Little Simz face
Photograph: Supplied
Photograph: Supplied

The best gigs to see in Sydney this winter

We've picked out 15 must-see live music events this winter, from Splendour sideshows to local legends on tour

Joe Rivers
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The cooler climate brings with it a wave of international bands and acts that are heading our way thanks to Byron’s Splendour in the Grass festival. It’s also the best time of the year to catch one-off parties and big names at Sydney Opera House and Carriageworks as part of Vivid’s music line-up. Don’t let the temperature drop stop you from catching this season’s best live music. Here are our picks of the best gigs to see in Sydney from June till August.

RECOMMENDED: The best gigs in Sydney this week.

What's coming up this week?

  • Music
  • Jazz
  • The Rocks
To bring a little musical joy to the Harbour City through the cooler months, Sydney’s historic waterside precinct The Rocks is once again transforming Thursday evenings into a free, open-air jazz experience – with Jazz Sessions in The Rocks returning for its third year in 2026. Running from Thursday May 7 until Thursday September 24, the series will take over The Rocks Square each week, delivering intimate live performances set against cobblestone laneways and heritage buildings in the heart of Sydney. Curated in partnership with SIMA (Sydney Improvised Music Association), the program spotlights Australia’s thriving contemporary jazz scene, with a rotating monthly line-up of artists. The opening month features standout acts including the Harley Coleman Trio and Billie McCarthy, with new performers announced at the start of each month to keep things fresh, spontaneous and ever-evolving. Event times (every Thursday) 6:30pm – 7:15pm – First set 7:15pm – 7:30pm – Interval 7:30pm – 8:15pm – Second set 8:30pm – Event concludes To complement the music, visitors can explore a range of nearby food and drink offerings across The Rocks, from fiery Thai at Snake Bark, freshly shucked oysters at Hooked & Harvest, and classic Italian at Sicilian. Pisa Slice will also be serving a $10 slice and soft drink combo every Thursday, while a pop-up bar will be pouring everything from mulled wine to and Spicy Mango Margaritas. Free entry. No bookings required. Sign us up. Find out more over...
  • Music
  • Music festivals
  • Sydney
If your fave kind of night out involves wandering between bars filled with live music and accidentally stumbling into a laneway gig, clear your calendar: Great Southern Nights is dialling things up for 2026. Running from May 1–17, this statewide celebration of live music is back with a stacked lineup (headliners include Missy Higgins, Jessica Mauboy, Lime Cordiale and Genesis Owusu, to name a few) plus a fresh drop of 110 additional gigs. The big name gigs are the headline stealers, but the real magic is the return of the much-loved Gig Trails – popping up this year in even more remote corners of NSW. Think of the Gig Trails as your choose-your-own-adventure night out. Each precinct transforms into a walkable music playground, where you can dip in and out of venues depending on what’s calling you. Expect buskers on corners, surprise acoustic sets in tucked-away rooftops, and pop-up performances lighting up laneways you’ve probably walked past a hundred times without a second glance.RELATED READ: This free community will score you $25 tix to live gigs across NSW Kicking things off is Newcastle’s Midtown precinct, which will host a one-night-only music takeover from 5pm on Friday, May 1. With 11 venues involved – including faves like Bernie’s Bar, The Happy Wombat and The Rogue Scholar – you can bounce between gigs, jump on a karaoke rickshaw (yes, really) and hop a courtesy bus home when your feet need a break. The following weekend, Sydney gets its turn. On Saturday, May...
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  • Music
  • Music festivals
Polish those cowboy boots and get groovy, indie music lovers! Groovin The Moo is officially back. After cancellations in 2024 and 2025, this beloved regional music festival will take place in Lismore on May 9. It’s all going down at Oakes Oval on Widjabul/Wia-bal Country from 11am to 10pm. The 2026 line-up is stacked with heavy-hitters and rising stars, blending hip hop, indie, EDM and rock into one massive music celebration. Expect huge sets from Baker Boy, Denzel Curry (US), Dope Lemon, Matt Corby, Ninajirachi and Tones and I, alongside good times courtesy of The Chats and The Terrys. Breakout act Maple's Pet Dinosaur joins the bill, as do Northern Rivers talents The Colliflowers. Plus, Kath Ebbs brings the wildly popular Cowboy Country queer line dancing phenomenon to the paddock – yeehaw! General admission starts from $125 (plus booking fee), with VIP, camping, MobTix and youth options available. Children under 12 can attend free with a ticket-holding adult. Tickets go on sale on March 3. Check out the line-up and get your tickets here.  Lismore, it’s (nearly) your time to groove. Stay in the loop: sign up for our free Time Out Sydney newsletter for more news, food & drink inspo and activity ideas, straight to your inbox. RECOMMENDED:  The best bars and pubs for live music in Sydney  How to get tickets to Tame Impala These are the best nightclubs in the city

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