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What’s On in Mosman

  • 1 day ago
  • 5 min read

Your Guide to Mosman Events: Concerts, Comedy, Markets and Entertainment Happening Near You



Your guide to the best theatre, food, entertainment and live music happening in Mosman and other nearby neighbourhoods.


Winterfest Night Market

🪈 Mosman Concert Series

📍 Sacred Heart Church Hall
📅 May 31 | 2:30pm

Hear members of the Sydney Symphony Orchestra perform Mozart’s beloved Clarinet Quintet in an intimate chamber music setting, alongside works by Weber. The acclaimed Chanterelle String Quartet and Frank Celata deliver a beautifully crafted hour of classical music followed by an audience Q&A and a glass of sparkling to close the evening. 



💃🏻 Concert: Steffania Uttaro 

📍 Mosman Seniors Centre
📅 June 16 | 11:30am - 1pm

We are pleased to present Argentine singer-songwriter and actress Steffania, performing an engaging set of songs in Spanish and English spanning Latin, pop, jazz and soul. A vibrant live performance accompanied by a light lunch. Bookings essential.



Steffania Uttaro

🎹 Michelle Nicolle & Paul Grabowsky

📍 The Lounge (The Concourse, Chatswood)
📅 June 18 | 7:30pm

Award-winning jazz vocalist Michelle Nicolle joins acclaimed pianist and composer Paul Grabowsky for Noir, an intimate evening of reimagined jazz standards and timeless ballads. Reworking songs by legends such as Frank Sinatra and Cole Porter, the duo uncover the emotional depth and hidden poetry within familiar melodies.



🛍️ WinterFest Night Markets

📍 Mosman Square & Village Green
📅 June 25 | 3:30pm - 8pm

Embrace the winter magic at Mosman’s WinterFeast Night Market, a cosy evening of artisan stalls, gourmet street food, sweet treats and warming drinks set beneath twinkling lights. Enjoy live music and festive entertainment as Mosman Village comes alive - the perfect local outing for food, shopping and community vibes. 



 🇬🇧 Taste of British Lunch

📍 Mosman Seniors Centre
📅 June 26 | 12:30am - 2pm

Enjoy a delightful afternoon of good company, great food and a touch of British charm. With a nostalgic atmosphere and a friendly community feel, guests will be treated to popular British classics performed live by Yuki Jazz. A relaxed and enjoyable get-together not to be missed.



🧑‍🎤 The David Bowie Experience

📍 The Lounge (The Councourse)
📅 June 27 | 8pm

Ashes to Ashes is a world-class tribute to David Bowie, arriving in NSW in June 2026 for an unforgettable celebration of his iconic five-decade career. Featuring an all-star lineup of seasoned musicians, the show brings Bowie’s legendary catalogue to life with authenticity and energy. More than a tribute, Ashes to Ashes is a powerful, immersive experience honouring one of rock’s greatest innovators. 



🎵 Musical Pictures

📍 The Councourse Concert Hall
📅 July 4 | 2:00pm - 3:00pm 

Presented by Willoughby Symphony Orchestra, this family-friendly concert blends music and visual imagination in a vivid orchestral journey inspired by Mussorgsky. Under the direction of Chief Conductor Dr Nicholas Milton AM, audiences are taken through a dynamic “musical gallery” of expressive soundscapes.



🎷 SYJO Big Band & Spectra Jazz Orchestra

📍 The Lounge (The Concourse, Chatswood)
📅 July 16 | 7:30pm

A double bill of bold, big band energy lands at The Concourse as the Sydney Youth Jazz Orchestra Big Band and Spectra Jazz Orchestra take the stage. Expect adventurous Australian compositions, fresh interpretations of standards and standout emerging talent, with works by Judy Bailey, Ellen Kirkwood and Katie Bombardieri.



Bron Lewis

😂 Bron Lewis - Chaos

📍 The Lounge (The Concourse, Chatswood)
📅 July 24 | 8:15pm

Bron Lewis turns total life chaos into comedy, from raising three kids and a new puppy to juggling motherhood, a career change and everything in between. A former high school teacher, she delivers sharp, self-deprecating humour about the messy reality of trying to keep it all together when nothing goes to plan. 



