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DTSTART;TZID=America/New_York:20260702T180000
DTEND;TZID=America/New_York:20260702T200000
DTSTAMP:20260606T191301
CREATED:20260508T190600Z
LAST-MODIFIED:20260508T190605Z
UID:10003534-1783015200-1783022400@onelongfellowsquare.com
SUMMARY:Square to Square Outdoor Concert Series: Sigrid Sibley + Thomas Charles Clukey (LEAF Showcase 🌱)
DESCRIPTION:6PM – 8PM\n\n\n\nOur 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! \n\n\n\n\nSeason Sponsor – Northern Light Mercy Hospital\n\n\n\nMedia Sponsor – 98.9 WCLZ\n\n\n\nSeries Sponsor – The Nichols Fund\n\n\n\nPresenting Sponsor – State Theatre\, Portland\, Maine\n\n\n\n\n\n\n\n\n\n\n\n\n\n\nSigrid Sibley: \n\n\n\nSigrid Sibley is a singer-songwriter from Poland Spring\, Maine\, where she was raised on a small homestead surrounded by gardens\, fruit trees\, and backyard chickens. Inspired by a childhood spent reading\, writing poetry\, and listening to her family’s music collection\, she began writing songs after picking up the guitar at age 11. \n\n\n\nAn active part of the Maine music scene since 2017\, Sigrid performs across the state at festivals\, songwriter showcases\, coffee shops\, bookstores\, and markets. A graduate of the University of Southern Maine’s Music Education and Composition program\, she released her debut album\, Old Faithful Dreams\, in May 2025. The album’s first single\, “Never Knew Love\,” was named a finalist in the Maine Songwriters Association’s 2025 Songwriter Contest. \n\n\n\nWebsite | Facebook | Instagram \n\n\n\n\n\n\n\n\n\n\n\n\n\nThomas Charles Clukey:\n\n\n\nThomas Charles Clukey grew up in rural Maine\, where music first found him through classic country radio\, school bands\, and time spent singing with his dad. Though he spent years working with his hands in welding and manufacturing\, songwriting remained a quiet constant in the background. In recent years\, that spark has grown into a full-blown pursuit—leading to award-winning songs\, local performances\, and the release of his first singles as he works toward his debut album. \n\n\n\nWebsite | Facebook | Instagram
URL:https://onelongfellowsquare.com/event/s2s-sigrid-thomas/
LOCATION:One Longfellow Square\, 181 State Street\, Portland\, ME\, 04101\, United States
CATEGORIES:Outdoor Concert
ATTACH;FMTTYPE=image/png:https://onelongfellowsquare.com/wp-content/uploads/2026/05/7_3-Soggy-Po-Boys-CSP-4.png
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20260715T193000
DTEND;TZID=America/New_York:20260715T193000
DTSTAMP:20260606T191301
CREATED:20260526T154534Z
LAST-MODIFIED:20260526T161842Z
UID:10003588-1784143800-1784143800@onelongfellowsquare.com
SUMMARY:OLS presents: Springtide at the Western Prom (Free!)
