RESCHEDULED: Square to Square Outdoor Concert Series: Breakin’ Strings

One Longfellow Square 181 State Street, Portland, ME, United States

6PM - 8PM Our FREE Square to Square Outdoor Concert series is put on in partnership with Friends of Congress Square Park and located at Congress Square Park in downtown Portland! Breakin' Strings is a New England-based bluegrass band, started 18 years ago. After a 10 year hiatus, they are back and better than ever. […]

$60

Portland Jazz Orchestra – August

One Longfellow Square 181 State Street, Portland, ME, United States

.stk-2ydzkn3 {height:25px !important;} Doors open an hour before showtime. .stk-pmbralb {height:25px !important;} Performing regularly at One Longfellow Square since 2006, the Portland Jazz Orchestra is Maine’s premier concert jazz ensemble. Under the direction of Dr. Chris Oberholtzer, this 19-piece jazz ensemble performs a variety of instrumental and vocal big band literature. PJO enjoys playing works written by […]

Portland Jazz Orchestra – August LIVE STREAM

One Longfellow Square 181 State Street, Portland, ME, United States

.stk-txmkv2q {height:25px !important;} 8PM SHOW Performing regularly at One Longfellow Square since 2006, the Portland Jazz Orchestra is Maine’s premier concert jazz ensemble. Under the direction of Dr. Chris Oberholtzer, this 19-piece jazz ensemble performs a variety of instrumental and vocal big band literature. PJO enjoys playing works written by members and area musicians such as Craig […]

$30

Stephen Kellogg’s Old Friends Tour featuring Javier Colon

One Longfellow Square 181 State Street, Portland, ME, United States

.stk-3kb6a0c {height:25px !important;} Doors open an hour before showtime. .stk-yjamipq {height:25px !important;} Stephen Kellogg: A Stephen Kellogg performance is like watching Ted Lasso live. Whether he’s playing music or doing stand-up, his shows leave people inspired and restored. For more than two decades, this wordsmith, TEDx speaker, stand-up comic, author, and troubadour has delighted audiences […]

RESCHEDULED: OLS Member Happy Hour at Friends & Family

One Longfellow Square 181 State Street, Portland, ME, United States

.stk-ze2kbwp {height:25px !important;} DUE TO WEATHER, THIS EVENT HAS BEEN RESCHEDULED TO 8/28 (ORIGINALLY SCHEDULED FOR 7/31) All OLS members are invited to a pre-show reception at Friends & Family on Thursday, August 28th before Blues Prophets begins at 6PM in Congress Square Park! Join us for a toast as we celebrate our 3rd annual […]

$30

Square to Square Outdoor Concert Series: Blues Prophets

One Longfellow Square 181 State Street, Portland, ME, United States

6PM - 8PM Our FREE Square to Square Outdoor Concert series is put on in partnership with Friends of Congress Square Park and located at Congress Square Park in downtown Portland! The Blues Prophets began as The New England Blues Prophets rehearsing in the basement of a house in Fairfield, Maine in 1976. Live music […]

$60

Funkationland

One Longfellow Square 181 State Street, Portland, ME, United States

.stk-2ehiiqd {height:25px !important;} Doors open an hour before showtime. This show will have an open floor for dancing, with some additional chairs set up for those looking to sit! .stk-oz8x4bx {height:25px !important;} Get ready for a night of nonstop groove as Funkationland brings their horn-fueled funk party to One Longfellow Square. This 12-piece Portland-based powerhouse […]

September Open Mic Night

One Longfellow Square 181 State Street, Portland, ME, United States

.stk-h6vmmrd {height:13px !important;} Free Admission! Doors open at 6:30PM Join us for an evening of live music, connection, and community! We’re reviving our monthly open mic series at One Longfellow Square! Hosted by Maine singer-songwriter Thomas Charles Clukey, this night is all about sharing songs, discovering new voices, and building a supportive creative community. Whether […]

$60

MaMuse

One Longfellow Square 181 State Street, Portland, ME, United States

.stk-vb4cje9 {height:25px !important;} Doors open an hour before showtime. .stk-wzxjs7c {height:25px !important;} \ Join MaMuse for an evening of music and song to uplift the spirits and rejuvenate the soul.  MaMuse (“Ma” as in Mamma; “Muse” as in the one who inspires) is finally returning to Portland on their “This is the Venue” album release […]

