Events at One Longfellow Square
Portland’s listening room — an intimate nonprofit stage for folk, jazz and singer-songwriters.
32 upcoming events are listed at One Longfellow Square, soonest first — each links to its full event page with tickets and details.
181 State St · Portland, Maine

Olivia Barton with special guest Midge
Wednesday, November 11, 2026 · 8:00 PM
One Longfellow Square · Portland, Maine
Olivia Barton with special guest Midge at One Longfellow Square in Portland, Maine — Wednesday, November 11, 2026, 8:00 PM. $30. More details
$30

John Gorka
Thursday, November 12, 2026 · 8:00 PM
One Longfellow Square · Portland, Maine
John Gorka at One Longfellow Square in Portland, Maine — Thursday, November 12, 2026, 8:00 PM. $35. More details
$35

Breakin' Strings
Saturday, November 14, 2026 · 8:00 PM
One Longfellow Square · Portland, Maine
New England-based bluegrass band, started 20 years ago, returning after a 10-year hiatus. More details
$30

Kelsey Waldon with special guest The Clements Brothers
Sunday, November 15, 2026 · 7:00 PM
One Longfellow Square · Portland, Maine
Kelsey Waldon with special guest The Clements Brothers at One Longfellow Square in Portland, Maine — Sunday, November 15, 2026, 7:00 PM. $30. More details
$30

USM Student Jazz Combo Night
Monday, November 16, 2026 · 8:00 PM
One Longfellow Square · Portland, Maine
USM student jazz combos at One Longfellow Square. More details
$7 advance / $10 at the door

Osher Jazz Combos
Monday, November 16, 2026 · 8:00 PM
One Longfellow Square · Portland, Maine
The USM Jazz Combo concert will consist of performances by USM’s instrumental jazz combos and vocal jazz ensemble. This concert will be stylistically diverse and will feature so… More details
Free

AJ Lee & Blue Summit with special guests The Cody Sisters
Wednesday, November 18, 2026 · 8:00 PM
One Longfellow Square · Portland, Maine
Award-winning bluegrass band quickly rising on the national scene. More details
$30

Hanneke Cassel Band
Friday, November 20, 2026 · 7:30 PM
One Longfellow Square · Portland, Maine
Boston-based fiddler Hanneke Cassel, fusing influences from the Isle of Skye and Cape Breton with Americana grooves. More details
$30

Sorcha Cribben-Merrill: MAKING TIME EP Release
Saturday, November 21, 2026 · 8:00 PM
One Longfellow Square · Portland, Maine
EP release show at One Longfellow Square. More details
$20 advance / $25 day of show

Mason Jennings
Sunday, November 22, 2026 · 4:00 PM
One Longfellow Square · Portland, Maine
Afternoon show at One Longfellow Square. More details
$30 advance / $40 day of show

Elanei
Saturday, November 28, 2026 · 7:00 PM
One Longfellow Square · Portland, Maine
East Coast debut of Elanei, a genre-defying chamber music supergroup presented by the Portland Chamber Music Festival: violinist Nick Kendall of Time for Three, Catalan singer/s… More details
$57 / $25 student

December Open Mic Night hosted by Thomas Clukey
Wednesday, December 2, 2026 · 7:00 PM
One Longfellow Square · Portland, Maine
Doors open 6:30 PM. In-person sign-ups 6:30–7:00 PM; a lottery draws 10 performers, each gets two songs or 10 minutes. Part of OLS's monthly open mic series hosted by Longfellow… More details
Free

An Evening with Tom Rush (w/ Matt Nakoa, Brendan Cleary)
Thursday, December 3, 2026 · 8:00 PM
One Longfellow Square · Portland, Maine
Folk legend Tom Rush with Matt Nakoa and Brendan Cleary at One Longfellow Square. More details
$50 advance / $55 day of show

GoldenOak w/ Rachel Sumner & Traveling Light
Friday, December 4, 2026 · 8:00 PM
One Longfellow Square · Portland, Maine
GoldenOak with Rachel Sumner & Traveling Light at One Longfellow Square. More details
$20 advance / $25 day of show

GoldenOak w/ Eliza Edens
Saturday, December 5, 2026 · 8:00 PM
One Longfellow Square · Portland, Maine
GoldenOak with Eliza Edens at One Longfellow Square. More details
$20 advance / $25 day of show

A Charlie Brown Christmas with The Heather Pierson Trio
Sunday, December 6, 2026 · 4:00 PM
One Longfellow Square · Portland, Maine
Two shows, 4pm and 7pm, at One Longfellow Square. More details
$35 advance / $40 day of show

