Featured Shows

  • $50

    Spring Fling Fundraiser

    Spring has sprung can you believe it!? OLS is celebrating by bringing all of the goodness of the outdoors into our venue, while still giving you a chance to enjoy complimentary drinks, food and the excellent company of other fine supporters of OLS outside.

  • $50

    Spring Fling Fundraiser

    Spring has sprung can you believe it!? OLS is celebrating by bringing all of the goodness of the outdoors into our venue, while still giving you a chance to enjoy complimentary drinks, food and the excellent company of other fine supporters of OLS outside.

  • $15

    The Black Lillies

    The Black Lillies are a band for the ages, not the slick, soulless music that seems to get most of the radio airplay, but rich, rootsy tunes performed with as much heart as technical virtuosity. This commitment to authenticity has earned them accolades from outlets as diverse as Rolling Stone Magazine, who calls them one of “the most buzzworthy new acts in country and Americana,” and the Wall Street Journal, who praised their “rootsy flair … a winsome hybrid traditional enough to appeal to an Opry crowd and expansive enough to ensnare a broader audience.”

  • $25

    Django A Go-Go feat. Stephane Wrembel | Early Show

    Django a Go-Go is a festival celebrating the music of the great French guitar master, Django Reinhardt.  The festival was created by New York City based composer and guitarist Stephane Wrembel. Every other year, Wrembel and his band invite a group of extraordinary world-class musicians, all of them specialists in this particular genre, for a two-week tour of the East Coast. The group performs the music of Django Reinhardt, and many of their own original compositions.

  • $25

    Django A Go-Go feat. Stephane Wrembel | Late Show

    Django a Go-Go is a festival celebrating the music of the great French guitar master, Django Reinhardt.  The festival was created by New York City based composer and guitarist Stephane Wrembel. Every other year, Wrembel and his band invite a group of extraordinary world-class musicians, all of them specialists in this particular genre, for a two-week tour of the East Coast. The group performs the music of Django Reinhardt, and many of their own original compositions.

  • $8

    7th Annual Dudefest (The Big Lebowski)

    Get out your bathrobe, make yourself a caucasian and get ready for a night of Dudeist revelry: Dudefest is back at OLS. A celebration of the Coen brothers' cult classic film The Big Lebowski, Dudefest is a chance to live out the absurd reality of the film, enjoying the music and atmosphere of the movie (as well as the movie itself).


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

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Coming Up

  • $50

    Spring Fling Fundraiser


    Spring has sprung can you believe it!? OLS is celebrating by bringing all of the goodness of the outdoors into our venue, while still giving you a chance to enjoy complimentary drinks, food and the excellent company of other fine supporters of OLS outside.

    Read More »
  • $12

    WCLZ Presents: Eric Bettencourt w/ Will Mallett


    Award-winning songwriter Eric Bettencourt is returning to Portland for a show in his home town! With a quick wit and controlled-intensity Bettencourt brings his live shows to life using an expansive catalogue of original crowd-pleasing songs. Where so many artists are content recycling the same old sounds and songs Bettencourt is one of the rare few able to forge his own. Utilizing his piano-like 6 &12 string finger-style guitar work and a natural vocal delivery, somewhere between Ray LaMontagne and Robert Plant, he never lingers long in any one sound. Constantly blending, bending, and stretching different genres and styles into his multi-layered musical concoctions is what continues to gain him fans all around the country.

    Read More »
  • $20

    All A Cappella Festival


    Portland's first-ever All A Cappella Fest unites four of Maine's most intriguing vocal ensembles on one stage! Two quartets and two trios share the beauty and mystery of blended, unaccompanied voices, eager to surprise you with what only the unfettered voice can do. These four versatile groups are risk takers and adventurers, each with their own distinctive style and personality. You’ll hear original songs, traditional folk melodies, spirituals, quirky indie tunes, and Balkan harmonies that will knock your socks off–and audience participation isn’t out of the question.

    Read More »
  • $8

    Arc Iris – Residency Series with Nat Baldwin


    This is a special series of concerts throughout May, featuring Arc Iris with a different opening act each week. Arc Iris crystallizes the evolution of composer, singer, and multi-instrumentalist Jocie Adams, a former core member of renowned indie-folk band The Low Anthem. This is a breakaway moment for Adams, who now takes center stage as composer, lyricist, and lead vocalist.  Embracing her new role as auteur, Adams has created a genre-bending style that often shifts between cabaret-infused jazz, orchestral sophistication, grimy outlaw country, delicate and whimsical harmonies, and big-band exhilaration – sometimes all in the same song.

    Read More »
  • $5

    Fun Longfellow! June edition feat. Paul Landwehr


    Fun Longfellow! returns June 1st with a new lineup, hosted by Will Green, featuring the funniest funny people from Portland and beyond. The closing comedian for the evening will be Paul Landwehr.

    Read More »
  • $5

    Live and Local Presents : A Severe Joy & Waco Sparkler


    A Severe Joy is the alter-ego of musician/producer José Ayerve who began exploring this new persona in 2011. Following the release of his debut album in December of that year, ASJ began releasing a series of limited edition digital and plexi-disc singles, offering high-powered, up tempo, pseudo-psychedelic impressions of love via monorails, helicopters, dance floors, and hand grenades.

    Read More »
  • $15

    The Black Lillies


    The Black Lillies are a band for the ages, not the slick, soulless music that seems to get most of the radio airplay, but rich, rootsy tunes performed with as much heart as technical virtuosity. This commitment to authenticity has earned them accolades from outlets as diverse as Rolling Stone Magazine, who calls them one of “the most buzzworthy new acts in country and Americana,” and the Wall Street Journal, who praised their “rootsy flair … a winsome hybrid traditional enough to appeal to an Opry crowd and expansive enough to ensnare a broader audience.”

    Read More »
  • $15

    OLS & NECA present: Shannon Heaton and After the Morning


    One Longfellow Square is happy to present a new Irish trad project from Shannon Heaton on their debut tour! With Irish flute player/singer Shannon Heaton at the helm, After the Morning nestles stirring traditional melodies in a sublime string quartet bed. Imagine Beethoven meets Diane Reeves in a pub in Galway: a masterful fusion of contemporary sophistication and traditional folk music appeal.

    Read More »
  • $5

    Live and Local Presents : Laughing Animal & Myles Bullen


    "LAUGHING ANIMAL takes you to a secluded Maine beach on a humid day where you wander barefoot over the rocks squinting through the perspiration. The urge to dive in is undeniable and when you submerge your head into the green water and seaweed you cool off and listen to the buzz of motorboats cruising over the surface." - New Systems Laundry

    Read More »
  • $5

    The Jazz Workshop – June


    Come on out for a great night of Jazz with The Jazz Workshop. John Clark has put together some of the best jazz musicians in the state of Maine, to perform the great Jazz compositions of Charles Mingus, Thelonious Monk, and the composers of "The Blue Note" period. The group also plays a wide variety of compositions written by members of the group. The members of the Jazz Workshop are: John Clark on bass, Carl Dimow flute, Frank Mauceri sax, Tracy McMullen sax, Duncan Hardy sax, Glenway Fripp Piano and Peter McLaughlin drums.

    Read More »
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