Aba Diop and the Yermande Family

One Longfellow Square 181 State Street, Portland, ME, United States

.stk-xoy994v {height:25px !important;} Doors open an hour before showtime. .stk-eiro5t0 {height:25px !important;} One Longfellow Square presents Aba Diop & the Yermande Family in collaboration with Creative Portland’s Hear Here: Maine Music Weekend Festival, which highlights Portland’s outstanding music venue & clubs on Friday, September 5th.  Aba Diop & The Yermande Family are on a mission to share […]

Sonny Landreth and Cindy Cashdollar

One Longfellow Square 181 State Street, Portland, ME, United States

.stk-t4mrneg {height:25px !important;} Doors open an hour before showtime. .stk-dyl5um6 {height:25px !important;} Sonny Landreth and Cindy Cashdollar are making some rare duo appearances in 2025. The Louisiana slide guitar wizard's trademark bottle-neck chops and Cashdollar’s dobro and steel string talents culminate in world renowned showcases of guitar virtuosity.  Revered for his unique slide guitar technique, Sonny Landreth has collaborated with many legendary performers including John Hiatt, Jimmy Buffett, Mark Knopfler […]

Lena Rich with special guest Old Hat Stringband (Duo)

One Longfellow Square 181 State Street, Portland, ME, United States

.stk-psdaku5 {height:25px !important;} Doors open an hour before showtime. .stk-74ep23d {height:25px !important;} Lena Rich returns to Maine this fall for a special evening at One Longfellow Square, sharing songs from her upcoming album, King Tide. Within her songs, Lena blends a hillside of wildflowers in the Rocky Mountains with the shoreline of New England. Weaving […]

James Montgomery

One Longfellow Square 181 State Street, Portland, ME, United States

.stk-pzhs8mx {height:25px !important;} Doors open an hour before showtime. .stk-sbku1g6 {height:25px !important;} Blues harmonica master James Montgomery has spent over five decades cementing his place among the genre’s greats. A former member of the Johnny Winter Band, Montgomery’s fiery playing earned praise from The Nashville Tennessean, who described both Winter and Montgomery as “blues masters […]

WHEATUS (acoustic)

One Longfellow Square 181 State Street, Portland, ME, United States

.stk-dt6txo7 {height:25px !important;} Doors open an hour before showtime. .stk-hwjpo57 {height:25px !important;} BRENDAN B BROWN: Born and bred on an island as densely populated as Montreal just without any of the culture, Brendan B Brown did what Andrew Carnegie did, he beat the odds. Taking the unprecedented decision of forming a band in New York City […]

Portland Jazz Orchestra – September

One Longfellow Square 181 State Street, Portland, ME, United States

.stk-kdag614 {height:25px !important;} Doors open an hour before showtime. .stk-87agif0 {height:25px !important;} Performing regularly at One Longfellow Square since 2006, the Portland Jazz Orchestra is Maine’s premier concert jazz ensemble. Under the direction of Dr. Chris Oberholtzer, this 19-piece jazz ensemble performs a variety of instrumental and vocal big band literature. PJO enjoys playing works written by […]

Alana MacDonald

One Longfellow Square 181 State Street, Portland, ME, United States

.stk-ezr6i2n {height:25px !important;} Doors open an hour before showtime. .stk-m0mtfl3 {height:25px !important;} A longtime member of the beloved folk-pop group Devonsquare, singer, songwriter, and violinist Alana MacDonald has been a staple of the New England music scene for over three decades. With Devonsquare, she toured nationally and shared stages with icons like Peter Frampton, Melanie, […]

SecondStory Theatre Company presents: “Life is…” A Fundraising Cabaret – NIGHT 1

One Longfellow Square 181 State Street, Portland, ME, United States

.stk-imevksw {height:25px !important;} Doors open an hour before showtime. THIS IS FOR NIGHT 1-  SATURDAY, SEPTEMBER 20TH AT 8PM .stk-yo8rn19 {height:25px !important;} “Life Is…” is an enchanting fundraising cabaret presented by the SecondStory Theatre Company at One Longfellow Square in Portland, Maine. This cabaret will showcase a delightful blend of music and scenes celebrating the richness […]