Portland Jazz Orchestra Holiday Show (2 nights)
Thursday, December 10, 2026 · 8:00 PM
One Longfellow Square · Portland, Maine
Holiday show at One Longfellow Square, two nights: Thu Dec 10 and Fri Dec 11, both 8pm. More details
$25 advance / $30 day of show

S. Carey
Sunday, December 13, 2026 · 7:00 PM
One Longfellow Square · Portland, Maine
S. Carey is the moniker of Eau Claire, Wisconsin-based multi-instrumentalist, songwriter and producer Sean Carey, best known as drummer/backing vocalist of Bon Iver. Doors open… More details
$30

Lúnasa: An Irish Solstice Celebration (2 nights)
Monday, December 14, 2026 · 8:00 PM
One Longfellow Square · Portland, Maine
Irish music solstice celebration, two nights: Mon Dec 14 and Tue Dec 15, both 8pm. More details
$40 advance / $45 day of show

Springtide
Friday, December 18, 2026 · 8:00 PM
One Longfellow Square · Portland, Maine
Willy Clemetson (fiddle), Elsie Gawler (cello), and Ethan Tischler (guitar) — central figures in the Mid-Coast Maine fiddling scene — play high-energy traditional Celtic and Sca… More details
Advance $20 (+ fees); Day of show $25 (+ fees)

Julia Haven Holiday Concert
Saturday, December 19, 2026 · 8:00 PM
One Longfellow Square · Portland, Maine
Holiday concert at One Longfellow Square. More details
$30 advance / $35 day of show

Windborne: Music of Midwinter
Sunday, December 20, 2026 · 4:00 PM
One Longfellow Square · Portland, Maine
Winter music at One Longfellow Square. More details
$25 advance / $30 day of show

A Love Letter to Bonnie Raitt (Katie Matzell & The Fundamental Things)
Saturday, December 26, 2026 · 8:00 PM
One Longfellow Square · Portland, Maine
Bonnie Raitt tribute, two performances: Sat Dec 26 8pm and Sun Dec 27 4pm, at One Longfellow Square. More details
$30 advance / $35 day of show

A Love Letter to Bonnie Raitt – Night 2 (Katie Matzell & The Fundamental Things)
Sunday, December 27, 2026 · 4:00 PM
One Longfellow Square · Portland, Maine
A Love Letter to Bonnie Raitt – Night 2 (Katie Matzell & The Fundamental Things) at One Longfellow Square in Portland, Maine — Sunday, December 27, 2026, 4:00 PM. Advance $30 GA / $120 table for two / $54 premium balcony; day of show $35 GA / $130 table / $59 premium balcony (plus fees). More details
Advance $30 GA / $120 table for two / $54 premium balcony; day of show $35 GA / $130 table / $59 premium balcony (plus fees)

A Havana New Year's Eve Bash with Primo Cubano!
Thursday, December 31, 2026 · 9:00 PM
One Longfellow Square · Portland, Maine
New Year's Eve party with Primo Cubano at One Longfellow Square, 9pm. More details
$30 advance / $40 day of show

Sigrid Sibley w/ Rot on the Vine
Saturday, January 9, 2027 · 8:00 PM
One Longfellow Square · Portland, Maine
One Longfellow Square concert (official calendar). More details
$20 advance / $25 day of show

Open The Door For Three
Friday, January 15, 2027 · 8:00 PM
One Longfellow Square · Portland, Maine
Open The Door For Three at One Longfellow Square in Portland, Maine — Friday, January 15, 2027, 8:00 PM. Advance $30 GA / $120 table for two / $54 premium balcony; day of show $35 GA / $130 table / $59 premium balcony (plus fees). More details
Advance $30 GA / $120 table for two / $54 premium balcony; day of show $35 GA / $130 table / $59 premium balcony (plus fees)

Heather Lynn w/ Renaissance Girlfriend
Saturday, January 16, 2027 · 8:00 PM
One Longfellow Square · Portland, Maine
One Longfellow Square concert (official calendar). More details
$15 advance / $20 day of show

Lolabelle
Saturday, January 23, 2027 · 8:00 PM
One Longfellow Square · Portland, Maine
One Longfellow Square concert (official calendar). More details
$15 advance / $20 day of show

Thomas Charles Clukey
Friday, January 29, 2027 · 8:00 PM
One Longfellow Square · Portland, Maine
One Longfellow Square concert (official calendar). More details
$20 advance / $25 day of show

Melvin Gradiz Band EP Release
Saturday, January 30, 2027 · 8:00 PM
One Longfellow Square · Portland, Maine
One Longfellow Square concert (official calendar). More details
$20 advance / $25 day of show

Gabe Dixon
Sunday, February 14, 2027 · 7:30 PM
One Longfellow Square · Portland, Maine
Gabe Dixon at One Longfellow Square. More details
$30 advance / $35 day of show
See everything happening in Portland, Maine.