🎸 Best of the Bee Gees

📍 The Lounge (The Concourse, Chatswood)
📅 Aug 7 | 7:30pm

Celebrate the Bee Gees by revisiting their iconic 1979 album, Greatest, featuring a high-energy set of disco classics, timeless ballads and chart-topping hits written for themselves and other legends. Endorsed by the Gibb family and original Bee Gees musicians, the show features Evan Webster, Russell Davey and Greg Wain, with special guest Debora McLane. 



💂 Last Night of the Proms 2026

📍 The Concourse Concert Hall
📅 August 8 & 9 | Various Times

Presented by Willoughby Symphony Orchestra, this rousing end-of-season celebration captures the spectacle, grandeur and audience participation of the world-famous Proms. This is a high-energy program of orchestral favourites, choral highlights and stirring classics, performed with full symphonic force and plenty of opportunities to sing along.



Last Night of the Proms

🎭 Macbeth - Come You Spirits

📍 The Lounge (The Concourse, Chatswood)
📅 Aug 19 - 22 | 7:30pm

This bold, stripped-back adaptation of Shakespeare's tragedy explores ambition, power, fate and human duality through its talented central characters and timeless moral questions. Featuring Wiradjuri dancer Ella Havelka as the Second Witch, the production blends Shakespeare’s language with powerful movement and striking theatrical intensity. 



🥁 Blue Rhythm Band

📍 The Lounge (The Concourse, Chatswood)
📅 Aug 27 | 7:30pm

The Duke Ellington Legacy by The Blue Rhythm Band celebrates the timeless swing of Duke Ellington in a high-energy tribute. Featuring a stellar lineup, this swinging quintet brings to life classics including Take the A Train, It Don’t Mean a Thing, and Caravan, alongside other Ellington favourites.



🎤 Emma Pask: High Standards

📍 The Lounge (The Concourse, Chatswood)
📅 Sept 17 | 7:30pm

Award-winning jazz vocalist Emma Pask returns to The Lounge alongside her acclaimed Jazz Trio Band following a sellout 2025 performance. Blending timeless jazz standards, classic swing and heartfelt ballads, Emma’s warm stage presence and powerful vocals promise an unforgettable evening of world-class live music. 



Weekly Local Events


🤠 Texas Tuesday

📍 Honeyrider Bar (230/232 Military Rd)
📅 Tuesdays

Honey Rider Bar is bringing a taste of the Lone Star State right to Neutral Bay with the brand-new Texas Tuesdays. Think retro charm, craft beers and a laid-back atmosphere, this local favourite, recently taken over by new owners, leans into Southern hospitality with smoky flavours, quality drinks and an easy-going neighbourhood vibe. It’s the perfect midweek escape for anyone chasing good food, good company and a little Texas spirit - yeehaw!



❓ Trivia Night

📍 The Buena (76 Middle Head Rd)
📅 Tuesday from 7:30pm

Gather your smartest friends and family members and head to Vista Bar to compete across a range of topics including music, sport, history, pop culture and general knowledge, with more than $150 worth of prizes up for grabs each week. Bookings are highly recommended to secure your spot for a fun and competitive night out. 



Events in Nearby Neighbourhoods


⚖️ Legally Blonde The Musical

⚖️ Legally Blonde The Musical

📍 June 2 - 4 
📅 Seymour Centre 

Presented by International Grammar School Sydney, Legally Blonde is a vibrant, feel-good story about determination, self-belief and staying true to yourself. Packed with catchy songs, dynamic dance numbers and plenty of fun. A fantastic experience for families and community members. This production celebrates the talent, creativity and dedication of IGS students, while offering families a glimpse into the vibrant learning the school has to offer. 



🩰 Engine (Sydney Dance Company)

📍 Drama Theatre, Sydney Opera House
📅 June 24 - July 12

Bringing together three visionary choreographers, Rafael Bonachela, Melanie Lane and Fran Diaz, Engine is a bold and fearless dance program. Bonachela premieres The Journey Itself Is Home, Lane returns with the vibrant Love Lock, and Diaz presents the hypnotic The Mass Ornament, exploring collective movement in its Australian debut.



🗣️ Haydn’s Creation

📍 Sydney Opera House Concert Hall
📅 July 4 | 1pm

Haydn’s Creation oratorio depicts the creation story in luminous musical colours. It’s the perfect work for the 120 voices of our Symphony Chorus and the theatrical instincts of our three soloists, taking on the roles of archangels and the first humans. Voice, energy, joy?  This music has all three in abundance. Details below or call 02 9874 6200.





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