$30

OLS presents: Old Hat Stringband at Hackmatack Playhouse

One Longfellow Square 181 State Street, Portland, ME, United States

.stk-j9wvlme hr.stk-block-divider__hr{width:100% !important;} Sundays At The Farm at Hackmatack Farm & Playhouse 538 School Street, Berwick, ME 03901 1PM - 4PM This weekly “backyard party” makes the most out of the easy Sundays afternoons of summertime! Bring a lawn chair or blanket to enjoy an afternoon at the farm! Come and listen to live music, […]

$60

The Wildwoods + Ordinary Elephant

One Longfellow Square 181 State Street, Portland, ME, United States

.stk-otywnnk {height:25px !important;} Doors open an hour before showtime. .stk-y5u60nk {height:25px !important;} The Wildwoods: .stk-q3o6but {height:25px !important;} The Wildwoods, hailing from Lincoln, Nebraska, continue to bring sonic beauty and simplicity to today’s increasingly complicated and cluttered musical landscape. With Dear Meadowlark, the band’s fourth full-length album released on April 11, 2025, The Wildwoods have once […]

$30

Luke Bulla & Michael Daves

One Longfellow Square 181 State Street, Portland, ME, United States

.stk-d0vucgs {height:25px !important;} Doors open an hour before showtime. .stk-w21kwer {height:25px !important;} Luke Bulla: Luke Bulla has been immersed in music since childhood, touring with his family band at age four and picking up the fiddle at seven. A prodigious talent, he went on to win the National Fiddle Contest in Idaho six times in […]

October Open Mic Night

One Longfellow Square 181 State Street, Portland, ME, United States

.stk-asdwpi8 {height:13px !important;} Free Admission! Doors open at 6:30PM Join us for an evening of live music, connection, and community! We’re reviving our monthly open mic series at One Longfellow Square! Hosted by Maine singer-songwriter Thomas Charles Clukey, this night is all about sharing songs, discovering new voices, and building a supportive creative community. Whether […]

$60

The Cactus Blossoms

One Longfellow Square 181 State Street, Portland, ME, United States

.stk-bl10ut8 {height:25px !important;} Doors open an hour before showtime. .stk-bs6p84a {height:25px !important;} At its best, harmony duo singing can transform simple math into a magic trick. One plus one, instead of equaling two, suddenly yields an unexpected third thing. An upper-case ONE. A universal hum. A deep vibration that encompasses two different points of view. […]

John Gorka

One Longfellow Square 181 State Street, Portland, ME, United States

.stk-8wxh0lv {height:25px !important;} Doors open an hour before showtime. .stk-uecqfvi {height:25px !important;} John Gorka got his start in the late 1970s at Godfrey Daniels, a small but legendary coffeehouse in eastern Pennsylvania, where he was a student and resident soundman. Immersed in a scene that included icons like Stan Rogers and Tom Paxton, he began […]

Joe K. Walsh & Friends “Trust & Love” Album Release Show

One Longfellow Square 181 State Street, Portland, ME, United States

OLS presents Joe K. Walsh feat. special guests Ella Jordan, Rich Hinman, Zachariah Hickman, Dave Brophy .stk-m84xg1i {height:32px !important;} .stk-14p08z6 {height:25px !important;} Doors open an hour before showtime. .stk-rfvxp23 {height:25px !important;} Portland-based mandolinist Joe K. Walsh, praised by David Grisman and Darol Anger as one of the finest in his field, is known for his […]

$30

Feng E

One Longfellow Square 181 State Street, Portland, ME, United States

.stk-dstozjy {height:25px !important;} Doors open an hour before showtime. .stk-8ahx4wd {height:25px !important;} Feng E is a young musical sensation from Taiwan, born in 2007. His rise to fame began in 2018 at the age of 10, when a video of him playing Tommy Emmanuel's arrangement of Classical Gas on a ukulele in a Taipei park […]

$30

Portland Jazz Orchestra – October

One Longfellow Square 181 State Street, Portland, ME, United States

.stk-fpnl8nz {height:25px !important;} Doors open an hour before showtime. .stk-slnv16i {height:25px !important;} Performing regularly at One Longfellow Square since 2006, the Portland Jazz Orchestra is Maine’s premier concert jazz ensemble. Under the direction of Dr. Chris Oberholtzer, this 19-piece jazz ensemble performs a variety of instrumental and vocal big band literature. PJO enjoys playing works written by […]

