Festivals near Shepherdstown, WV.

4th Annual Christmas Market

• Dec. 6 - Dec 6, 2025
• 315 James Burr Blvd - Kearneysville, WV USA

Get in the holiday spirit at our 4th Annual Christmas Market—a cozy, cheerful day of sipping, shopping, and celebrating all things merry and bright! ? ....

Live Music by Elle & Ron

• Dec. 5 - Dec 5, 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

• Dec. 4 - Dec 4, 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 ....

Winter Lantern Festival

• Dec. 4 - Dec 4, 2025
• Lerner Town Square - Tysons, VA USA

• Arts (Performing Arts)
• Seasonal (Winter)

• $10 - $25
• $25 - $50

It’s the most wonderful time of the year at the Winter Lantern Festival, which is returning to the DC-metro area this holiday season. Illuminati ....

Live Music by Summer & Eric

• Nov. 30 - Nov 30, 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 ....

Live Music by Juliet Lloyd

• Nov. 29 - Nov 29, 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 ....

Live Music by Scott Kurt

• Nov. 28 - Nov 28, 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 ....

Live Music by Liberty Street

• Nov. 28 - Nov 28, 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 ....

Reston Holiday Parade

• Nov. 28 - Nov 28, 2025
• Reston Town Center - Reston, VA USA

Reston Community Center is a proud community partner and sponsor for this special Reston tradition. Following the parade, stay for more holiday merr ....

Honkeytonk Night - Free Line Dancing

• Nov. 23 - Nov 23, 2025
• Lost Barrel Brewing - Middleburg, VA USA

Dust off your boots and join us for Honkytonk Night at Lost Barrel Brewing! We're turning up the country vibes every fourth Sunday with free line danc ....

Live Music by Steve Boyd & Friends

• Nov. 22 - Nov 22, 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 ....

2000s Night

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

We’re throwing it back to the era of flip phones, low-rise jeans, boy bands and girl groups—get ready for 2000s Night at Lost Barrel Brewing! What to ....

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

• Nov. 20 - Nov 20, 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 Sharif

• Nov. 16 - Nov 16, 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 ....

Live Music by Shade Tree Collective

• Nov. 15 - Nov 15, 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 ....

Wayne Snow

• Nov. 15 - Nov 15, 2025
• Two Twisted Posts Winery \u0026 Tavern - Purcellville, VA USA

• Music

Join us for a relaxing afternoon of live music featuring Wayne Snow on acoustic guitar. Come enjoy great music, good company, and a glass or two of yo ....

DMV Chocolate and Coffee Festival

• Nov. 15 - Nov 16, 2025
• Dulles Expo Center - Chantilly, VA USA

• $10 - $25
• $25 - $50

Come take a journey with your senses. Sip coffees from around the world, brought to you by local vendors. Taste chocolates of every form for every pal ....

Live Music by Dill Pickers

• Nov. 14 - Nov 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 ....

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

• Nov. 13 - Nov 13, 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 ....

Cheesin' for a Reason - a grilled cheese & tomato soup extravaganza, presented by WATTS

• Nov. 8 - Nov 8, 2025
• Old Town Winchester - Winchester, VA USA

• $1 - $10
• $10 - $25

The festival event that is sweeping the nation is coming to downtown Winchester! Join WATTS in Cheesin' for a Reason - our first annual grilled cheese ....

?? The Big Dill at Devil’s Due ??

• Oct. 25 - Oct 25, 2025
• 315 James Burr Blvd - Kearneysville, WV USA

?? The Big Dill at Devil’s Due ?? Saturday, October 25, 2025 | 11AM – 5PM Devil’s Due Distillery – 315 James Burr Blvd.; Kearneysville, WV It’s one he ....

Hampshire County Fall Crawl

• Oct. 18 - Oct 18, 2025
• 22580 Northwestern Turnpike - Romney, WV USA

• Other / General

This self-guided tour is your chance to explore local farms, businesses, and artisan vendors, all while enjoying the crisp autumn air and stunning sce ....

50th Annual Apple Butter Festival

• Oct. 10 - Oct 12, 2025
• Berkeley Springs State Park - Berkeley Springs, WV USA

??? The 50th Annual Apple Butter Festival is almost here — and this year is going to be legendary! ??? Join us October 10–12, 2025 in beautiful downt ....

DTFEST 2025

• Oct. 4 - Oct 4, 2025
• One Loudoun - Ashburn, VA USA

• $10 - $25

Celebrate the Spirit of Dashain and Tihar — Nepali Style! DTFEST 2025 is back — and it’s bigger, brighter, and more vibrant than ever before! Now in ....

Vienna Oktoberfest

• Oct. 4 - Oct 4, 2025
• 131 Church St NE - Vienna, VA USA

Vienna Oktoberfest Saturday, October 4, 2025 11am - 7pm Historic Church Street, Vienna VA Church, Dominion, Mill & Town Green FEATURING: Huge Selectio ....