The Ashley Wineland Love + Heartbreak Tour officially kicks off on May 21, 2026 — and country fans across the country are already buzzing. The independent Nashville-based artist announced the cross-country run on May 13, 2026, confirming 50-plus U.S. cities on the itinerary in support of her debut album Wineland. If you’ve been sleeping on Ashley Wineland, now is the time to wake up: this tour promises to be one of the most raw, intimate, and emotionally charged country music experiences of the year. With powerhouse vocals, deeply personal songwriting, and a stage show that skips the gimmicks in favor of genuine human connection, Wineland is poised to convert a lot of new fans city by city.
About the Album That Started It All: Wineland
The Wineland album is the heart and soul of this entire tour. Produced by Grammy-nominated Marti Frederiksen — who has worked with Carrie Underwood, Aerosmith, and Ozzy Osbourne — the record was recorded at Sienna Studios in Nashville. The album explores the duality of love and loss, weaving together heartbreaking moments with empowering ones in a way that country music fans connect with deeply. The production creates a cinematic, visual world that draws listeners in and keeps them there.
What to Expect on the Love + Heartbreak Tour
Don’t expect a production-heavy arena spectacle. The Love + Heartbreak Tour is raw, real, and entirely Ashley Wineland — no distracting special effects, just a powerhouse performer connecting with her audience. Wineland described the tour as “an immersive experience” crafted to create “an enduring memory to carry for years to come.” Her loyal fanbase — affectionately called “Winelanders” — have been waiting patiently for this album launch, and the Ashley Wineland Love + Heartbreak Tour will finally give them everything they’ve been promised.
Tour Dates and How to Get Tickets
The Ashley Wineland Love + Heartbreak Tour launches May 21, 2026, running through 50+ U.S. cities at venues and festivals of all sizes. For the full list of dates and ticket links, visit ashleywineland.com or check Bandsintown and Songkick.
- Tour Kick-Off: May 21, 2026
- Cities: 50+ across the United States
- Venue Types: Venues and festivals — intimate to mid-size
- Tickets: ashleywineland.com/tour
Frequently Asked: Who Is Ashley Wineland?
Ashley Wineland is an independent national touring country artist based in Nashville with over one million social media followers worldwide. Her debut album Wineland, produced by Grammy-nominated Marti Frederiksen (Carrie Underwood, Aerosmith), was released in 2026 and is the inspiration for the Love + Heartbreak Tour kicking off May 21, 2026 across 50+ U.S. cities. Tickets are available at ashleywineland.com.
The Ashley Wineland Love + Heartbreak Tour is the kind of grassroots country moment we live for at Sunset Country Fest. Catch her before this tour becomes the one everyone is talking about. Stay tuned to Sunset Country Fest for the latest on Ashley Wineland and all things country music in 2026.
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Sources & References
- ${artist} — Official Website
- Ticketmaster — ${artist} Tickets
- Billboard Country — Music News & Charts
- Taste of Country — Country Music News
Disclaimer — Important Notice
The information published in this article is based on publicly available data from official sources, press releases, and music industry publications available at the time of writing. Tour dates, ticket prices, venue details, setlists, album release schedules, award nominations, lineup announcements, and all other details referenced in this article are subject to change at any time without prior notice.
Sunset Country Fest makes no representations or warranties, express or implied, regarding the accuracy, completeness, or timeliness of any information contained herein. All changes, cancellations, rescheduling, postponements, or modifications to any events, releases, tour dates, award results, or announcements referenced in this article are the sole responsibility of the artists, record labels, talent agencies, concert promoters, venues, and any other third parties involved.
Sunset Country Fest shall not be held liable for any decisions, travel arrangements, ticket purchases, or other actions taken by readers based on the information published here. We strongly encourage all readers to verify current details, including dates, venues, ticket availability, and event status, directly through official artist channels, venue box offices, and authorized ticketing platforms before making any plans or purchases.
Last updated: May 20, 2026 · Sunset Country Fest Editorial Team · Contact Us