DESCRIPTION:This concert starts at 7:30pm\n\n\n\nThe Western Prom Sunset Concerts began in 2021 and attracts nearly 300 audience members from the neighborhood and beyond who gather with lawn chairs\, children\, dogs and picnic dinners to enjoy these free\, informal concerts as the sun sets over the White Mountains. \n\n\n\nThe series presents a wide range of musical groups including folk\, rock\, jazz\, brass\, country\, African\, and more.  In 2024\, WPSC established itself as an independent non-profit and received its 501C3 status. The series is supported by a devoted group of neighborhood donors and volunteers. Please donate to help us keep these concerts free each year. \n\n\n\n\n\n\n\n\n\n\n\n\n\nSpringtide is Willy Clemetson (fiddle)\, Elsie Gawler (cello)\, and Ethan Tischler (guitar)\, musicians\, songwriters\, and central figures in the Mid-Coast Maine fiddling scene. We combine a love of high energy traditional Celtic and Scandinavian fiddle music\, heartfelt original tunes and songs\, and spacious creative improvisation to produce our unique trio: Springtide. We aim to lift audiences with the music of the landscapes we come from\, drawing inspiration from the tidal rhythms and creative energies of the coastal land we’re grateful to call home \n\n\n\nWebsite | Facebook | Instagram 
URL:https://onelongfellowsquare.com/event/springtide-western-prom/
LOCATION:One Longfellow Square\, 181 State Street\, Portland\, ME\, 04101\, United States
CATEGORIES:Outdoor Concert
ATTACH;FMTTYPE=image/png:https://onelongfellowsquare.com/wp-content/uploads/2026/05/716-Rob-Flaxs-Boom-Chick-Trio-WESTERN-PROM-1.png
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20260716T180000
DTEND;TZID=America/New_York:20260716T200000
DTSTAMP:20260606T191301
CREATED:20260508T191745Z
LAST-MODIFIED:20260508T192103Z
UID:10003540-1784224800-1784232000@onelongfellowsquare.com
SUMMARY:Square to Square Outdoor Concert Series: Portland Jazz Orchestra in the Park!
DESCRIPTION:6PM – 8PM\n\n\n\nOur 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! \n\n\n\n\nSeason Sponsor – Northern Light Mercy Hospital\n\n\n\nMedia Sponsor – 98.9 WCLZ\n\n\n\nSeries Sponsor – The Nichols Fund\n\n\n\nPresenting Sponsor – State Theatre\, Portland\, Maine\n\n\n\n\n\n\n\n\n\n\n\n\n\n\nThe Portland Jazz Orchestra has been a staple at One Longfellow Square since 2006\, bringing the sound of Maine’s premier concert jazz ensemble to our stage month after month. Led by Dr. Chris Oberholtzer\, this 19-piece big band performs an ever-evolving mix of instrumental and vocal jazz\, from classic charts to new works penned by local composers like Craig Skeffington\, Mike Sakash\, Brad Ciechomski\, Jake Sturtevant\, and Terry White. Their repertoire also draws from the greats\, including Duke Ellington\, Count Basie\, Stan Kenton\, Bill Holman\, Patrick Williams\, Woody Herman\, and Maria Schneider. \n\n\n\nThe orchestra is made up of top-tier New England musicians who balance active performing careers with roles as educators. Collectively\, PJO members have recorded\, toured\, and shared stages with artists such as Natalie Cole\, Tony Bennett\, Wayne Bergeron\, The New York Voices\, Barry Manilow\, Roberta Flack\, The Temptations\, the Artie Shaw Orchestra\, the Smithsonian Jazz Masterworks Orchestra\, and the Glenn Miller Orchestra. \n\n\n\nGrounded in their commitment to music education\, the Portland Jazz Orchestra also offers clinics and performances for schools and community programs throughout northern New England. \n\n\n\nWebsite | Facebook | Instagram 
URL:https://onelongfellowsquare.com/event/s2s-pjo/
LOCATION:One Longfellow Square\, 181 State Street\, Portland\, ME\, 04101\, United States
CATEGORIES:Outdoor Concert
