Whether you’re planning a romantic wedding, a chic cocktail hour, or a high-end corporate soirée, the right guitarist can elevate your event with style and soul. Richmond is home to a rich musical culture, and its local talent includes some truly exceptional guitarists who bring versatility, elegance, and professionalism to every performance.
We’ve spotlighted ten of the most talented guitarists in the Richmond area—each offering something special to make your next event unforgettable.
Willie Williams
First take some homegrown vocals drenched in Carolina twang and Memphis soul. Then add a healthy dose of blues and bluegrass influenced guitar. Now finish it off with top notch showmanship and storytelling, and you’ll begin to get an idea of what Willie Williams is all about. With influences that range from Merle Haggard to Al Green, Willie’s music is as familiar as it is fresh. An accomplished multi-instrumentalist, vocalist and songwriter, Willie is currently touring with Great Southern Reunion presented by Dickey Betts, where he shares the guitar duties with the legendary Lee Roy Parnell. When not on the road, Willie is a fixture of the Richmond, VA music scene where his current projects include Solo Acoustic performances and Allman Brothers Tribute band SKYDOG. Willie also plays guitar with Virginia music icon Steve Bassett from time to time.
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Jared Bookbinder
Jared developed a love for music as a child. Hearing his mom and sister play piano and sing together inspired him to begin his own musical journey. He started piano lessons at age 7 and has also always enjoyed singing. He was inspired to pick up the guitar during his high school years after listening to the Dave Matthews album, Live at Luther College.
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Jocelyn Oldham
Born and raised a New England girl, Jocelyn Oldham has now spent over half her life in Virginia. She performs full time as a solo artist all over Richmond, Hampton Roads, and beyond for any and all occasions. With her amazing voice, Jocelyn performs popular cover tunes on both guitar and ukulele that span several genres and appeal to many generations. From Pasty Cline and the Beatles to Colbie Caillet and her all time favorite Ingrid Michaelson. If you’re looking for a wide musical selection her extensive song list is sure to please most any crowd young and old. Whether she is entertaining center stage or simply fulfilling the desire for background music, Jocelyn’s voice is her passion and it shines through in each performance.
Jerad Romero
Jerad is a Richmond, VA-based guitarist who has been delighting live audiences for years. He specializes in guitar performances that create great vibes through tasteful interpretations of songs people know and love.
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Bill Roberts
Bill Roberts has been a fixture in the Baltimore to Richmond region since the 70s. Bill sings, plays guitar, bass, drums, keyboards, harmonica, mandolin, banjo and more, but most importantly is an entertainer with a keen eye for working your crowd. In his solo act he sings and plays guitar along with backing tracks he has created for over 600 songs covering your favorite music from every era and genre. Bill knows you want your music to serve several functions, from creating a fun, acoustic ambience to an all out rockin’ dance party, making sure your guests have a ball. Most importantly Bill is an experienced professional and provides the assurance that every detail of the show is provided from the latest sound system and lighting to MCing your event. Bill has performed for hundreds of corporate functions, political and fund raising events, private parties, weddings, festivals and the like with a goal of earning your repeat business.
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Amy Henderson
It all started in the early 80’s… 1982: Little Amy, a somewhat out-of- place seventh grader, would run to her room after school, change out of her Woodward Academy uniform dress into her favorite Izod and striped jeans. She would immediately pick up her Dad’s baritone ukulele, get out the huge Fleetwood Mac Anthology music book and strum away.
Vincent Zorn
Vincent Zorn, an accomplished guitarist, has cultivated his skills in notable locales such as Spain (Jerez), Turkey (Istanbul), and Mexico (La Cruz de Huanacaxtle), under the mentorship of renowned International Recording Artists, The Blonde Gypsies: Latcho & Andrea. Drawing inspiration from the vibrant gypsy culture of Southern France, Vincent has crafted a unique percussive technique that integrates a diverse range of strumming styles, rhythms, and taps.
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Christopher Wyton Guitar
Christopher Wyton has extensive performance experience throughout the Northeast at various embassies, museums, churches and hotels in the Washington, DC, and New York metro areas. Whether it is for your corporate party or an intimate wedding ceremony, Christopher Wyton’s classical guitar performance will contribute to the perfect atmosphere for your event.
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Jake Sizemore Music
Jake Sizemore is a guitarist, vocalist, and bassist whose music blends jazz and blues-inspired rock with creative pop melodies. Currently studying at Berklee College of Music under renowned guitarist Joe Musella, Jake is sharpening his craft and channeling his skills into original tunes that captivate and inspire.
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Hokie Joe Music
I am, at heart, a solo acoustic blues guitarist. I play and sing a wide variety of relaxing and soulful blues, old rock, old country, and toe-tapping originals in the Fredericksburg, VA area. I’d love to book a gig for your business, play at your private event, or see you soon at the many great local venues in this beautiful part of the world.
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Final Thoughts
From classical elegance to soulful blues and modern acoustic charm, these ten Richmond based guitarists bring a wide range of sounds to the table. Whether you’re planning a black-tie event or a cozy backyard celebration, their artistry and professionalism can transform your event into something unforgettable.
📩 Need help booking the perfect guitarist for your private event? Reach out to us anytime at dreamteam@booklive.com—we’re here to help make your celebration truly special.