Featured Shows

  • $5

    The Portland Jazz Orchestra with special guest South Portland High School Jazz Ensemble

    This show is proudly sponsored by Coffee By Design. 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.

  • $16

    The Suitcase Junket w/ Aubrey Haddard

    MUSIC HELPS! This performance will feature the Robotics Institute of Maine as part of OLS's Music Helps! program. The latest album from The Suitcase Junket, Mean Dog, Trampoline is populated by characters in various states of reverie: leaning on jukeboxes, loitering on dance floors, lying on the bottoms of empty swimming pools in the sun. Despite being deeply attuned to the chaos of the world, singer/songwriter/ multi-instrumentalist Matt Lorenz imbues those moments with joyful wonder, an endless infatuation with life’s most subtle mysteries.

  • $30

    The THE BAND Band Presents: A Tribute to Bob Dylan And The Band

    Join us for a special tribute to The Band and their mentor and long-time collaborator, Bob Dylan! There is perhaps no more influential, profound, successful, or enigmatic songwriter in history than Bob Dylan.  From the "protest songs" of his early years to his introspective, sometimes caustic commentary on love and humanity, his songs are the cornerstone of the soundtrack of his generation, and have garnered countless awards and honors around the world.  In 2016, he added the Nobel prize for literature to his resume.

  • $35

    Kurt Rosenwinkel Standards Trio

    Kurt Rosenwinkel (born October 28, 1970) is an American jazz guitarist and keyboardist who came to prominence in the 1990s. With a career spanning almost twenty-five years, collaborating with dynamic peers like Brad Mehldau, Brian Blade, Mark Turner, Joshua Redman, Chris Potter; and esteemed jazz elders like Joe Henderson, Paul Motian and Gary Burton, Rosenwinkel’s indelible mark in music is the consummation of being steeped in the rich and deep traditions of jazz, springing off of the shoulders of such vital underpinnings to elevate his own art to new heights, evolving the language in a way no other guitarist has since his arrival.

  • $35

    Robyn Hitchcock

    Robyn Hitchcock is one of England's most enduring contemporary singer/songwriters and live performers. A surrealist poet, talented guitarist, cult artist and musician's musician, Hitchcock is among alternative rock's father figures and is the closest thing the genre has to a Bob Dylan (not coincidentally his biggest musical inspiration).

  • $35

    Roomful of Blues

    Even though Roomful of Blues’ lineup has changed over the years, the band has always been one of the tightest, most joyful blues ensembles in the world. Currently an eight-piece unit led by guitarist Chris Vachon, the band has never sounded fresher or stronger. In 2010, singer Phil Pemberton took over the vocal duties, bringing his sweet and soulful vocals and adding another bright new dimension to the jazzy, jump-blues musical roots.


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One Longfellow Square is a world class live music venue at the center of the Portland arts scene. OLS actively pursues exciting programming to create a diverse and entertaining calendar that all of Portland can enjoy. Your support sustains the venue and endorses music as a centerpiece of Portland’s community.

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Coming Up

  • $5

    The Portland Jazz Orchestra with special guest South Portland High School Jazz Ensemble


    This show is proudly sponsored by Coffee By Design. 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.

    Read More »
  • $12

    Raging Brass


    Raging Brass is a 7-piece band collectively creating Afro-Caribbean music. We are a brass-roots dance band following the musical migration from West Africa to Cuba, Jamaica, and Brazil with the spirit of New Orleans.

    Read More »
  • $12

    Palaver Strings – La Mappa Mundi


    Palaver Strings will be joined by vocalists Sophie Michaux and Adam Jacob Simon for a uniquely collaborative program that runs the gamut of baroque opera, madrigals, drinking songs, dance tunes, and a new commission by Simon. We will also perform lullabies with participants from the Lullaby Project, a songwriting partnership between Palaver musicians and expecting mothers.

    Read More »
  • $35

    Damian McGinty - Young Forever Tour


    OLS is not selling tickets for this event, to purchase tickets, CLICK HERE. Irish singer-songwriter-actor Damian McGinty will be debuting his brand new full-length album, Young Forever, in early 2019 followed by a tour of the same name.  The Young Forever tour is his largest to date and kicks off in Philadelphia, PA on March 19th and will feature vibrant, joyful, pop-infused music that will take you back to a time of living in the moment and yearning for the open road.

