Live Music in Portland, ME

Saturday, Dec 5

Pink Talking Fish

Live at Madrid's

Experience a unique blend of music by Pink Talking Fish at Live at Madrid's in Portland, ME.

Saturday, Dec 5

GoldenOak with special guest Eliza Edens

One Longfellow Square

Enjoy a night of music with GoldenOak and special guest Eliza Edens. Perfect for folk and acoustic music lovers.

Sunday, Dec 6

A Charlie Brown Christmas with The Heather Pierson Trio – 4PM SHOW

One Longfellow Square

Enjoy a festive performance of A Charlie Brown Christmas by The Heather Pierson Trio at One Longfellow Square.

Sunday, Dec 6

A Charlie Brown Christmas with The Heather Pierson Trio – 7PM SHOW

One Longfellow Square

Catch the 7 PM show of A Charlie Brown Christmas by The Heather Pierson Trio at One Longfellow Square.

Wednesday, Dec 9

Magic Tuber Stringband / Greg Jamie / Aaron Rosenblum

The Apohadion Theater

Enjoy a night of live music with Magic Tuber Stringband and guests at The Apohadion Theater. Great for folk music fans.

Thursday, Dec 10

Portland Jazz Orchestra Holiday Show – Night 1

One Longfellow Square

Join the Portland Jazz Orchestra for their holiday show at One Longfellow Square. A festive event for jazz lovers.

Friday, Dec 11

Rigometrics - Rigsmas 2026

Live at Madrid's

Celebrate the season with Rigometrics - Rigsmas 2026 at Live at Madrid's, featuring live music and holiday cheer.

Friday, Dec 11

Portland Jazz Orchestra Holiday Show – Night 2

One Longfellow Square

Don't miss the second night of the Portland Jazz Orchestra's holiday show at One Longfellow Square. A treat for jazz fans.

Saturday, Dec 12

Just Dance! Party

Three of Strong Spirits

Dance the night away at the Just Dance! Party with a lively DJ and drink specials at Three of Strong Spirits.

Saturday, Dec 12

Sparks the Rescue, Too Late The Hero, Broadwing, & Slim Jim Carrey

Live at Madrid's

Catch Sparks the Rescue and other bands at Live at Madrid's for an exciting night of music. Great for rock fans.

Sunday, Dec 13

S. Carey with special guest Hrishikesh Hirway

One Longfellow Square

Enjoy a live performance by S. Carey and special guest Hrishikesh Hirway at One Longfellow Square.

Monday, Dec 14

Lúnasa – An Irish Solstice Celebration: Night 1

One Longfellow Square

Join Lúnasa for an Irish solstice celebration featuring live music at One Longfellow Square.

Tuesday, Dec 15

Lúnasa – An Irish Solstice Celebration: Night 2

One Longfellow Square

Celebrate the Irish solstice with Lúnasa's live music performance at One Longfellow Square.

Friday, Dec 18

King Kyote

Live at Madrid's

Catch King Kyote for a vibrant live performance at Live at Madrid's. Ideal for music lovers looking for a lively night.

Friday, Dec 18

Jellyfish Rave

Flask Lounge

Join the Jellyfish Rave at Flask for a night of nautical fun with drink specials and costume encouragement. Ideal for party enthusiasts.

Friday, Dec 18

Springtide

One Longfellow Square

Experience a concert by Springtide featuring fiddle, cello, and guitar at One Longfellow Square.

Saturday, Dec 19

Julia Haven Holiday Concert

One Longfellow Square

Join Julia Haven for a holiday concert at One Longfellow Square. A festive event for music fans.

Saturday, Dec 19

Ripcord - 90's Nostalgia

Live at Madrid's

Experience the vibrant atmosphere of the 90's with classic hits and a lively crowd. Perfect for nostalgia lovers and music fans.

Sunday, Dec 20

Windborne: Music of Midwinter

One Longfellow Square

Experience Windborne's celebration of song for the winter season at One Longfellow Square. A heartfelt musical event.

Saturday, Dec 26

A Love Letter to Bonnie Raitt presented by Katie Matzell & The Fundamental Things – NIGHT 1

One Longfellow Square

Enjoy a tribute to Bonnie Raitt by Katie Matzell & The Fundamental Things at One Longfellow Square.

Sunday, Dec 27

A Love Letter to Bonnie Raitt presented by Katie Matzell & The Fundamental Things – NIGHT 2

One Longfellow Square

Join Katie Matzell & The Fundamental Things for a tribute to Bonnie Raitt at One Longfellow Square.

Wednesday, Dec 30

Nathaniel Plocinski Quartet

Blue Portland Maine

Enjoy a classical performance by Elements Quartet in downtown Portland. Perfect for classical music lovers.

Thursday, Dec 31

Griffin William Sherry

Live at Madrid's

Celebrate New Year's Eve with Griffin William Sherry's captivating music at Live at Madrid's. Enjoy a vibrant atmosphere to ring in the new year.

Thursday, Dec 31

NYE | THE AWESOME (21+)

Bayside Bowl

Enjoy a night of 80s music with The AWESOME at Bayside Bowl for New Year's Eve. Great for fans of retro rock.

Thursday, Dec 31

A Havana New Year’s Eve Bash with Primo Cubano!

One Longfellow Square

Dance the night away at the Havana New Year's Eve Bash with Primo Cubano. Perfect for those who love Latin music and festivities.

Friday, Jan 8

LEAF Peeping Pass – All 5 LEAF Headlining Shows (20% Off)

One Longfellow Square

Enjoy five headlining shows with the LEAF Peeping Pass at One Longfellow Square. A great option for music lovers.

Saturday, Jan 9

Sigrid Sibley with special guest Rot on the Vine

One Longfellow Square

Enjoy a headlining show with Sigrid Sibley at One Longfellow Square. A must-see for fans of local music.

Friday, Jan 15

Open The Door For Three

One Longfellow Square

Experience a night of Irish music with Open The Door For Three at One Longfellow Square. Great for fans of folk music.

Saturday, Jan 16

Heather Lynn with special guest Renaissance Girlfriend

One Longfellow Square

Enjoy a headlining show by Heather Lynn as part of the Longfellow Emerging Artist Fellowship. A great night for live music fans.

Friday, Jan 22

Red Skies

One Longfellow Square

Enjoy a night of bluegrass music with Red Skies at One Longfellow Square. Perfect for folk music enthusiasts.