Featured Shows


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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: A Tribute to Count Basie and Ella Fitzgerald


    This month, PJO will be present a tribute show to the great musical team of Count Basie and Ella Fitzgerald! This great music will help swing you into your fall season and traditions. Guest Vocalist, Katie O. will be playing the part of Ella as PJO rises to play the great Basie band book. What a great night of swingin' music and vocals we have in store for you all!

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  • $35

    Jonathan Edwards with Tom Snow and Tim Hill


    Jonathan will be joined on stage by Tom Snow and Tim Hill. Warm as summer sunshine, real as the truth, intimate as a long overdue visit between old friends … such is a Jonathan Edwards concert. Four decades into a stellar career of uncompromising musical integrity, the man simply delivers, night after night – songs of passion, songs of insight, songs of humor, all rendered in that pure and powerful tenor which, like fine wine, has only grown sweeter with age.

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  • $15

    MaineVoices Live featuring Cathie Pelletier


    Cathie Pelletier is the author of twelve novels, beginning with The Funeral Makers in 1986, which was inspired by her hometown of Allagash, Maine. Her most recent, A Year After Henry, was published in 2014 and was a finalist for the Maine Fiction Award. Two of her novels, Dancing at the Harvest Moonand Candles on Bay Street, were published under the pseudonym K.C. McKinnon and both became TV films.

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  • $10

    2017 Maine Outdoor Film Festival Awards Show


    The MOFF Awards Show at OLS on 9/28 is the Maine Outdoor Film Festival's red carpet affair, bring out your best 'Mountain Formal' attire and enjoy an all in one cocktail hour, screening and awards show celebrating the outdoors.

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  • $10

    GoldenOak Album Release w/ Appleseed Collective


    From the foothills of Western Maine comes GoldenOak, a folk group whose genre-blending sound has them steadily emerging as a musical force in New England. Conceived in the winter of 2013, their woodsy, modern folk sound weaves together rich four-part harmonies and piercing melodic lines over a unique blend of cello, guitar, trumpet, and cajón. Shifting effortlessly from energetic swing to dreamy ballad, they’re as comforting as a campfire and as heart-shaken as a summer squall.

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  • $30

    Waking Windows Festival


    Tickets On Sale HERE 100+ bands, authors, artists, performers, comedians, thinkers, and so much more across 15 venues.

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  • $22

    Coco Montoya


    Please note that this is a standing room show. There will be limited seating available in the balcony. The old Willie Dixon adage, “blues is truth,” perfectly describes the searing, contemporary blues-rock of world-renowned guitarist and vocalist Coco Montoya. Taught by the “Master of the Telecaster,” Albert Collins, but with a hard-edged sound and style all his own, Montoya mixes his forceful, melodic guitar playing and passionate vocals with memorable songs, delivering the blues’ hardest truths. He earned his status as a master guitarist and soul-powered vocalist through years of paying his dues as a sideman with Collins (first as a drummer) and then with John Mayall’s Bluesbreakers, before launching his solo career in 1993.

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  • $12

    WMPG 15th Annual Bluegrass Spectacular feat. Tricky Britches, The Intergalactic Yurt Band & The Grassholes


    WMPG is the local source for bluegrass in the broadcast media! Join us for a live celebration of local stars of the Maine Bluegrass scene! One Longfellow Square is the host venue and WMPG’s partner in presenting this annual event.

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  • $10

    S. Mason Gurley presents: A Bridge Across Forever: In Conversation with Stanley


    A Bridge Across Forever: In Conversation with Stanley concerns themes of love, loss and the nature of consciousness in a surprising and unconventional jazz suite by weaving instrumental and vocal melodies with spoken word elements, played via tape cassette, of a sage (considered by some to be a white shaman) recorded a decade ago by the composer.  The apostolic ideas presented are conveyed with wit and abundance, but most importantly, a starkly unvetted authority. Recoded live; two takes.

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  • $12

    Don’t Be Denied: A Tribute to Neil Young’s “Ditch Trilogy”


    A portion of the proceeds will go to Chooper's Foundation and Grace Street Services for support services and awareness for opioid addiction. Neil Young said of the overwhelming success of the single “Heart of Gold” from 1972’s Harvest: “This song put me in the middle of the road. Traveling there soon became a bore, so I headed for the ditch. A rougher ride but I saw more interesting people there.” The music and albums that followed Harvest established Neil as a willfully erratic artist not interested in following a safer formula of past success but rather focused on the purity of personal expression and the raw power of music.

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