ?? Minutes from Haymarket, Gainesville, & Warr ....

Rock and Popcycles

• Sep. 21 - Sep 21, 2025
• Emmanuel Parish House - Middleburg, VA USA

• Music

Cool rock & roll favorites from the ‘60s and ‘70’s dished out by the Bank Street Band on the porch of Emmanuel Church’s Parish House. Even cooler pops ....

Live Music by Elle & Ron

• Sep. 21 - Sep 21, 2025
• Lost Barrel Brewing - Middleburg, VA USA

• Music

Lost Barrel Brewing is an all ages brewery located in Middleburg, VA on a horse farm. We welcome you to enjoy our taproom, porch, stunning yard or pri ....

Adams County Heritage Festival

• Sep. 21 - Sep 21, 2025
• Gettysburg Area Recreation Authority - Gettysburg, PA USA

The 34th annual Adams County Heritage Festival will feature music and dance performances, ethnic food, international displays, children’s activities a ....

White Ford Bronco – The Ultimate ‘90s Party - September 20 - Tarara

• Sep. 20 - Sep 20, 2025
• Tarara Summer Concert Series - Leesburg, VA USA

• Music

• $10 - $25

???? White Ford Bronco – The Ultimate ‘90s Party LIVE at Tarara! ???? Break out your flannel, dust off your Discman, and get ready for the ultimate ‘ ....

Live Music by Scott Kurt

• Sep. 20 - Sep 20, 2025
• Lost Barrel Brewing - Middleburg, VA USA

• Music

Lost Barrel Brewing is an all ages brewery located in Middleburg, VA on a horse farm. We welcome you to enjoy our taproom, porch, stunning yard or pri ....

Old Town After Hours

• Sep. 19 - Sep 19, 2025
• Main Street - Warrenton, VA USA

• Music

Live music on Main Street, Fridays 6-9 pm ....

TASTE OF AFRICA

• Sep. 19 - Sep 21, 2025
• Carroll Creek Park - Frederick, MD USA

• FREE!!

TASTE OF AFRICA is an annual cultural festival that celebrates the spirit and excitement of food in an event designed to showcase the richness of Afri ....

??Thursday Night Trivia (7-9 PM) With Rockstar DJ

• Sep. 18 - Sep 18, 2025
• Heroic Axe - Warrenton, VA USA

Rally your crew for a shot at the Champion’s Trivia Belt ??! Reservations & ?? Throwing Never Required ?? Minutes from Haymarket, Gainesville, & Warr ....

Live Music by Bill Bowman

• Sep. 14 - Sep 14, 2025
• Lost Barrel Brewing - Middleburg, VA USA

• Music

Lost Barrel Brewing is an all ages brewery located in Middleburg, VA on a horse farm. We welcome you to enjoy our taproom, porch, stunning yard or pri ....

The Warped Tour Band, All The Blink Things, & Dookie - September 13 - Tarara

• Sep. 13 - Sep 13, 2025
• Tarara Summer Concert Series - Leesburg, VA USA

• Music

• $10 - $25

???? The Warped Tour Band, All The Blink Things & Dookie – The Ultimate Pop-Punk & Emo Night LIVE at Tarara! ???? Calling all emo kids, pop-punk love ....

Tribute to Patsy Cline and Don Williams

• Sep. 13 - Sep 13, 2025
• Henway Hard Cider - Bluemont, VA USA

Join the Martinsburg Chapter of Guitars For Vets at Henway Hard Cider Company in Bluemont for an evening filled with the music of Patsy Cline and Don ....