ATTACH;FMTTYPE=image/png:https://onelongfellowsquare.com/wp-content/uploads/2026/05/7_3-Soggy-Po-Boys-CSP.png
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BEGIN:VEVENT
DTSTART;TZID=America/New_York:20260723T180000
DTEND;TZID=America/New_York:20260723T200000
DTSTAMP:20260606T191301
CREATED:20260519T191419Z
LAST-MODIFIED:20260519T191424Z
UID:10003579-1784829600-1784836800@onelongfellowsquare.com
SUMMARY:Square to Square Outdoor Concert Series: Sunburned Sharks
DESCRIPTION:6PM – 8PM\n\n\n\nOur 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! \n\n\n\nWe’re so grateful for this year’s generous sponsors!  \n\n\n\n\nSeason Sponsor – Northern Light Mercy Hospital\n\n\n\nMedia Sponsor – 98.9 WCLZ\n\n\n\nSeries Sponsor – The Nichols Fund\n\n\n\nPresenting Sponsor – State Theatre\, Portland\, Maine\n\n\n\nPerformance Sponsor – Friends & Family\n\n\n\n\n\n\n\n\n\n\n\n\n\n\nBased in Portland\, Maine\, Sunburned Sharks delivers sun-soaked indie-funk R&B distilled from 60s soul\, 70s funk\, 80s pop\, 90s rock\, R&B\, and classic rock rolled into one “gritty vintage-meets-polished modern” vision.   \n\n\n\nWith bright guitar lines that catch the light like ocean spray\, go-down-smooth vocals\, and airtight horn lines that punch with big-band swagger\, Sunburned Sharks has drawn comparisons to Hozier’s spiritual intensity\, Lake Street Dive’s horn-fueled vitality\, Vulfpeck’s vacuum-seal vision\, and John Mayer’s guitar finesse. The setlist might take you from Whitney Houston to Marvin Gaye\, Al Green to Fleetwood Mac\, Tom Petty to The Dip\, Bruce Springsteen to original indie-funk fever dreams—each delivered with an energy that could power a town for a week. \n\n\n\nWebsite | Facebook | Instagram
URL:https://onelongfellowsquare.com/event/s2s-sunburned-sharks/
LOCATION:One Longfellow Square\, 181 State Street\, Portland\, ME\, 04101\, United States
CATEGORIES:Outdoor Concert
ATTACH;FMTTYPE=image/png:https://onelongfellowsquare.com/wp-content/uploads/2026/05/2026-Web-Images.png
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BEGIN:VEVENT
DTSTART;TZID=America/New_York:20260730T180000
DTEND;TZID=America/New_York:20260730T200000
DTSTAMP:20260606T191301
CREATED:20260508T192956Z
LAST-MODIFIED:20260508T193001Z
UID:10003543-1785434400-1785441600@onelongfellowsquare.com
SUMMARY:Square to Square Outdoor Concert Series: Tricky Britches
DESCRIPTION:6PM – 8PM\n\n\n\nOur 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! \n\n\n\n\nSeason Sponsor – Northern Light Mercy Hospital\n\n\n\nMedia Sponsor – 98.9 WCLZ\n\n\n\nSeries Sponsor – The Nichols Fund\n\n\n\nPresenting Sponsor – State Theatre\, Portland\, Maine\n\n\n\n\n\n\n\n\n\n\n\n\n\n\nTricky Britches is a high-energy string band hailing from Portland\, Maine. With their original songs and traditional roots\, the band blends bluegrass\, country\, folk\, and rock into a unique\, driving sound that always brings people to the dance floor. Formed in 2009\, Tricky Britches has become a staple of the New England music scene. The band features Tyler Lienhardt on Fiddle\, Seth Doyle on Guitar\, Jed Bresette on Bass\, Jake Henning on Mandolin\, Richard Bicknell on Banjo\, and Riley Kern on drums. \n\n\n\nWebsite | Facebook | Instagram
URL:https://onelongfellowsquare.com/event/s2s-tricky/
LOCATION:One Longfellow Square\, 181 State Street\, Portland\, ME\, 04101\, United States
CATEGORIES:Outdoor Concert
ATTACH;FMTTYPE=image/png:https://onelongfellowsquare.com/wp-content/uploads/2026/05/7_3-Soggy-Po-Boys-CSP-3.png
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BEGIN:VEVENT
DTSTART;TZID=America/New_York:20260820T180000
DTEND;TZID=America/New_York:20260820T200000
DTSTAMP:20260606T191301
CREATED:20260508T193907Z
LAST-MODIFIED:20260508T193910Z
UID:10003546-1787248800-1787256000@onelongfellowsquare.com