Tim O’Brien with Jan Fabricius

One Longfellow Square 181 State Street, Portland, ME, United States

.stk-fiu61zb {height:25px !important;} Doors open an hour before showtime. .stk-x9zyi24 {height:25px !important;} Tim O’Brien and his wife Jan Fabricius have performed together nationally and internationally since 2015. The original songs on their new release Paper Flowers offer tangible proof of a deep collaboration, and serve as a narrative of the couple’s life together. Tim O’Brien might operate […]

Katie Pruitt – Time Wasn’t Wasted Tour

One Longfellow Square 181 State Street, Portland, ME, United States

.stk-qdcj2ls {height:25px !important;} Doors open an hour before showtime. .stk-ngkuwaj {height:25px !important;} OLS presents Katie Pruitt with special guest Jess Nolan Katie Pruitt’s Mantras is a bold and introspective follow-up to her critically acclaimed debut Expectations, diving even deeper into themes of identity, healing, and inner transformation. Where Expectations chronicled her experience growing up queer […]

Joshua Radin with special guest Maria Taylor

One Longfellow Square 181 State Street, Portland, ME, United States

.stk-ns5b3cq {height:25px !important;} Doors open an hour before showtime. .stk-c1i8quf {height:25px !important;} .stk-vn9odyg {margin-bottom:0px !important;} Upgrade to Joshua Radin's "Same Star VIP Package! @media screen and (min-width: 768px){.stk-6x5yvz4 {flex:var(--stk-flex-grow, 1) 1 calc(11.3% - var(--stk-column-gap, 0px) * 1 / 2 ) !important;}} Joshua Radin emerged in 2004 as an empathetic, engaging, and often enthralling troubadour. Over the years, he’s […]

Get Tickets $35.00 – $125.00

Vienna Teng

One Longfellow Square 181 State Street, Portland, ME, United States

.stk-rlvtgw0 {height:25px !important;} Doors open an hour before showtime. .stk-zmqvo3f {height:25px !important;} Songwriter Vienna Teng re-emerges this fall with her mashup song pair We’ve Got You - her first new music in over a decade - but her fans have been here the whole time. They’ve packed concert venues even in years between releases, crowdfunded […]

Sam Grisman Project – 2PM SHOW

One Longfellow Square 181 State Street, Portland, ME, United States

.stk-s0x75gp {height:25px !important;} Doors open an hour before showtime. .stk-o3zqg87 {height:25px !important;} THIS IS FOR THE 2PM SHOW Sam Grisman is a bass player, music appreciator, and bandleader who grew up in Mill Valley, California in a home where some of the great acoustic music of our time was being recorded on a regular basis. […]

$30

Sam Grisman Project – 7:30PM SHOW

One Longfellow Square 181 State Street, Portland, ME, United States

.stk-1qc7lm0 {height:25px !important;} Doors open an hour before showtime. .stk-alsqv4d {height:25px !important;} THIS IS FOR THE 7:30PM SHOW Sam Grisman is a bass player, music appreciator, and bandleader who grew up in Mill Valley, California in a home where some of the great acoustic music of our time was being recorded on a regular basis. […]

$30

Pierre Bensusan – 50th Anniversary World Tour

One Longfellow Square 181 State Street, Portland, ME, United States

.stk-xiqgbxw {height:25px !important;} Doors open an hour before showtime. .stk-5si9zpj {height:25px !important;} If World Music means the fusion of traditional, contemporary, jazz, classical and pop music, then Bensusan is one of the most eloquent World Music musicians of our time. A pianist in his beginnings then self-taught on the guitar, the originality of his style […]

$30

Väsen

One Longfellow Square 181 State Street, Portland, ME, United States

.stk-fe01u6n {height:25px !important;} Doors open an hour before showtime. .stk-c71ekdv {height:25px !important;} Väsen is a Swedish folk duo made up of Olov Johansson on nyckelharpa and Mikael Marin on viola, two master musicians with a long and celebrated history of playing together. Deeply rooted in the traditional music of Uppland, Sweden, their sound is shaped […]

$30

All Hallows’ Eve: Spooky Tunes, Songs and Tales from Scotland

One Longfellow Square 181 State Street, Portland, ME, United States

.stk-wvz89xp {height:25px !important;} Doors open an hour before showtime. .stk-h189zf7 {height:25px !important;} Orkney, Scotland fiddler Louise Bichan is joined by guitarist Conor Hearn, mandolinist Ethan Setiawan and cellist Brendan Hearn, with special guests Katie McNally and Neil Pearlman, for an evening of Halloween music and fun from the Celtic Isles. Featuring Samhain traditions, folk tales and […]

