Crossroads Music Festival 2026 w/Lol Tolhurst from The Cure

Crossroads Music Festival 2026 September 18–19 | Downtown Leesburg, Virginia

Join us September 18–19 in historic downtown Leesburg for two unforgettable days of music, stories, and community. Crossroads Music Festival 2026 features a high-energy performance from legendary saxophonist Lil' Maceo and his dynamic band; an intimate conversation and book signing with Rock & Roll Hall of Famer Lol Tolhurst of The Cure; and more than 30 local and regional artists performing across downtown venues. All proceeds support organizations serving children throughout Loudoun County. This year's beneficiaries are Northern Virginia Diaper Bank; Dulles South Food Pantry; Loudoun Education Foundation; Loudoun Youth, Inc.; and The Salvation Army of Loudoun County.

Friday, September 18 | Opening Night | Town Green Biergarten 5:00 - 9:00 PM

Crossroads Music Festival 2026 begins Friday evening at Leesburg's Town Green with live music, local craft beverages, and an unforgettable performance by Grammy-award-winning saxophonist Lil' Maceo and his incredible band. Blending high-energy funk, smooth jazz, R&B, and modern soul into a sound that audiences can't help but move to, Lil' Maceo transforms every performance into a celebration. Having shared stages with icons including Prince, Cyndi Lauper, JT Taylor, Cyril Neville, and Maceo Parker, he brings world-class musicianship, infectious energy, and undeniable groove to downtown Leesburg

Saturday, September 19 | A Celebration of Music Culture & Community

On Saturday, music fills the streets, venues, and public spaces of historic downtown Leesburg as Crossroads transforms the town into a destination for music lovers.

Songs and Stories from the Crossroads | Tally Ho Theatre 2:00 - 3:00 PM

Rock & Roll Hall of Famer Lol Tolhurst, co-founder and original drummer of The Cure, joins Crossroads for an intimate conversation about the music, stories, and experiences that helped shape one of the most influential bands in modern rock. Following the discussion, guests will have the opportunity to meet Lol during an exclusive book signing.

Courthouse Lawn Main Stage | 2:00 - 9:30 PM

At the center of the festival experience is the Courthouse Lawn Main Stage, showcasing a diverse lineup of local, regional, and national artists, culminating in the evening's headline performance.

Inclement Weather/Platinum Pass

In the event of inclement weather, the Courthouse Lawn performances will move to the nearby Tally Ho Theatre. Platinum Festival Pass holders receive guaranteed admission. Remaining ticket holders will be admitted on a first-come, first-served basis, subject to venue capacity.

Every ticket purchased helps support organizations serving children and families throughout Loudoun County. By attending the Crossroads Music Festival, you're not only enjoying an unforgettable celebration of music but also helping strengthen the local community.

Music Showcases | Downtown Leesburg Venues 2:00 - 10:30 PM

More than 30 artists will perform throughout downtown Leesburg, transforming the town into a walkable celebration of music spanning multiple genres and eras. Discover your next favorite artist as music fills restaurants, patios, and performance spaces across the festival footprint.

Live music showcases will feature: Airmont Road, Chris Ellinghaus, Cross Cut Saw, Dogs Of Puerto Rico, Domenic Cicala, Ethan & Julia, File A Complaint, Gary Smallwood and Prescott Engle, Hunter Road, Intellect, Laurie Blue, Loudoun Jazz Ensemble, Mike McCabe, Mintons Academy of Music, Mt. Gribley, Piper Stewart, Roam Like Ghosts, The Duskwhales, The Franklin Park Big Band, The Train Wreck Endings, Thomas Hinds, and Uncle Drew and the Scoundrels.

Music Marketplace

The festival experience extends beyond the stages. Stroll through a vibrant marketplace featuring artist merchandise, music memorabilia, handcrafted goods, and more from local businesses and specialty shops. Discover unique items, connect with fellow music lovers, and celebrate the culture that brings our community together.

Craft Beer & Wine

Great music deserves great company. Throughout the day, enjoy local craft beer and wine as you discover new artists, reconnect with old favorites, and celebrate music culture in the heart of downtown Leesburg.

About Crossroads Music Festival.

Crossroads Music Festival is a celebration of music culture, bringing together local talent, national acts, and legendary artists at the intersection of diverse musical journeys. Each year, the festival transforms historic downtown Leesburg into a vibrant celebration of live music, featuring nationally recognized artists, emerging talent, and unique experiences that connect audiences with the stories behind the music.

Produced by BENEFIT Live Limited, Crossroads exists to harness the power of music to strengthen our community. Every ticket purchased, sponsorship secured, and donation made helps support organizations serving children throughout Loudoun County. The festival's 2026 beneficiaries include Northern Virginia Diaper Bank, Dulles South Food Pantry, Loudoun Education Foundation, Loudoun Youth, Inc., and The Salvation Army of Loudoun County.

Since its founding, Crossroads has united artists, fans, businesses, volunteers, and nonprofit partners around a simple idea: great music can bring people together and create meaningful impact.

About BENEFIT Live LImited

BENEFIT is the 501(c)(3) nonprofit coalition of musicians and community leaders uniting people with music to raise funds and awareness for charities supporting children in Loudoun County..

Although many organizations raise funds for local charities, BENEFIT utilizes the talents of musicians to increase visibility of community needs, people in need of help, and the organizations equipped to help.

Net proceeds support organizations serving children in Loudoun County, Virginia.