Get ready for another edition of Portland Old Port’s Live Music Guide, designed to ignite your excitement as you immerse yourself in the thrill of live music and rock out to the unforgettable magic it brings!
In this week’s edition, get ready to dance the night away to DJ-Jay C’s beats at Henry’s Public House. For those seeking a night brimming with laughter, don’t pass up the chance to catch Bill Burr’s uproarious performance at Cross Insurance Arena, guaranteed to leave the audience in stitches!
Looking for more live music? Check out Live Music Tonight, our full calendar of live music in Portland.
THE HEADLINER

Brace yourself for a captivating artistic and musical journey alongside the talented Ben Folds.
Hailing from North Carolina, Ben Folds initially made waves as the frontman of the Ben Folds Five, a band that reshaped piano pop and left a lasting mark on the alternative rock scene.
In 2001, Folds ventured into a solo career, maintaining his reputation as an innovative and versatile songwriter. His newest album, “What Matters Most”, is a courageous, timely, and cinematic work that delves into the tragic and absurd aspects of life. Folds contemplates hope and despair, gratitude and loss, identity, and perspective through bittersweet and sometimes hilarious songs, which are often tinged with a subtle sense of longing and dread.
Experience the mesmerizing music of Ben Folds on Thursday, September 28th at State Theatre.
LIVE & LOCAL

Experience a night of hits with local musicians Jim Ciampi and Seth Holbrook at Henry’s Public House!
A musical journey through the decades! Spanning iconic artists from Elton John to Billy Joel and even the timeless Sinatra to the contemporary charm of Bruno Mars, Jim Ciampi and Seth Holbrook, armed with just two pianos and two microphones, bring an unforgettable blend of talent and entertainment to the stage. Their dynamic performance is sure to have you singing and sharing a hearty laugh.
Explore the best of the decades at Henry’s Public House on Monday, October 2nd.
MIDWEEK MUSIC

Savor a moment of relaxation with the captivating tunes of OC and the Offbeats at Portland Lobster Company.
OC and the Offbeats offer an enticing blend of classic jazz, Motown, and a touch of indie-rock. Drawing inspiration from musical legends like Ray Charles, Bill Withers, and Al Green, their performances promise a delightful night of soulful melodies that move and groove.
Indulge in an evening of musical delight on Tuesday, October 3rd at Portland Lobster Company.
STAFF PICK

Prepare to dance to the rhythm of the Old Port’s finest tunes as DJ Jay-C takes charge!
Experience an extraordinary weekend gathering at Saturday Sessions, where vibrant rhythms seamlessly intertwine with the delightful flavors of handcrafted cocktails in an upscale lounge setting. Ready yourself for elevated beats and cherished memories.
Come dance with DJ Jay-C on Saturday, September 30th at Henry’s Public House.
COMIC RELIEF

And for a little something extra this week, secure your chance to see comedian Bill Burr live in Portland on Thursday night, the Friday night show is already sold out.
A native of Canton, Massachusetts, Burr began his journey into stand-up comedy at the age of 23. He later moved to New York City to pursue a career in comedy, and his path to fame was paved with numerous appearances in Comedy Central stand-up specials and notable roles in films. Bill achieved a historic milestone on August 21, 2022, when he became the first comedian to grace the stage at Fenway Park, delighting a capacity crowd with an unforgettable night of laughter.
Laugh all night long with Bill Burr at Cross Insurance Arena on Thursday, September 28th.
This is just a sample of what’s happening this week. Check out the Live Music Tonight page for a full calendar of live events happening in Portland, Maine.