    Read More »
  • $10

    Soggy Po' Boys w/ Gina and The Red Eye Flight Crew


    Born on a snowy Fat Tuesday night of 2012, the Soggy Po' Boys have been honing their craft of New Orleans' music in their Tuesday residency in their home town of Dover New Hampshire. The New Orleans flavored septet doesn’t just play their weekly gig and call it at that. No, they fit in more than a hundred shows every year, from festivals and concerts to politics-infused burlesque collaborations and street parades. Part of the beauty of New Orleans music is that it's celebrated and appreciated wherever it goes, from the street to the theater. The Po' Boys are doing their part to spread the greatest music on earth around their home in New England and when touring, throughout the rest of the country. The Soggy Po' Boys serve their jazz messy, mixing brass-fueled mayhem with spirituals, Meters-style old-school funk, and the Caribbean side of the New Orleans tradition.

    Read More »
  • $10

    SNAEX w/ Joshua Marcus


    A Celebration of Working Class Power and the Teachers Strike Wave This show will be a benefit for The Southern Maine Chapter of The Democratic Socialists of America. SNAEX are back in the saddle and this time they’ve got all the stuff. Drummer and one of the founding members of Cerberus Shoal, Tom Rogers (also with An Evening With) has finally re-joined the fold. Those singing songwriters Chris Teret and Chriss Sutherland along with the amazingly sensitive bassist Tyler Heydolph have welcomed Rogers in order to complete a circular square that was started awhile back. SNAEX continue to know no limits, while aspiring to align themselves with what is always necessary: patience, harmony, and the child's mind. Teret hails from Baltimore, but has called Portland home for over a decade, founded a band called Company. Sutherland, from Maine, originated and maintained such musics as Cerberus Shoal, Fire on Fire, and Olas. Heydolph, raised in Brattleboro, is often seen and heard playing with Mark Tipton. All now reside in the Portland, Maine area.

    Read More »
  • $12

    Pete Kilpatrick Band


    Maine based singer/songwriter Pete Kilpatrick grew up with a deep and resounding love of melody. With no formal training in music, Pete picked up the acoustic guitar at the age of 16 and began teaching himself how to play, crafting his own songs all while falling deeply in love with the process. 

    Read More »
  • $16

    The Suitcase Junket w/ Aubrey Haddard


    MUSIC HELPS! This performance will feature the Robotics Institute of Maine as part of OLS's Music Helps! program. The latest album from The Suitcase Junket, Mean Dog, Trampoline is populated by characters in various states of reverie: leaning on jukeboxes, loitering on dance floors, lying on the bottoms of empty swimming pools in the sun. Despite being deeply attuned to the chaos of the world, singer/songwriter/ multi-instrumentalist Matt Lorenz imbues those moments with joyful wonder, an endless infatuation with life’s most subtle mysteries.

    Read More »
  • $30

    The THE BAND Band Presents: A Tribute to Bob Dylan And The Band


    Join us for a special tribute to The Band and their mentor and long-time collaborator, Bob Dylan! There is perhaps no more influential, profound, successful, or enigmatic songwriter in history than Bob Dylan.  From the "protest songs" of his early years to his introspective, sometimes caustic commentary on love and humanity, his songs are the cornerstone of the soundtrack of his generation, and have garnered countless awards and honors around the world.  In 2016, he added the Nobel prize for literature to his resume.

    Read More »
  • $12

    Muddy Ruckus & Z-Boys 7” Vinyl Split Release Show


    Muddy Ruckus is an alternative rock duo of “darkly inventive americana” according to the New York Music Daily. Guitarist Ryan Flaherty and percussionist Erika Stahl of Auburn, Maine play a grungy style of railroad indie punk blues. The band blends rootsy guitar and edgy percussion on a suitcase drum kit, and is known for a full rock band sound, despite being a duo. In April 2016, Muddy Ruckus was dubbed “Best in State of Maine” by the New England Music Awards. Their second album, Pretty Bones, was awarded 2016 “Album of the Year” from Redline Roots. Upon the release of their 3rd album, “Bellows To Mend”, the band was awarded “2017 “Rock N’ Rollers of the Year” by Redline Roots. 

    Read More »
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