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Thanks for stopping by my website. The best way to stay up to speed on new gigs, music and more is by joining by mailing list. I only send out an email once a month and promise not to bombard you with useless information.


October Update 

Hi folks, 

I'm really excited to bring The Highwaymen - Songs & Stories to Nashville. I'll be performing it on October 24th at 7pm at Vinyl Tap (which is a combination of a record store, bar and live music venue...the world needs more places like Vinyl Tap). If you know anyone in the Nashville area that might be interested, please let them know. 

In November, I'm bringing this to City Winery in downtown Boston. It's a five-minute walk to the North End, it's a Sunday afternoon matinee that begins at 5pm. I'm working really hard to get folks to attend this one. It'll be a different thing than what you've seen in the past. I'll be having some special guests perform some songs with me. Tickets are only $15 in advance and can be purchased at this link. 

Here's a video of me performing the great Willie Nelson song "Sad Songs & Waltzes". I'm going to try and record a different song each month if you have a song you'd like to hear, let me know. Also, be sure to click subscribe on my YouTube channel to see future videos. Click below

The Worcester Telegram had a really great write-up of my new album Gently Used. To read the article, click here. 

In September, I performed a song by Luke Bell called "Sometimes" at some gigs and talked about him passing away recently. He was only 32 years old and was wildly talented. I've received some emails from people asking me about him/the song. This is him performing it if you're interested in watching click below



October 1st (Sat.) Oktober Fest in Douglas MA 9:00 to 10:30 (morning) 

October 6th (Thurs) at Lawrence Library 6:30 pm 

October 8th (Saturday) Norfolk Library 1pm 

October 9th (Sunday) Cider Orchard New Salem, MA 2-4 

October 15th (Sat) at Hampden Library at 12pm 

October 16th Gardner Ale House 5pm 

October 20th (Thurs) The Porch in Medford, MA 

October 24th (Monday) Vinyl Tap Nashville 7pm 

October 26th Blount County Library, Knoxville, TN 7pm 

October 27th Blue Plate Special Radio Show 12pm CST Knoxville, TN


If you'd like to purchase a copy of my book about The Highwaymen, you can do so at this link

If you're on Facebook, please consider following me at 

Thanks for your support and thanks for reading! 

Matt York

September Update 


It's been a busy August and that continues to September. I'm overwhelmingly doing just Highwaymen gigs right now but that will change in the months ahead. A couple of non-Highwaymen gigs are on Sept. 17th at Off the Rails in Worcester and Sept 19th at Levitate in Marshfield. 

Earlier this month, the Boston Globe wrote a nice profile of me and this music thing I do. You can read it here if you'd like. This month I traveled all over the state and particularly enjoyed my time playing in some really small towns out west including Middiefield, Mt. Washington, MA and Leyden.  

Here's Willie Nelson's "It's Not Supposed to Be That Way" 







Live at the Middlefield Fair, August, 2022 

It's still a while away, but I'm excited that I'll be bringing The Highwaymen - Songs & Stories to City Winery in downtown Boston on Sunday, November 20th. It'll be an early show (5pm). I'll be having some special guests perform with me and we're hoping that we'll have some video clips of The Highwaymen projected behind me while I perform. Tickets for that will go on sale this Friday at I'll also be traveling down to TN in October to bring it there to Nashville and Knoxville.  

September promises to be busy and there are dates listed below. As the weather changes, my schedule will ease up a bit. If you know of a place that might make sense for me to perform, please don't hesitate to email me ( This started out through word of mouth and I'll have more scheduled flexibility over the winter. Thanks for your support of my music. I truly appreciate it.  

September Dates:  

Sept. 5th  (Mon) Anna’s Harborside 7-10  

Sept. 7th (Wed) library in Middleton, MA  5:30  

September 8th (Thurs.) Templeton Senior Center 1pm  

September 8th (Thurs) Fitchburg Library 6:30  

Sept 9th (Fri.)  Milton COA 11:30 am  - 1pm  

September 10th (Sat.) Pelham Library outdoors 12pm  

Sept 14th (Wed.)  Tyngsborough Library 6:30  

September 15th (Thurs) Concord COA 2pm  

Sept. 15th (Thurs.) Medway Library 6:30  

September 17th (Sat) Hubbardston Library noon.  

