Michael Paul Brennan

Friday, October 10, 2025

7:00PM-10:00PM

Michael Paul Brennan is an internationally acclaimed singer-songwriter and performer from Weymouth, Massachusetts, whose music resonates across over 111 countries, with hundreds of thousands of streams to his name . After honing his craft during a three-year stint in Nashville, he returned home in 2020 to continue building his artistic vision rooted in authenticity and emotional storytelling .

In 2023, Brennan earned a nomination for Male Performer of the Year at the New England Music Awards, followed by a nod for Americana Band of the Year in 2024 as he prepared to launch his new ensemble, The Sound, while still performing solo and as a duo with life partner and manager Nikki Monteiro .

He has shared stages with notable acts such as Priscilla Block, Mike Cooley and Patterson Hood of the Drive‑By Truckers, William Beckmann, Josh O’Keefe, Tyler-James Kelly, Micah Schnabel & Shane Sweeney of Two Cow Garage, and more .

Brennan’s 2024 single “What Could’ve Been” stands out as a heartfelt Americana piece—introspective, gritty, and deeply evocative. Critics praised it as a “portrait of longing,” featuring warm acoustic tones, haunting textures, and cinematic lyricism that linger long after the last note . Another review observed it as a stark reflection on society, “a sonic sigh for a society … misplaced its own instruction manual” .

His discography includes singles like “30 Years,” “Race for Humanity,” “There’s No Tomorrow,” “Boxes,” and “No I Never (Without You)”, showcasing a steady release cadence and evolving artistry . Currently Brennan is recording a Double Album at Underground Recording Co. with Mike Machaby, due to be released in January 2026.

Restaurant Doors Open: 5:00 PM
Food Served: 5:00 PM - 9:00 PM
Drinks Served: 5:00 PM - Last Call at 9:30 PM
Live Music Starts: 7:30 PM

Seating is first come, first served - come early to grab a spot!