The Southern Highlands is full of exciting events year-round.
From the Tulip Time Festival, Brigadoon to Bong Bong Races and everything in between, there is always something on in the Southern Highlands to entertain and inspire.
Key Events
Bowral Autumn Music Festival 2026
26 Mar - 29 Mar 2026
St Jude’s Music Association Inc. presents a celebration of s...
Jimmy Barnes - Working Class Man 40th Anniversary Tour - at Centennial Vineyards
28 Mar 2026
The Working Class Man is turning 40 – and you’re all invited to the party! To ce...
Diesel By Request '26
11 Apr 2026
Off the back of the extraordinary success of his current 15 date regional BY REQ...
Bundanoon Highland Gathering - Brigadoon 2026
18 Apr 2026
The next Annual Highlands Gathering will take place on Saturday 18 April 2026 A...
Ross Noble - Cranium of Curiosities
21 Apr 2026
Roll up, roll up! Or use a more conventional form of transport to get to the sho...
Sydney Comedy Festival Showcase
21 May 2026
The Sydney Comedy Festival Showcase Tour will be tearing up the freeways of Aust...
2026 Melbourne International Comedy Festival Roadshow
20 Jun 2026
Australia’s biggest comedy festival is hitting the road and bringing the laughs...
An Evening with Anna Funder
10 Sep 2026
Oxley College presents: As a writer who places being human at the centre of her...
Tulip Time 2026
11 Sep - 5 Oct 2026
The annual Tulip Time Flower Festival held in Spring in the Southern Highlands,...