Sept. 17th (Sat.) Off the Rails 5:30 - 8:30  

Sept. 18th (Sun) Barre Library 3pm  

September (Mon) 19th Levitate in Marshfield 5pm  

September 20th (Tues) Hanson Library at 6:30 pm  

Sept. 22nd (Thurs) Canton COA 2pm  

September 25th (Sun) Rowe Pelham Lake Park 4pm  

Sept. 26th (Mon) Russell Senior Center Time 1pm  

September (Mon) 26th Agawam Library 6:30pm  

September 28th (Wed) Chicopee Senior Center 1pm  

Sept. 28th (Wed) Springfield Forest Park Library 5:30

August Update 

If you've noticed I've been posting stuff about the Highwaymen and aren't really clear that that's all about, I had an opportunity to speak w/ the Boston Globe about it. You can read the article at this link.


I've received some really great press and radio airplay for my new album Gently Used. Below are some reviews.I did a  full band show (with my wife on bass) at Heritage Days in Scituate this past Saturday. I haven't done a full band gig since before COVID and I've always enjoyed attending Heritage Days, so it was cool to be a part is the wrong word though, because it was about seven million degrees onstage. Nonetheless, this picture above of me singing with my daughters was worth the heat stroke. 

I'll also be doing solo gigs at Levitate Backyard in Marshfield on Friday, August 12nd and at Bridgewater Music Alley on Thursday, August 25th. If you'd like info on Highwaymen gigs, please visit I'll be doing a slew of Highwaymen gigs in August. 

Recent praise for Gently Used:


York calls in some Nashville players (contributing remotely during the pandemic), including Joshua Hedley on fiddle and Spencer Cullum, Jr. on pedal steel. “If You Want Love”, in particular, benefits from their contributions. But make no mistake, it’s York and his songs that are the stars here. 

And no matter if you’re already a fan of York’s open book songwriting or you’re new to his journey, you’ll find tracks like the sawdust floor swing of opener “If You Want Love”, the Kris Kristofferson vibes of “Let’s Try Failure” or Ray Wylie Hubbard-style of the title track “Gently Used” all to your liking. But these songs are just a small example of the authenticity throughout this 11-track LP worth getting into. 

Americana UK 

“simply beautiful with its generous sentiment and stunning guitar & piano duet ‘Gently Used‘ could well be York’s breakthrough song” 

Bill Copeland Music News 

Matt York continues to release these larger than life Americana roots albums, expressions of high emotions, beautifully rendered by tasteful use of voice and instruments. Gently Used, York’s best yet, flies high because he gives each song a freewheeling, unwieldy sense of joy and largeness. Produced by Thomas Wenzi at Bitch Kitty Studios in Jamaica Plain, Massachusetts, listeners will find these songs irresistible to their ears and to their souls. 

The Amp 

York has a style of his own, blending elements of country, folk, and rock’n’roll. Spinning one track to the next, you’ll find a delightful listening experience in what York and his dynamite team of players have crafted.  

Glide Magazine 

 Gently Used bears all the hallmarks of masters at work — a timeless Americana listening experience crafted at the crossroads of York’s songcraft and his ace studio band lending their own flourishes. 

Route 66 (Barcelona, Spain) 

Gently Used» o «Baby Doll» vamos a darnos cuenta de que todo no es una fiesta country rock, sino que el tipo es capaz de manejar diversos sonidos. De ahí el apunte del Herald a Westerberg, que quizá se aparece ligeramente en temas como «Up And Dow» o «Know You Love Me» igual que Adam Duritz en «Word On The Street» o «The Perfect Crime». En cualquier caso, que desde su independencia nos siga dando aleghrías como esta, ya es muy destacable. 















July 2022 Update 

Hello all,


If you are looking for information on the The Highwaymen - Songs & Stories Project, click here

Excited to announce my new album "Gently Used" is now out. You can listen to it on all streaming services by clicking here

My lifelong friend (and Boston rock n roll legend) Rick Berlin produced three videos for my new album. I love all of them. This one is my favorite. I wrote the song " Baby Doll" during the beginning of the pandemic. At that time, a lot of non-violent offenders were being released from prison to try and limit the spread of COVID. The song is about someone that gets out but has no place to go. He just goes around trying to meet a woman that will let him stay with her. You can watch the video by clicking below. It doesn't get much more Boston than this.


I'm doing a slew of Highwaymen gigs the next two months (not sure what this is? Click here) but am looking forward to opening up for the always excellent Christine Ohlman at The Music Room in Yarmouth, MA on July 9th. Advance tickets for that can be found at

Thanks for stopping by and have a great summer!



May, 2022 Update 


If you're looking for Highwaymen info, I've got a boatload of gigs coming up that can be found over on

The video for my new single "If You Want Love" is out now. The video was made by my lifelong friend Rick Berlin. The track features Tim Dinneen on drums, Taylor Hollingsworth on lead guitar, Joshua Hedley on fiddle and Spencer Cullum Jr. on pedal steel.

