Sheryl Crow – Everyday Is a Winding Road
In 1996, Sheryl Crow released “Everyday Is a Winding Road,” a breezy rock tune that turned the ups and downs of life into a metaphorical road trip. With its uplifting energy and lyrical optimism, the song resonated with listeners navigating their own winding paths. Over time, it has become one of Crow’s signature tracks—familiar, comforting, and full of heart.
Song Overview
“Everyday Is a Winding Road” appears on Sheryl Crow’s self-titled second album, released in 1996. The song blends elements of folk, country, and alternative rock into a laid-back yet groovy sound. Its loose drum groove and twangy guitar riffs create a sense of movement and freedom, while Crow’s slightly raspy, confident vocals lend the track an emotional grounding. The song feels like a drive with the windows down—casual, reflective, and filled with a sense of discovery.
Songwriting and Production
The song was written by Sheryl Crow, Jeff Trott, and Brian MacLeod. Crow also took on production duties herself, reflecting her growing control over her sound and artistic direction. The track’s arrangement showcases an organic, band-oriented feel—each instrument playing off the other, creating a natural, almost live studio atmosphere that supports the song’s theme of life as an unpredictable journey.
Charts
Upon release, “Everyday Is a Winding Road” reached No. 11 on the Billboard Hot 100 and topped the Adult Top 40 chart. It also became a Top 10 hit in the UK and performed strongly across Europe. Following the success of “If It Makes You Happy,” the song helped solidify Sheryl Crow’s status as a prominent figure in ‘90s pop-rock and a voice that blended accessibility with authenticity.
Music Video
The music video for “Everyday Is a Winding Road” reflects the song’s free-spirited nature, featuring imagery of American backroads, cars, and quiet suburban landscapes. Crow is shown driving, singing, and absorbing the scenery around her—underscoring the song’s message that life is not about the destination, but the ride. The understated visual approach allows her natural charisma to shine through, matching the song’s honest and unpretentious tone.
“Everyday Is a Winding Road” is a gentle anthem for those navigating the curves of daily life. With its blend of rootsy charm, lyrical introspection, and Sheryl Crow’s grounded voice, the track remains as relevant and refreshing today as it was when first released. It's a reminder that every day really is a winding road—and that’s what makes it beautiful.
Sheryl Crow - Everyday Is A Winding Road (Glastonbury 2019)
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