Top Shows Blooming In Portland This May!

Catch the must-see shows lighting up Portland
Portland is blooming with must-see shows this May! From laugh-out-loud comedy nights to chart-topping artists and Broadway blockbusters, there's something for everyone. May is serving up back-to-back hits, so here's your chance to make it A-May-zing and let your entertainment calendar blossom!
Here Is A Sneak Peek Of What's Happening
Six
May 4, 2025, Keller Auditorium
"The queens of Tudor England take center stage with a mic drop heard through the centuries."
Forget the textbookshistory just got a remix! In 'Six', the six wives of Henry VIII storm the stage in a pop-concert-meets-musical-theatre extravaganza that's rewriting the narrative. With a score bursting with energy and sass, this West End hit by Toby Marlow and Lucy Moss transforms heartbreak into empowerment, delivering a powerhouse performance that celebrates the voices of women past and present. Get ready to cheer for Catherine, Anne, Jane, and the rest as they claim the spotlight for themselves.
Oregon Symphony - Gershwin's Rhapsody in Blue
May 17 - 19, 2025, Arlene Schnitzer Concert Hall
"A jazz-tinged journey through the heartbeat of New York, brought to life by Oregon Symphony and piano virtuosity."
Gershwin's iconic 'Rhapsody in Blue' takes center stage in this electrifying collaboration between Oregon Symphony and the extraordinary Makoto Ozone. Under the baton of Kevin John Edusei, this masterful blend of classical form and jazz improvisation paints an auditory portrait of bustling 1920s New York. Often described as a "musical kaleidoscope of America," Gershwin's timeless piece pulses with vibrancy, energy, and innovation in every note.
James Taylor
May 23, 2025, Cascades Amphitheater
"With a guitar in hand and poetry in his soul, James Taylor returns to soothe and inspire."
Get ready for an unforgettable evening under the stars as folk-rock legend James Taylor brings his iconic sound to the Cascades Amphitheater. Known for his warm vocals and introspective lyrics, the five-time Grammy winner will perform beloved hits like 'Fire and Rain', 'Sweet Baby James', and 'Carolina In My Mind'. Taylor's intimate storytelling and soothing melodies make every performance a heartfelt journey through decades of musical excellence.
Jimmy Carr
May 28, 2025, Revolution Hall
"Wickedly clever and outrageously funny, Jimmy Carr's latest tour delivers laugh after laugh."
The master of deadpan one-liners and devilish wit, Jimmy Carr returns stateside with his brand-new 'Laughs Funny' tour. Famous for his rapid-fire delivery and fearless humor, Carr's comedy is a blend of razor-sharp timing and brutal honesty. Whether you're a longtime fan or a first-timer, this live show promises to leave your sides aching and your mind spinning from his brilliantly twisted takes on life and everything in it.
Cirque Du Soleil - Crystal
May 29 - June 1, 2025, Veterans Memorial Coliseum
"An ethereal collision of ice and imaginationCirque Du Soleil glides into a surreal new realm."
Prepare to be dazzled as Cirque Du Soleil breaks the ice with 'Crystal', a breathtaking fusion of acrobatics and figure skating. In this one-of-a-kind production, the circus dares to dream on frozen water, with a visual feast of glittering costumes, gravity-defying stunts, and mesmerizing storytelling. Journey with Crystal as she escapes the ordinary and discovers the extraordinary within, in a performance that redefines what's possible on (and above) the ice.
Want to see what else is coming? Click HERE and make May one to remember!