$30

November Open Mic Night

One Longfellow Square 181 State Street, Portland, ME, United States

.stk-06dmktd {height:13px !important;} Free Admission! Doors open at 6:30PM Join us for an evening of live music, connection, and community! We’re reviving our monthly open mic series at One Longfellow Square! Hosted by Maine singer-songwriter Thomas Charles Clukey, this night is all about sharing songs, discovering new voices, and building a supportive creative community. Whether […]

$60

Session Americana

One Longfellow Square 181 State Street, Portland, ME, United States

.stk-t5xwr8o {height:25px !important;} Doors open an hour before showtime. .stk-6wo3bnt {height:25px !important;} Session Americana began with a late-night jam around a table in the back of Toad, a bar in Cambridge, Massachusetts, in 2003. What started as a casual gathering of friends quickly evolved into a beloved weekly residency, then a touring collective known for […]

$30

Windborne: To Warm the Winter Hearth

One Longfellow Square 181 State Street, Portland, ME, United States

.stk-ujxt6ab {height:25px !important;} Doors open an hour before showtime. .stk-y6crg52 {height:25px !important;} Windborne Presents: Music of Midwinter “The most exciting vocal group in a generation” -Songlines Windborne’s album “To Warm the Winter Hearth” smashed records and became the 5th most-backed album crowdfunder of all time! Now Windborne is bringing a full show of their favorite songs of the […]

$30

Alasdair Fraser & Natalie Haas

One Longfellow Square 181 State Street, Portland, ME, United States

.stk-xr2jwm7 {height:25px !important;} Doors open an hour before showtime. .stk-dby81dk {height:25px !important;} Scottish fiddler Alasdair Fraser and Californian cellist Natalie Haas have spent more than 16 years captivating audiences with their groundbreaking exploration of the fiddle–cello duo. Drawing on a deep understanding of Scottish musical traditions while fearlessly venturing into new territory, their performances range […]

$30

The Arcadian Wild with special guest Common Man

One Longfellow Square 181 State Street, Portland, ME, United States

.stk-nsszc8b {height:25px !important;} Doors open an hour before showtime. .stk-cykx51q {height:25px !important;} The Arcadian Wild is an indie folk/pop group from Nashville, TN, led by songwriters Isaac Horn and Lincoln Mick and Bailey Warren on fiddle, The Arcadian Wild confidently inhabits and explores an intersection of genre, blending the traditional with the contemporary.  Combining elements […]

$30

The Suitcase Junket with special guest Louisa Stancioff

One Longfellow Square 181 State Street, Portland, ME, United States

.stk-grbclzq {height:25px !important;} Doors open an hour before showtime. .stk-1vv2zlk {height:25px !important;} The Suitcase Junket -- Matt Lorenz -- looks forward to returning to One Longfellow for a wide-ranging night  of new songs along with plenty from his six previous albums, including from the most recent The End is New from Renew Records/BMG. The Suitcase Junket developed in […]

$30

The Extraordinary Card Magic of Jason Ladanye

One Longfellow Square 181 State Street, Portland, ME, United States

.stk-usps4qm {height:25px !important;} Doors open an hour before showtime. .stk-rsq4cim {height:25px !important;} Add the Jason Ladayne VIP Package! @media screen and (min-width: 768px){.stk-0ttuqcq {flex:var(--stk-flex-grow, 1) 1 calc(38.2% - var(--stk-column-gap, 0px) * 1 / 2 ) !important;}} Do you ever find yourself wondering, “Where can I go for one of the most jaw-droppingly entertaining nights out?” […]

$30

IMPORTANT COVID-19 INFORMATION

Effective immediately, we will no longer require proof of vaccination or masks at our shows.

PLEASE NOTE: additional COVID-19 protocols beyond the venue policy MAY be required by a specific artist or band. PLEASE REFER TO THE SPECIFIC EVENT PAGE for the event you are attending for the most up to date information.

TICKETING TERMS & CONDITIONS

One Longfellow Square does not assume liability; the ticket holder will assume all risks involved. By purchasing a ticket to this event you agree to assume full liability for any risks incurred before, during, and after the event and agree to the current Terms of Use.