Festivals near Sperryville, VA.

Live Music by Dill Pickers

• Dec. 12 - Dec 12, 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. 11 - Dec 11, 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 Melissa Quinn Fox

• Dec. 6 - Dec 6, 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 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 ....

Pizza with Santa

• Dec. 1 - Dec 1, 2025
• Craft \u0026 Crust Pizza Tavern \u0026 Bourbon Lounge - Remington, VA USA

Come out and have pizza with Santa at Craft & Crust Pizza in Remington, Virginia. Santa will be on hand for photos, laughter, and fun ....

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 ....

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 ....

Fall Fest at Camp Horizons

• Oct. 26 - Oct 26, 2025
• Camp Horizons - Harrisonburg, VA USA

Celebrate the season at Camp Horizons’ Fall Festival—an autumn afternoon packed with fun for all ages! This free community event features fall-themed ....

McCoy's Grand FallFest Open House

• Oct. 25 - Oct 25, 2025
• McCoy Grand Theatre and Museum - Moorefield, WV USA

FALLFEST OPEN HOUSE will feature 12 bands on both the Mainstage and Courtyard Plaza Stage along with Museum Tours, Broadway Bingo, a Corn Hole Tournam ....

Reynolds Memorial Baptist Church's 100 Year Anniversary Celebration

• Oct. 4 - Oct 4, 2025
• 3748 Sperryville Pike - Sperryville, VA USA

• Music

This free event will begin at 4:00 PM. There will be a country gospel band, BBQ, a variety of side dishes and desserts, plus games and a cake walk. ....

PWCFRS 2nd Annual Public Safety Fall Expo

• Oct. 4 - Oct 4, 2025
• PWC Stadium Complex - Woodbridge, VA USA

• Community (Community / Social)
• Community (Family & Kids)
• Community (Local / Fair)
• Music
• Seasonal (Fall)

• FREE!!

The Public Safety Fall Expo will bring together a wide range of public safety agencies and organizations from across Prince William County and the sur ....