Ashley Wineland Covers “Time After Time” with Haunting Country-Rock Heart

Ashley Wineland’s country-rock cover of “Time After Time” brings fresh emotion to the 80s classic.

Rising country star Ashley Wineland redefines a pop classic with her moving rendition of “Time After Time,” blending haunting harmonies, gritty country textures, and nostalgic emotion. With over a million fans and a voice made for the big stage, Ashley’s version honors Cyndi Lauper’s 1983 original while offering something distinctly her own.

“This song is so memorable,” Ashley says. “I love that you can interpret the lyrics in so many ways. It’s something I could sing again and again.”

The video for “Time After Time” brings the song’s message home with heartfelt home videos that underscore the beauty of self-reflection and enduring relationships. “For me, the message is all about remembering yourself and the people who are always there for you—time after time,” she shares.

Currently on her 50+ date Moments in Time Tour, Ashley is captivating audiences with her blend of soulful vocals and electric energy. Her stage presence—shaped by opening for legends like Lainey Wilson and Sawyer Brown—has drawn comparisons to Carrie Underwood and Miranda Lambert.

Ashley also continues to release original music, including 2024’s “Tumbleweed,” produced by GRAMMY-nominated hitmaker Marti Frederiksen. The video has already surpassed 1.3 million views, solidifying her position as a rising voice in modern country.

Backed by fierce independence, a loyal fanbase, and an unstoppable drive, Ashley Wineland is redefining what it means to be a 21st-century country star—one timeless anthem at a time.