Ashley Wineland honors “Time After Time” with a country-rock twist and heartfelt visuals. Watch now.
Ashley Wineland, the Arizona-born powerhouse with more than a million fans, is earning new praise for her latest release—a poignant cover of Cyndi Lauper’s “Time After Time.” Blending country, rock, and pop in her signature style, Ashley’s version feels both familiar and strikingly personal.
“This song is so memorable,” she reflects. “I love that it can mean so many things depending on where you are in life. That’s what drew me to it.”
The music video features real home footage that captures Ashley’s emotional connection to the song’s message. “This video is the greatest way I can share my interpretation,” she explains. “It’s about remembering yourself and those who’ve stood by you.” 
Currently headlining the Moments in Time Tour, Ashley is taking her high-energy live show across the U.S., performing at fairs, festivals, and packed venues. Her previous performances alongside artists like Lainey Wilson and John Michael Montgomery continue to influence her approach to performance and audience connection.
She’s also writing and recording new music with producer Marti Frederiksen. Their most recent collaboration, “Tumbleweed,” dropped in September 2024 and has already surpassed 1.3 million views on YouTube.
Independent and fiercely connected to her fans—known as the “Winelanders”—Ashley is redefining what it means to rise in country music today. With emotional depth, powerful vocals, and a commitment to honesty, her version of “Time After Time” is a moment that fully reflects her artistry.
