Maddi and her band headlined the 2022 PWC Boston Gala!
Opening for Ray Fulcher
Maddi and her band, opened for rising country star, Ray Fulcher at Wally’s Pub!
Maddi Ryan at Deerfield Fair
Maddi returned to the Deerfield Fair with her band for an afternoon set on the Relaxation Grove stage!
Maddi Ryan at Sam Adams Octoberfest
Maddi and her band headlined the Sam Adams Octoberfest at the Sam Adams Boston Taproom to a packed crowd!
Maddi Ryan at the Spencer Fair
Maddi and her band performed a mix of covers and originals on the Main Stage at the Spencer Fair!
Maddi Ryan at Country Fest - Plymouth, MA
Maddi Ryan and her band appeared at Country Fest in Plymouth, MA alongside fellow local country artists for a night of fun and country music!
Maddi Ryan Headlines Hampton Beach on the Sea Shell Stage
Maddi and her band headlined Hampton Beach Sunday night playing outside on the Sea Shell Stage to a responsive summer crowd!
Maddi Ryan Headlines Hanover Day
Maddi and her band headlined the much-anticipated Hanover Day! Taking the stage just before sunset, Ryan and her band captivated the large audience with original tunes and covers alike playing sets before and after the town fireworks!
Maddi Ryan returns to the Hazy Little Stage at Bank of NH Pavilion
Maddi and her band returned to the Hazy Little Stage at Bank of NH Pavilion to perform both before and after the the Kane Brown Concert which also featured Walker Hayes and RaeLynn. Ryan and her band showcased original music as well as crowd-pleasing covers.
Maddi Ryan Shares the Stage with Morgan Myles in New York!
Maddi Ryan and Morgan Myles teamed up again for a show at the Tin Rooster in the Turning Stone Casino Resort in Verona, NY!
First Night Boston 2022
Maddi and her band took the main stage for a 45 minute set at First Night Boston 2022 playing to a packed audience in Copley Square!
Photo by Charles Greenwood
First Night Boston 2021
I had the opportunity to return as a performer for First Night Boston 2021 via a pre-recorded livestream performance and got to showcase a few of my original songs!
Vegas Music Summit
Maddi Ryan was chosen as a Showcasing Artist for the Vegas Music Summit 2020. She and her bandmate performed a set of original songs on the showcase stage in front of industry professionals.
After the showcase, Maddi was invited to play another set at The Suite
Pictures by Charles Greenwood
First Night Boston 2020
Maddi Ryan was asked to be a part of First Night Boston 2020, she performed on the solo stage in Copley Square to a crowd of thousands, entertaining with a mix of original and cover songs. Afterwards she was interviewed by NBC10 Boston.
Opening for The Cadillac Three
Maddi Ryan had the opportunity to be the sole opening act for The Cadillac Three on their tour stop at Granite State Music Hall in Laconia, NH. Ryan and her band played to a packed crowd and got everyone excited for The Cadillac Three.

Opening for Ben Fuller
Maddi Ryan had the opportunity to open for Ben Fuller at an intimate local show in Salem, NH where she showcased some of her original music.
Maddi Ryan performs on The Magic Hat Brewing Company Stage before Brantley Gilbert concert at Bank of NH Pavilion
Maddi Ryan got the opportunity to perform on The Magic Hat Brewing Company Stage at Bank of NH Pavilion prior to the Brantley Gilbert concert which also featured Lindsey Ell and Michael Ray. Ryan and her band showcased her original songs playing full band before the concert and an acoustic set after.
Opening for Moonshine Bandits
Maddi Ryan had the opportunity to open for Moonshine Bandits at Granite State Music Hall in Laconia, NH where she played a mix of original music and covers with her band to a packed crowd!
Opening for No Small Children
Maddi Ryan had the opportunity to open for No Small Children at Malted Barley in Westerly, RI
Opening for Morgan Myles
Maddi Ryan had the opportunity to open for Morgan Myles at Toby Keith’s in Foxboro, MA.