Music Festivals near Upperville, VA.

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 ....

Echos in the Pines: Summer Campout Series

• Sep. 20 - Sep 20, 2025
• Verdun Adventure Bound - Rixeyville, USA

• Music

• FREE!!
• $1 - $10
• $10 - $25

Enjoy an evening under the stars at Echos in the Pines; Verdun's Summer Camp-Out Series! Enjoy great, local music and then camp out on the Verdun grou ....

Old Town After Hours

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

• Music

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

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 ....

George Katsos Returns to Harpers Ferry Brewing For His Final Show in 2025

• Sep. 13 - Sep 13, 2025
• 37412 Adventure Center Ln - Purcellville, VA USA

• Music

George Katsos returns to Harpers Ferry Brewing for his final show in 2025. Come join the fun with classics from the last century outside of the beltwa ....

Live Music by Shelly & The Mudcats

• Sep. 13 - Sep 13, 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 ....

???? Eclectic Company LIVE! ???? Friday, September 12th (7-10pm)

• Sep. 12 - Sep 12, 2025
• Heroic Axe - Warrenton, VA USA

• Music

???? Eclectic Company LIVE! ???? Friday, September 12th (7-10pm) Covering a large range of genres, lead singer, Darren Tapscott, never fails to get th ....

Old Town After Hours

• Sep. 12 - Sep 12, 2025
• Main Street - Warrenton, VA USA

• Music

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

Live Music by Scott Kurt

• Sep. 12 - Sep 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 ....

Live Music by Sharif

• Sep. 7 - Sep 7, 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 ....

Tiny Music Fest on Main

• Sep. 7 - Sep 7, 2025
• 10409 Main St - Fairfax, VA USA

• Music

Live music is coming to a parking lot near you! Mark you calendars now for The Tiny Music Fest on Main outdoor concert series in Old Town Fairfax on t ....

The Sensational Soul Cruisers – A Night of Motown Magic - September 6 - Tarara

• Sep. 6 - Sep 6, 2025
• Tarara Summer Concert Series - Leesburg, VA USA

• Music

• $10 - $25

???? The Sensational Soul Cruisers – A Night of Motown Magic LIVE at Tarara! ???? Get ready to dance, groove, and sing along to the greatest hits of ....

Live Music by Derek Kretzer & Friends

• Sep. 6 - Sep 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 ....

US Open Watch Party

• Sep. 6 - Sep 7, 2025
• Lost Barrel Brewing - Middleburg, VA USA

• Music

Join us for a day of tennis-inspired fun, delicious food, specialty drinks, and good vibes. We’ll be streaming the tournament live, serving up food, a ....

The 21st Annual Watermelon Pickers' Fest

• Sep. 4 - Sep 6, 2025
• Clarke County Ruritan Fairgrounds - Berryville, VA USA

• Music

• $100 - $250

Watermelon Pickers’ Fest is back for three incredible days of music, workshops, jamming, and community. This year’s lineup features must-see headliner ....

Jimmy Buffett Margaritaville Bash

• Sep. 1 - Sep 1, 2025
• Lost Barrel Brewing - Middleburg, VA USA

• Music

Kick back and sail into paradise this Labor Day at our Jimmy Buffett Margaritaville Party! ???? We're transforming the space into a tropical getaway w ....

LoCo Fest 2025

• Aug. 31 - Aug 31, 2025
• 868 Estate Vineyards - Purcellville, VA USA

• Music

• $10 - $25

Get ready for a spectacular day of music, fun, and community spirit at the 8th Annual LoCo Fest, taking place at the beautiful 868 Estate Vineyards in ....

Nashville Nights - The Ultimate ‘90s Country Experience - August 30 - Tarara

• Aug. 30 - Aug 30, 2025
• Tarara Summer Concert Series - Leesburg, VA USA

• Music

• $10 - $25

???? The Nashville Nights – The Ultimate ‘90s Country Experience LIVE at Tarara! ???? Dust off your boots and get ready for a honky-tonk throwback li ....

REGGAE FEST '25 w/ UNITY REGGAE BAND @ Rockwell Brewery 8/30/25

• Aug. 30 - Aug 30, 2025
• Rockwell Brewery - Frederick, MD USA

• Music

• $1 - $10

ADVANCED TICKETS WILL INCLUDE YOUR FAVORITE PINT OF BEER!! Get ready to jump, jive and jam!! It’s a Reggae Party! REGGAE FEST '25 is back at Rockwel ....

Old Town After Hours

• Aug. 29 - Aug 29, 2025
• Main Street - Warrenton, VA USA

• Music

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

The Seven Wonders – A Tribute to Fleetwood Mac & Stevie Nicks - August 23 - Tarara

• Aug. 23 - Aug 23, 2025
• Tarara Summer Concert Series - Leesburg, VA USA

• Music

• $10 - $25

???? The Seven Wonders – A Tribute to Fleetwood Mac & Stevie Nicks LIVE at Tarara! ???? Close your eyes and let the music take you back—because The S ....

Old Town After Hours

• Aug. 22 - Aug 22, 2025
• Main Street - Warrenton, VA USA

• Music

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

Def Leggend with Jagged Edge – The Ultimate Def Leppard Tribute - August 16 - Tarara

• Aug. 16 - Aug 16, 2025
• Tarara Summer Concert Series - Leesburg, VA USA

• Music

• $10 - $25

???? Def Leggend with Jagged Edge – The Ultimate Rock Night LIVE at Tarara! ???? Get ready to rock, roll, and pour some sugar on it! ?? Def Leggend – ....