1 May 2025
Friday 2 May- Saturday 7 June
The Lover & The Dumb Waiter – Ensemble Theatre, Kirribilli
Experience a double dose of Harold Pinter’s genius with this pairing of two darkly comedic one-act plays. Prepare for an evening of both sharp wit and subtle threat from one of theatre’s most original and adaptable playwrights.
Saturday 3 May – 2:00PM
Upper Vibe – Greenwood Hotel, North Sydney
By popular demand, London’s beloved day party, Upper Vibe, is returning to Sydney for an even bigger event! Get ready for another incredible day-to-night experience filled with soulful, funky, and disco house music. Our top-tier DJs will be delivering high-energy vibes and the finest vocal house grooves from start to finish.
Wednesday 7 May – Friday 9 May
2MBS Fine Music Sydney Book & CD Fair – Crows Nest Community Centre
Discover a wealth of literary and musical gems at the 2MBS Fine Music Book and CD Fair. Collectors, music enthusiasts, and avid readers won’t want to miss this opportunity to explore a diverse collection of vinyl records, rare CDs, and sought-after books spanning all genres.
Thursday 8 May – 6:00PM
Thank God it’s Friday with Charlie Pickering – The Concourse, Chatswood
TGIF! with Charlie Pickering is a weekly comedy radio show broadcast on 702 ABC Radio Sydney and ABC Radio National every Friday, offering an ideal start to the weekend. As part of the Sydney Comedy Festival, Charlie and a panel of hilarious guests will bring the fun and spontaneity of TGIF! to the stage, recapping the week’s events.
Sunday 11 May – 1PM
Sunset Series – St Leonards Park, North Sydney
Celebrate Mother’s Day with a special event featuring powerhouse vocalist Thando, known for her distinctive blend of modern soul, R&B, and funk. The show will open with the soulful and captivating sounds of internationally acclaimed singer Natalie Slade.
Monday 12 May – 8:00PM
Taffy’s Comedy Night – The Oaks, Neutral Bay
Catch Melbourne Comedy Festival’s Most Outstanding Show winner Nikki Britton (HYBPA?, The Project) with her engaging presence and strong material. See award-winning comedian Madelaine Stewart (ABC Comedy, Listen-Able) as she explores disability and social norms. Enjoy veteran comedian, MC, and Byron Bay FM host John Peacock.
Tuesday 13 May – 8:00PM
Sydney Comedy Festival Showcase – Hayden Orpheum, Cremorne
Celebrate our 20th anniversary with a night of top-tier comedy at the Hayden Orpheum! The Sydney Comedy Festival Showcase is returning, bringing a hand-picked selection of the funniest acts from the 2025 Festival directly to you.
Friday 16 May – 7:00PM
Arj Barker – The Mind Field – The Concourse, Chatswood
All of reality, as we can ever possibly know it, exists exclusively in our minds. Armed with this knowledge, Arj sets out to answer some of Life’s Biggest Questions: Why are we here? Are we alone in the Universe? Why does it hurt when we pee? You’ll laugh and you’ll learn, but you’ll never look at anything the same, once you enter… The Mind Field.
Friday 16 May
Live at Hayes feat. violinist Emma McGrath and tenor Louis Hurley – Hayes St Studio, Neutral Bay
An exceptional ensemble, featuring Tasmanian Symphony Orchestra Concertmaster Emma McGrath and the acclaimed tenor Louis Hurley (Pinchgut Opera), will perform captivating 20th and 21st-century compositions. The program includes “the violinist (2024)” by Puerto Rican composer Angélica Negrón and a rare performance of the trio for flute, violin, and piano by renowned Italian film composer Nino Rota (The Godfather, Amarcord). The evening will also showcase songs and pieces by Vaughan Williams, Thomas Adès, and Aaron Copland. Don’t miss this opportunity for a delightful and imaginative musical experience.
Saturday 24 May – 8:00PM
The Burt Bacharach Songbook – Norths Cammeray
Experience the brilliance of Burt Bacharach through “The Burt Bacharach Songbook,” a loving homage to the celebrated composer. Bacharach’s exceptional gift for crafting enduring melodies was famously brought to life by iconic voices including Dionne Warwick, Aretha Franklin, Dusty Springfield, Tom Jones, Perry Como, and countless others. Immerse yourself in his timeless musical legacy.
Sunday 25 May – 2:00PM
Banff Mountain Film Festival – Hayden Orpheum, Cremorne
This special two-hour Banff Mountain Film Festival World Tour edition is designed for young adventurers and the young at heart.Perfect for shorter attention spans and those who love adventure and adrenaline, this concise program features mostly short films. It will take you on a global journey, get your heart pumping, and introduce you to fascinating mountain wildlife.
Saturday 31 May – 6:00PM
Stars of the North – Norths Cammeray
Back again in 2025 with a whole new squad of local personalities who are ready to put their talent to the test to dance for cancer!A high energy dance spectacular bringing the North Shore and surrounding suburbs together and raising much needed funds for Cancer Council NSW.