I'll be opening for Arlo McKinley on Friday, May 13th at the brand new music room at Off the Rails in Worcester. Doors at 6 and I'm on around 8pm. Advanced tickets can be purchased at

I'll have a third single coming out on May 13th and the full album will be released digitally on June 3rd. 

Thanks for stopping by!




Spring update 

If you're looking for Highwaymen information, please visit

My new single is out today (April 1st) everywhere that music is streamed. You can listen to it here

Glide Magazine premiered the song and video earlier this week, saying "Matt York sounds like he could be a regular at Billy Bob’s in Texas or any Nashville club". Read their whole review and watch the new video at this link. 

I have a fairly light gig schedule in April because I'm doing a bunch of Highwaymen gigs (find those here)

I'll be heading north to perform in Toronto on April 17th. I'll be at The Communist's Daughter on Dundas Street. Show begins at 5pm. For more info, visit their Facebook page. 

I'll also be at Off the Rails in Worcester on April 14th from 6:30 to 9:30.

I'll also be at Troy City Brewery on April 29th (Friday) in Fall River, which is one of my favorite breweries.

I hope you'll check out the new music and thanks for stopping by.

- Matt


Spring update 

If you're looking for info on The Highwaymen - Songs and Stories, click here.

The first single from my new album will be out on April 1st. The song is called "Gently Used" (which is also the name of the album). There will also be a video released for it. 

I've got a couple of great shows coming up in Rhode Island.

I'll be opening for Christine Ohlman at The Knickerbocker Music Center in Westerly, Rhode Island on Saturday, March 26th. 

On Sunday, March 27th, I'll be opening up for Ordinary Elephant as Askew in Providence. For more info visit 


February Update 

Hi folks,

I had some really great shows in January and I thank you all for your support. If you've stopped by to find out more info on The Highwaymen - Songs and Stories, I now a website dedicated to that which you can view at

There's a bunch of show coming up. For more info on those, please visit my Shows page.

I had an opportunity to interview and perform on 95.9 WATD's Almost Famous this week. I performed six songs, talked about the music life and what's ahead in 2022. John Shea, who is the host of Almost Famous, does a great job of recording these. It's about 48 minutes long and one of my daughters joins me for a song. If you'd like to listen, click the link below. The YouTube link shows me performing one of the songs. 

Almost Famous w/ Matt York


If you haven't joined by mailing list, please consider doing so. There's a box to enter your information on the main screen or you can click the contact form. You can also find on social media at @mattyorkboston on FB, IG and Twitter.




2022 Update 

Folks we need to reschedule the Foxboro show that was scheduled for this Friday, January 21st due a family member of mine testing positive for COVID. The new date is Saturday, February 5th at 7:30. Tickets can be purchased at

First off, if you are looking for information on The Highwaymen - Songs and Stories, there's a lot of info about that on this site, but I've also created a separate website that is dedicated to it. That website is

A few updates. I've got a bunch of shows in January and hopefully COVID will not prevent them from taking place. For more info on January gigs, please visit the Shows page. 

I'm excited to return to two great New England rooms, the historic Stone Church in Newmarket, New Hampshire on Wednesday, January 26th. I'll also be returning to The Porch Southern Fare and Juke Joint in Medford, MA on Saturday, January 29th.

My new album, Where the Hard Part Starts, will be coming out in May. There will be some singles coming out before then though. I'm looking forward to finally getting that music out to the world.

Thanks for stopping by and Happy New Year!





Winter update 

Happy Holidays folks!

First off, a lot of people ask how they can help indie musicians in these weird times where people listen to the music through streaming services, there's apprehension about going out to see live music etc. Well, you can click on my Link Tree  and follow me on YouTube, Spotify, Apple Music and/or social media. That helps me get the word out about upcoming music and gigs, which there are plenty of in 2022. You can also go to the top of my website and join my mailing list. I only email every month or two generally. Now onto a winter update

I'll be all over New England in December and January. If you are part of an LCC and looking for more information on the Highwaymen, please scroll down to the November update which has a bunch of information about that.

In January, I'll be bringing the HIghwaymen - Songs and Stories to the Marilyn Rodman Performing Arts Center in Foxborough. Mass. The date is January 21st. Advanced tickets can be purchased at

Thanks and hope to see you soon. If you haven't signed up for my mailing list, you can do so at the top of this page.


Recent Highwaymen Songs and Stories at The Boyden Library in Foxborough, Massachusetts.



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