Regina Sayles

In constant search of truth along her musical journey, Regina Sayles’ acoustic-driven melodies connect you to the everyday human condition. Based in East Stroudsburg, PA, Regina plays 100+ live shows a year and tours whenever possible. She plays all types of venues and travels to various pockets of the country to perform, with regular gigs in PA, OH, NJ, NY, and DE. In addition to her solo shows, Regina has had the opportunity to open for folk pioneer Tret Fure, and feminist icon Ani DiFranco. Sayles loves playing her original music, but also has a list of 500+ cover songs spanning all genres.

Sayles has released two solo Eps, It’s Home and The Ann Street Session. From 2015-2019, Regina was half of the country/folk duo, Porter & Sayles. The duo had the opportunity to open for Pat Benatar, The Steve Miller Band, Frankie Ballard, and Dan+Shea. Porter & Sayles released their self-titled debut album in 2016 and released two additional singles in their time together. In 2019, the duo earned a spot as a featured act on the Melissa Etheridge Cruise.

In July 2023, Regina was invited to compete as an emerging artist at the 47th annual National Women’s Music Festival in Madison, WI. Thanks to the support of the festival goers, she won the contest and will return to Madison as a headliner in 2024.

Regina is currently recording a new EP thanks to her fans who supported her Kickstarter campaign in early 2023. She is thrilled to be recording in Oakland, CA and working with producer and well-respected Olivia native, Julie Wolf who also produced her latest single, “Rollin’ in the Hay.”

CURRENT OLIVIA TRIPS