We’re so lucky in the Highlands to have so many amazing annual events that fill up our event calendars with a big range of super interesting events, experiences, festivals and fun.
We put together a list – season by season – of the big annual events that happen across the Highlands so you guys can plan your year and not miss out.
Here’s your guide to festivals and major events happening every year in the Southern Highlands.
It’s a FOMO free zone…
SUMMER
It’s a little quieter on the big events and festival front in the warmer months of the year as everyone focuses on Christmas and getting some holiday time in while the sun shines!
But there’s still Bowral Show, Berrima’s big celebration of Australia Day and the KV Show to head to.
January
The Bowral Show :: 2026 Dates TBC
Australia Day at Berrima :: 26 January 2025
February
Kangaroo Valley Show :: 14-15 February 2025
Alive Garden Party :: 22 February 2025
AUTUMN
The Highlands is ridiculously pretty in autumn as the trees turn golden and red. So beautiful! That’s probably why a lot of big events happen including our awesome local country shows [so much fun!], the famous Brigadoon event in Bundanoon that draws crowds of thousands, and the Burrawang Easter Markets.
March
A Day on the Green – FatBoy Slim :: 15 March 2025
Robertson Show :: 14-15 March 2025
Moss Vale Show :: 21- 23 March 2025
Bowral Autumn Music Festival :: 27-30 March 2025
Sculpture in the Valley :: 2025 Dates TBC
Earth Hour Sculpture in the Gardens :: 2025 Dates TBC
April
Brigadoon :: 5 April 2025
Rowany Festival :: 16- 21 April 2025
Burrawang Easter Market :: 19 March 2025
Autumn Open Gardens and Plant Fair :: 26- 27 April 2025
WINTER
Bundanoon Winterfest: Bundanoon Winterfest is taking a break in 2025. They’ll be back in 2026 with something new for Bundanoon locals, family and friends. Stay tuned for updates.
June
Bowral Crystal Fest :: 7-8 June 2025
July
Melbourne International Comedy Festival Roadshow :: 3 July 2025
DAY 1 – Southern Highlands Writers Festival :: 25 July 2025
DAY 2 – Southern Highlands Writers Festival :: 26 July 2025
DAY 3 – Southern Highlands Writers Festival :: 27 July 2025
August
The FOCK: Festival of Canoe and Kayak :: 8-10 August 2025
AgriShow Farm Field Day :: 29-30 August 2025
SPRING
This is the season that is jam-packed with fab festivals and big events – from sport to food and wine, through to music and art – including Tulip Time, the Bowral Classic and the popular Arts Trail. Such a great time to be out and about!
September
Tallong Apple Day :: 28 April 2025
Tulip Time :: 2025 Dates TBC
Southern Highlands Rugby Sevens :: 2025 Dates TBC
Kangaroo Valley Craft Beer + BBQ Festival :: 13-14 September 2025
October
Visual Arts In The Valley :: October Long Weekend
Bowral Classic :: 19 October 2025
Southern Highlands Jazz Festival :: 2025 Dates TBC
Kangaroo Valley Folk Festival :: 17-19 October 2025
Bundanoon Garden Ramble :: 25-26 October 2025
November
Southern Highlands ARTS Trail :: 2025 Dates TBC
Bong Bong Picnic Races :: 2025 Dates TBC
While these are just the bigger annual events on the Southern Highlands calendar, don’t forget our Event Directory is chock-a-block every week with all sorts of events, workshops, classes, exhibitions, open days and more.
Our team spend a lot of time keeping it up to date with super useful information and all you need to get out and about and live your best life in the Southern Highlands.
Enjoy!
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