Carolyn Kruse

Weekdays 9:00am - 2:00pm

Pembroke singer/songwriter, Matt York has a story to tell. Only this time, it’s not his story. The musician has been featured as my Local Catch artist of the week with his original music, in the past. Now, Matt makes his living taking country music legends Johnny Cash, Willie Nelson, Waylon Jennings and Kris Kristofferson on the road with him, performing their music live.

For those who don’t know, the renowned musicians formed a supergroup called the Highwaymen in 1985. They were looking to spark their creativity, and to revitalize country music. They made 3 albums together and performed as The Highwaymen for 10 years.

York told the Boston Globe, “What initially started as a way for me to fill in some dates and help pay the bills has mushroomed into doing over 120 performances across Massachusetts, mainly thanks to cultural council grants that I’ve received.” Since that article was written, Matt has traveled all over the country, peforming the music of the iconic country stars. He sings the songs of  The Highwaymen, and the individual artists. In addition, York has written a book on the subject, The Highwaymen’s Songs and Stories. and sells it at his performances.

Matt’s show is an experience. You’ll hear him tell stories of the artists and the songs, as well as performing them. Clearly, this artist has found a niche. No one else is doing anything like this. And to think it all came into being because he and his wife were laid off and needed to find a way to make ends meet. He had performed songs of legends locally, and was encouraged by a fan to seek grants for state-funded cultural arts, awarded by every town and city. York applied to all of them and was awarded 100 grants, according to the Boston Globe article.


  • See Matt's Show November 20 In Boston

    City Winery in Boston will host Matt, his music and stories about The Highwaymen on November 20 at 5:00pm

    Matt York Sings The Highwaymen

    City Winery Boston presents Matt York Sings The Highwaymen live in concert on Sunday, November 20th at 5:00 PM. Day of show $20 New England singer/songwriter Matt York will perform the songs of Johnny Cash, Willie Nelson, Kris Kristofferson and Waylon Jennings and tell stories of their careers.

  • See On The Local Dates

    York created a website just to keep fans in the loop and up to date on his Highwaymen tour.

    November 17th (Thurs.) –  Stoneham Library 7pm 

    November 20th (Sun.) City Winery Boston 5pm

    November 22nd (Tues.) North Reading Sr. Ctr. 1pm

    November 29th (Tues.) Scituate Senior Center 1pm

    November 30th (Wed.)  Tewksbury Library 11am


  • Watch Matt Perform At Country 1025

    Matt has been my Local Catch on several occasions, over the years. Back in February of 2020, right before the world shut down, he came to our studio to perform a couple of originals.


  • Socially Speaking On The Highwaymen Songs and Stories

    Had a chance to talk w/ about my upcoming show at City Winery Boston that'll take place on Sunday, November...

    Posted by Matt York on Monday, November 14, 2022