Bennett wins international guitar competition

Bennett wins international guitar competition
Stephen Bennett
John Coston

Guitarist Stephen Bennett returned to his home along the Housatonic to reflect on what had transpired just days before in Winfield, Kansas. At 68, Bennett had done what no one else has in the fifty-two-year history of the Walnut Valley Festival: he became the only musician to win both the International Fingerstyle Guitar Championship and the National Flatpicking Championship.

“It popped into my head in early June,” Bennett said. “At the age of 68, I probably ought to get to it.” And so, after more than two decades of performing at the festival, where booked artists are ineligible to compete, Bennett decided it was time. “I’ve long thought I could win this contest,” he explained. “But since the festival has booked me to perform there 24 or 25 times—I’d have to go back and figure out exactly how many—it hasn’t been possible.”

The contest itself is a bit of a marathon for guitarists. “You register, and you play live,” Bennett explained. “It’s blind judging. The judges don’t see you. They’re in a trailer somewhere off-site. They just hear, ‘This is contestant number 27,’ and that’s it. The audience knows who’s playing, but the judges don’t.” The first round requires two pieces, and the top five contestants return for a second round, playing two more. From there, the judges pick three winners.

And then, there are the prizes: three guitars, to be exact. “The first-place winner picks first,” Bennett said, smiling. “I chose a Bourgeois OM. It’s lovely.” Bennett’s journey to this year’s triumph is long and storied, much like his relationship with the festival itself. “I first went in 1983. I was 27 years old and got second place in the Flatpicking Championship,” he recalled. “I left there pumped and knew I had to come back.” And come back he did, winning second in flatpicking again in ’83, third in the Fingerstyle Championship in ’85, and finally, the Flatpicking title in 1987. “That was it for me with the contests,” he said, noting that he soon transitioned to being a performer at the festival. “After that, they started booking me to perform, and you can’t compete if you’re performing.”

He did return to the Fingerstyle Championship one other time, in 1995, when he wasn’t booked. “I played like crap,” he said with a laugh. “My hands just froze. You know how it is. Some days, your hands just don’t sync up.” But after registering this past June, Bennett practiced daily with an almost monastic focus. “I rehearsed every single day without fail,” he said. “And I had a good day when it counted.”

Bennett’s approach to the competition was rooted in his lifelong relationship with the guitar. “Some people go for the pyrotechnics, and sometimes that works for them,” he said. “But I’m just looking for overall musicality. A bit of pyrotechnics doesn’t hurt, but it’s really about the music.” As for the type of guitar he played during the competition, he clarified: “It’s limited to standard guitar. No harp guitars allowed.”

Bennett’s love affair with the guitar has spanned decades, beginning when he was 11 years old. Over the years, he’s mastered various styles, including his work on the harp guitar. An incredibly unique and versatile instrument, he plays one he’s nicknamed “Big Mama” that his great-grandfather once owned. Though he’s widely known for his harp guitar performances, the two instruments are very distinct in his mind. “Many six-string tunes won’t translate to the harp guitar,” he explained. “The harp guitar has its own set of strings and lends itself less to pyrotechnics in a way.”

Having won both guitar championships, Bennett now plans to shift focus back to his music. “I’ve got my next album lined up,” he said. He recently released a project called “SB Squared” with another Stephen Bennett, a British writer and musician. “We both wrote all the tunes and take turns singing them. It’s out now, on all platforms.”

As for what comes next, Bennett is content with the simple act of playing. “I’m not really out looking for gigs,” he said. “But I play at assisted living homes and places like that, just for fun. It doesn’t pay a cent, but I don’t care. I just like to play.”

Bennett shared a piece of advice he gleaned from another renowned guitarist, Tommy Emmanuel. “I met Tommy in ’97 at the Chet Atkins Appreciation Society Convention in Nashville. He’s an incredible performer, and his energy is just unreal.” But Bennett’s takeaway wasn’t to imitate others. “A lot of people try to copy Tommy, but the lesson I learned from watching him is to be the best version of yourself. That’s what he’s doing.”

At 68, Bennett’s achievement is not only a testament to his skill but also to his enduring love for the instrument. “I’ve always wanted to win this thing,” he said. Now, having finally done so, he’s content to let the music lead him forward, one note at a time.

Latest News

Back to school
Photo by Leila Hawken

AMENIA — The first day of school on Thursday, Sept. 4, at Webutuck Elementary School went smoothly, with teachers enthusiastically greeting the eager young students disembarking from buses. Excitement was measurable, with only a few tears from parents, but school began anyway.


Keep ReadingShow less
Millerton’s Demitasse shutters Main Street storefront, goes digital

Demitasse owner Hayden McIntosh Geer said she is excited by the shift to online sales.

Photo by Hayden McIntosh Geer

MILLERTON — Some might have argued that launching an in-person retail business during the height of the COVID-19 pandemic wasn’t advisable. But against all odds, Demitasse in Millerton managed not only to build a thriving, mission-based brand in a small storefront on Main Street, it developed a loyal customer base and provided a welcoming space for visitors. Last week, Demitasse announced it is closing-up shop and moving fully online.

“We are excited,” said owner Hayden McIntosh Geer, who opened Demitasse with her husband, Richard, in 2020. “Though we will miss our customers and the camaraderie on Main Street, it feels right and there was no second guessing.”

Keep ReadingShow less
New Millerton police cruisers arrive to replace fire-ravaged vehicles

Millerton Police Chief Joseph Olenik shows off the new gear. Brand new police cruisers arrived last week.

Photo by Aly Morrissey

MILLERTON — The Millerton Police Department has received two new patrol cars to replace vehicles destroyed in the February 2025 fire at the Village Water and Highway Department.

The new Ford Interceptors are custom-built for law enforcement. “They’re more rugged than a Ford Explorer,” said Millerton Police Chief Joseph Olenik, noting the all-wheel drive, heavy-duty suspension and larger tires and engine. “They call it the ‘Police Package.’”

Keep ReadingShow less
Fashion Feeds on track to raise $100,000 for Food of Life Food Pantry

Erin Rollins of Millbrook in the Fashion Feed booth, open year round, at the Millbrook Antiques Mall. All proceeds from Fashion Feeds go to the Food of Life Pantry.

Photo by Aly Morrissey

MILLBROOK – In a time when optimism and unity can feel elusive, sometimes a walk down Franklin Avenue is enough to feed the soul. With Millbrook Community Day just around the corner, one highlight will be Fashion Feeds, a community effort led by Millbrook native Erin Rollins, whose mission is to fight local hunger.

The concept is simple. People donate new or gently used designer fashion, which is sold at affordable prices, and all proceeds benefit The Food of Life/Comida de Vida Pantry at St. Thomas Episcopal Church in Amenia.

Keep ReadingShow less