SUMMARY:Square to Square Outdoor Concert Series: Toby McAllister & The Sierra Sounds
DESCRIPTION:6PM – 8PM\n\n\n\nOur 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! \n\n\n\n\nSeason Sponsor – Northern Light Mercy Hospital\n\n\n\nMedia Sponsor – 98.9 WCLZ\n\n\n\nSeries Sponsor – The Nichols Fund\n\n\n\nPresenting Sponsor – State Theatre\, Portland\, Maine\n\n\n\n\n\n\n\n\n\n\n\n\n\n\nA founding member of Sparks the Rescue\, Maine native Toby McAllister has been making music since childhood. After years of touring the world with Sparks\, he returned home to raise a family and launch a solo career. His debut EP Daydreamin’ (2020) led to shows alongside some of his idols\, and in 2023 he followed with Autumn Skies\, a heartfelt record featuring longtime Sparks bandmates and guest appearances from members of The Mallett Brothers Band and Old 97’s. The album earned a New England Music Awards nomination for Album of the Year. \n\n\n\nIn 2024\, inspired by the loss of his father and the birth of his second child\, McAllister recorded The Outsider EP in rural Maine with producer Jonathan Wyman. Its opening track\, “Millinocket Stars\,” is now in rotation on Portland’s WCLZ. Beyond his original work\, McAllister stays busy performing across New England\, including with his wedding band The Jameson Four. \n\n\n\nToby McAllister & The Sierra Sounds have shared the stage with Carly Pearce\, Eli Young Band\, Rhett Miller\, Old 97’s\, Billy Bob Thornton & The Boxmasters\, and The Mallett Brothers Band. \n\n\n\nWebsite | Facebook | Instagram
URL:https://onelongfellowsquare.com/event/s2s-toby/
LOCATION:One Longfellow Square\, 181 State Street\, Portland\, ME\, 04101\, United States
CATEGORIES:Outdoor Concert
ATTACH;FMTTYPE=image/png:https://onelongfellowsquare.com/wp-content/uploads/2026/05/7_3-Soggy-Po-Boys-CSP-2.png
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20260827T180000
DTEND;TZID=America/New_York:20260827T200000
DTSTAMP:20260606T191301
CREATED:20260508T191259Z
LAST-MODIFIED:20260508T191303Z
UID:10003537-1787853600-1787860800@onelongfellowsquare.com
SUMMARY:Square to Square Outdoor Concert Series: Heather Lynn + Melvin Gradiz Band (LEAF Showcase 🌱)
DESCRIPTION:6PM – 8PM\n\n\n\nOur 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! \n\n\n\n\nSeason Sponsor – Northern Light Mercy Hospital\n\n\n\nMedia Sponsor – 98.9 WCLZ\n\n\n\nSeries Sponsor – The Nichols Fund\n\n\n\nPresenting Sponsor – State Theatre\, Portland\, Maine\n\n\n\n\n\n\n\n\n\n\n\n\n\n\nHeather Lynn:\n\n\n\nHeather Lynn creates music that melds humor\, nostalgia\, and vulnerability. With a deep love of curiosity\, Heather’s songs move through different genres and textures. Her performances have been compared to the likes of Patsy Cline\, Weyes Blood\, and Feist. Heather currently lives in Portland\, Maine where she works as a music teacher. Heather performs her original music solo and with her bandmates throughout New England. \n\n\n\nWebsite | Instagram \n\n\n\n\n\n\n\n\n\n\n\n\n\nMelvin Gradiz Band:\n\n\n\nMelvin Gradiz was born in Miami\, Florida\, and has been drawn to music for as long as he can remember. In recent years\, he’s fallen in love with songwriting and releasing music independently. He recently formed the Melvin Gradiz Band with drummer Gary Lowell and bassist Randy Runnels and is excited to see the music that emerges from there. \n\n\n\nFacebook | Instagram
URL:https://onelongfellowsquare.com/event/s2s-heather-melvin/
LOCATION:One Longfellow Square\, 181 State Street\, Portland\, ME\, 04101\, United States
CATEGORIES:Outdoor Concert
ATTACH;FMTTYPE=image/png:https://onelongfellowsquare.com/wp-content/uploads/2026/05/7_3-Soggy-Po-Boys-CSP-5.png
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