Anna Wilson

Anna Wilson is a 22-year-old singer-songwriter with a rich, soulful voice that captivates audiences and a presence that lights up every stage.

Anna is a native of the Washington, DC area, having graduated from Gaithersburg High School in 2022 and furthered her musical education at Duquesne University School of Music in Pittsburgh.

She’s released four original singles and a compelling music video that have connected with fans across the U.S. and internationally. Her recent appearance on America’s Got Talent drew massive attention—her audition video has already surpassed 8 million views—earning praise across social platforms, as well as a shout-out from Billboard.

Anna has been performing since the age of 12 and brings over a decade of experience to every show. From intimate wineries, restaurants, and private events to large festivals and stages like The Fillmore, she knows how to read a crowd and deliver a performance that fits the moment.

Schedule

Sat, 4 Apr, 2026

2:00 PM

Sugarloaf Mountain Winery

Sun, 19 Apr, 2026

1:00 PM

Big Cork Vineyards