Travis began his musical journey at the age of 15, when he first picked up a guitar. Before long, he pieced together a band with several friends and performed shows in the local area. During this time, Travis took on the challenge of writing songs and developing his voice.
His main influences included Bob Dylan, Paul Simon, Pearl Jam, Bob Marley, Dave Matthews, and Phish. Following his graduation from high school, Travis attended a small liberal arts school, Marist College, in Poughkeepsie, NY. While there, he grew a strong affinity towards singer/ songwriters and pop music. Artists such as John Mayer, Duncan Sheik, Jack Johnson, and Guster were all very inspirational. During this time, he was fortunate to collaborate with good friend and roommate Steve Black to form the pop/rock band "flightschool." The band played primarily in the Hudson Valley area and garnered the attention of the local college population. They won the school's "Battle of the Bands" in 2002 and opened for national act "American Hi-Fi."
In 2003, Winkley began pursuing a solo career and released an album titled the other side." This melodic album is a blend of folk, pop and rock; and showcases earnest lyrics and tender vocals. In recent years, Travis has been performing all over Connecticut and has had the privilege to collaborate with a wide variety of accomplished musicians; he is hopeful to return to the studio in the near future.