Featured Shows

  • $10

    Caroline Cotter & Michael Howard and Jes Raymond & The Blackberry Bushes

    You hear it over and over, “Don’t quit your day job!” but that’s just what Caroline Cotter did at the start of 2015 when she released her national debut album, Dreaming as I Do. Receiving national recognition, the album reached #5 on the Folk DJ charts in February, with the second most played song of the month, Bella Blue.

  • $35

    The World Famous Glenn Miller Orchestra - First Show

    A Legend Lives On These tickets are for the Early Show at 6pm, if you're looking for tickets to the Late Show, click here. The first Glenn Miller Orchestra did not make it at all. It was a total and absolute economic failure. But Glenn knew what he wanted, held to that dedication and relentlessly worked to succeed. He launched his second band – the one that lives on today – in March of 1938. The Glenn Miller Orchestra has been a “hit” ever since.

  • $35

    The World Famous Glenn Miller Orchestra - Second Show

    A Legend Lives On These tickets are for the Late Show at 8pm, if you're looking for tickets to the Early Show, click here. The first Glenn Miller Orchestra did not make it at all. It was a total and absolute economic failure. But Glenn knew what he wanted, held to that dedication and relentlessly worked to succeed. He launched his second band – the one that lives on today – in March of 1938. The Glenn Miller Orchestra has been a “hit” ever since.

  • $25

    Stick Men feat. Tony Levin, Pat Mastelotto, & Marcus Reuter

    Please note that this is a standing room show. There will be limited seating available only in the balcony.
    STICK MEN - Tony Levin and Pat Mastelotto, the powerhouse bass and drums of the group King Crimson for a few decades, bring that tradition to all their playing. Levin plays the Chapman Stick, from which the band takes it's name. Having bass and guitar strings, the Chapman Stick functions at times like two instruments. Markus Reuter plays his self-designed touch style guitar – again covering much more ground than a guitar or a bass. And Mastelotto's drumming encompasses not just the acoustic kit, but a unique electronic setup too, allowing him to add loops, samples, percussion, and more. New studio album Prog Noir was released in October 2016, and the band is touring the USA and Canada in August/September 2017, and in 2018 will perform at the Cruise To The Edge 2018 and in Central America and The Caribbean (with special guest David Cross, ex-King Crimson),, and in Europe in March 2018.

  • $15

    Joe K. Walsh & Celia Woodsmith

    Hailed by CBC-Newfoundland as “one of the best mandolinists of his generation” and by Vintage Guitar Magazine as “brilliant”, Portland, Maine-based mandolin player Joe K. Walsh is known for his exceptional tone and taste, and his collaborations with acoustic music luminaries including legendary fiddler Darol Anger, flatpick guitar hero Scott Nygaard, folk star Jonathan Edwards, and pop/grass darlings Joy Kills Sorrow have taken him all over the global and musical map. He’s played with everyone from John Scofield to Bela Fleck to Emmylou Harris, and performed everywhere from festivals to laundromats to Nashville’s Ryman Auditorium.

  • $20

    Popa Chubby

    Popa Chubby, born Ted Horowitz, has been hard rocking the blues in his fierce and soulful way for more than 25 years. Over the course of a career that dates back to 1994, he has been a force of to be reckoned with on the guitar, and his tempestuous, soulful playing has never been more powerful. An imposing figure with a shaven head, tattooed arms, a goatee and a performance style he describes as “the Stooges meets Buddy Guy, Motörhead meets Muddy Waters, and Jimi Hendrix meets Robert Johnson," Popa Chubby is an endearing character who is one of the genre’s most popular figures.


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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.

Become a Member Today »


Coming Up

  • $10

    Caroline Cotter & Michael Howard and Jes Raymond & The Blackberry Bushes


    You hear it over and over, “Don’t quit your day job!” but that’s just what Caroline Cotter did at the start of 2015 when she released her national debut album, Dreaming as I Do. Receiving national recognition, the album reached #5 on the Folk DJ charts in February, with the second most played song of the month, Bella Blue.

    Read More »
  • $35

    The World Famous Glenn Miller Orchestra - First Show


    A Legend Lives On These tickets are for the Early Show at 6pm, if you're looking for tickets to the Late Show, click here. The first Glenn Miller Orchestra did not make it at all. It was a total and absolute economic failure. But Glenn knew what he wanted, held to that dedication and relentlessly worked to succeed. He launched his second band – the one that lives on today – in March of 1938. The Glenn Miller Orchestra has been a “hit” ever since.

    Read More »
  • $35

    The World Famous Glenn Miller Orchestra - Second Show


    A Legend Lives On These tickets are for the Late Show at 8pm, if you're looking for tickets to the Early Show, click here. The first Glenn Miller Orchestra did not make it at all. It was a total and absolute economic failure. But Glenn knew what he wanted, held to that dedication and relentlessly worked to succeed. He launched his second band – the one that lives on today – in March of 1938. The Glenn Miller Orchestra has been a “hit” ever since.

    Read More »
  • $12

    Hannah Daman and The Martelle Sisters w/ The Western Den + Honeysuckle


    Hannah Daman first found her musical footing in Glasgow, Scotland writing and playing songs about her childhood in rural New England. She wound her way back to the states on a three month North American house show tour in 2014 and ended up rooting in Portland ME because the food was better.

    Read More »
  • $0

    OLS Yard Sale Drop Off Days


    Give us your tired, your poor, your poor tired old instruments, your furniture, your kids toys they no longer use…. Just not your old TVs or phones.

    Read More »
  • $0

    OLS Yard Sale Drop Off Days


    Give us your tired, your poor, your poor tired old instruments, your furniture, your kids toys they no longer use…. Just not your old TVs or phones.

    Read More »
  • $0

    OLS Yard Sale Benefit


    Please note that this is NOT happening at the venue. Find more information below! Nothing beats a good old summer yard sale. You never know what sorts of treasures you’ll find when sifting through collections of old vinyl, or rummaging racks for some vintage clothing finds.

    Read More »
  • $5

    Block The Wind Festival


    Block the Wind is a collective of individuals who have come together in order to share their individual creative pursuits. We believe in strength in numbers. The talents and passion that could be capitalized on by each member individually, but has instead been brought here to build and grow off of each other in order to create its own diverse standard of genius. The people behind this website will not tolerate living in a world that creates in fear of gaining the approval or acceptance of others. We believe in the products we put out to the world and have full confidence in their relevance to how we want to be perceived in society today.

    Read More »
  • $0

    OLS Elsmere Nonprofit Night


    There's nothing like a good barbecue in the summer, so join OLS andElsmere BBQ & Wood Grill for an evening of great barbecue to support your favorite nonprofit music venue! Elsmere is kindly donating 8% of their proceeds to OLS, so bring out all of your friends, music lovers and BBQ enthusiasts for a stellar time! Don't forget to RSVP to the Facebook event either.

    Read More »
  • $5

    The Portland Jazz Orchestra: August


    Started in 2004, the Portland Jazz Orchestra is Maine's premier concert jazz ensemble. Under the direction of Dr. Chris Oberholtzer, this 18-piece jazz ensemble performs a variety of traditional and contemporary big band literature. The PJO enjoys playing works written by members such as Craig Skeffington, Willie Johnson, Chris Humphrey and Terry White in addition to literature composed by a variety of jazz artists including Tom Kubis, Matt Harris, Bob Mintzer, Bill Holman and Maria Schneider. The PJO also enjoys playing classic works from the big band libraries of Count Basie, Woody Herman and Stan Kenton.

    Read More »
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