Wattle Ridge, Wingecarribee

The Australian Eagles Show – 50 Years of Hotel California – Picton

Concert or Performance

16 May 2026

Distance from: 21.2 kms | Price from: Not Available

Fifty years on, Hotel California remains a cornerstone of classic rock — an iconic album that defined a generation and...

Marty Sheargold – The Red Card Tour – Bowral

Concert or Performance

28 Aug 2026

Distance from: 21.8 kms | Price from: Not Available

As much as Marty has been trying to embrace early retirement – he's bored so he's going to be the...

Berrima Schoolyard Markets

Markets

24 May 2026 to 22 Nov 2026

Distance from: 24.0 kms | Price from: Free

Berrima Schoolyard Markets has 50 sassy stalls that will delight you! There are children's activities galore, including a jumping castle...

Macro Flora painting workshop

Classes, Lessons, Workshops and Talks

14 Jun 2026

Distance from: 21.9 kms | Price from: $170.00

Create your own beautiful, large-scale flora painting in this relaxed and supportive one-day workshop.Perfect for beginner and intermediate artists, you'll...

2027 Autumn Gardens Weekend and Plant Fair

Exhibition and Shows

16 Apr 2027 to 19 Apr 2027

Distance from: 23.9 kms | Price from: $10.00

The 16th annual Southern Highlands Botanic Gardens Autumn Open Gardens and Plant Fair returns for a spectacular weekend celebration.They are...

Choirboys – Great Australian Rock N Roll Stories – Picton

Concert or Performance

6 Nov 2026

Distance from: 21.2 kms | Price from: Not Available

Back in 1978, a group of twenty-something mates from Sydney's Northern Beaches formed a band called Choirboys. Surrounded by the...

Gardens and Landscapes of the Southern Highlands – Then and Now

Exhibition and Shows

15 May 2026 to 16 Aug 2026

Distance from: 24.6 kms | Price from: Not Available

In conjunction with the Southern Highlands Branch of the Australian Garden History Society the museum has reopened with an exciting...

Huff N Puff Road Race

Sporting Events

24 May 2026

Distance from: 15.9 kms | Price from: $30.00

Put yourself to the test against a steam train in the Huff N' Puff road race.The Huff 'N Puff Run...

Southern Highlands Performance Horse Week

Sporting Events

13 Nov 2026 to 23 Nov 2026

Distance from: 21.9 kms | Price from: Not Available

A range of equine events for horse riders and enthusiasts across the Southern Highland region, culminating in Bong Bong Picnic...

Thirlmere Festival of Steam

Festivals and Celebrations

16 May 2026 to 17 May 2026

Distance from: 16.0 kms | Price from: Not Available

Thirlmere village will once again awaken to the enchanting sound of the steam whistle for the annual Thirlmere Festival of...

2026 Southern Highlands Writers’ Festival Literary Dinner

Festivals and Celebrations

23 Jul 2026

Distance from: 21.5 kms | Price from: $165.00

An unforgettable black-tie Literary Dinner at Berkelouw's iconic Book Barn.Savour fine food and wines amid thousands of books, and celebrate...

Bowral Milky Way Masterclass

Classes, Lessons, Workshops and Talks

12 Jun 2026

Distance from: 18.6 kms | Price from: $297.00

Do you want to learn night photography to capture beautiful Milky Way landscapes? Join multi-award-winning photographer David Magro for a...

Ink on Yupo Workshop

Classes, Lessons, Workshops and Talks

6 Sep 2026

Distance from: 21.9 kms | Price from: Not Available

Explore using ink on yupo in this one-day workshop.Alcohol inks create vibrant transparent colour, unlike any other medium and form...

Autumn Classes

Classes, Lessons, Workshops and Talks

14 May 2026 to 25 Jun 2026

Distance from: 21.9 kms | Price from: $360.00

Join the friendly art classes in Bowral and learn to draw or paint in a relaxed, supportive studio environment where...

Cameron Jones Trio – Southern Highlands Golf Club

Concert or Performance

23 May 2026

Distance from: 18.4 kms | Price from: $40.00

Blending French, Sinti, American jazz and Italian melodies, the Cameron Jones Trio delivers a repertoire shaped through years of live...

Bowral Classic

Sporting Events

18 Oct 2026

Distance from: 21.7 kms | Price from: Not Available

Since the inaugural event in 2016, the Bowral Classic has become a staple fixture in the road cycling calendar. Set...

Jam Exchange

Markets

5 Oct 2026

Distance from: 22.2 kms | Price from: Free

The Jam Exchange is a new, annual Jam Marketplace and Exchange event at Bowral Public School in the Southern Highlands,...

The New Bowral School Market

Markets

30 May 2026 to 22 May 2027

Distance from: 22.2 kms | Price from: Not Available

The largest and most visited market in the Southern Highlands.Lots of quality market stalls, gourmet food trucks, fresh produce, flowers...

The Co-op Growers Market

Markets

14 May 2026 to 6 May 2027

Distance from: 22.1 kms | Price from: Not Available

Bringing fresh local goodness straight from the region's growers, the market offers a diverse mix of stallholders—from the Southern Highlands...

Southern Highlands Writers’ Festival

Festivals and Celebrations

24 Jul 2026 to 26 Jul 2026

Distance from: 21.8 kms | Price from: Not Available

Celebrating its 15th anniversary, the Southern Highlands Writers' Festival brings together some of Australia's leading writers and thinkers, this year...

Horizontal Festival

Food and Wine

2 Oct 2026 to 5 Oct 2026

Distance from: 19.4 kms | Price from: $59.00

This October Long Weekend enjoy a food, wine and music festival in the vineyards of the Southern Highlands, 90 minutes...

Live On The Lawn

Food and Wine

17 May 2026 to 30 Aug 2026

Distance from: 17.5 kms | Price from: Not Available

Live on the lawn brings local artists to the stage every Sunday!Wood fired pizzas on the lawn and live music.Bookings...

Mittagong Markets

Markets

16 May 2026 to 20 Feb 2027

Distance from: 18.6 kms | Price from: Not Available

Mittagong Markets are an outdoor market with approximately 60-70 stalls.The stalls have an amazing variety of unique gifts, local products...

Old Days, New Days | Arlta-imankinya, Arlta-errama

Exhibition and Shows

13 May 2026 to 14 Jun 2026

Distance from: 23.0 kms | Price from: Not Available

An Annual exhibition committed to showcasing the work of Australian women artists.Each year, Ngununggula dedicates an exhibition to celebrate the...

Dungeons and Dragons – Neuro Hangz – Southern Highlands

Community Event

16 May 2026

Distance from: 17.5 kms | Price from: $20.00

Dungeons & Dragons Follow-Up Quest. Beginner-friendly and supported by local Game Masters.Come for the story and stay for the connection....

Open Day and Overstock Plant Sale

Markets

24 May 2026

Distance from: 23.9 kms | Price from: Free

Southern Highlands Botanic Gardens Annual Open Day and Plant Sale is on with free entry and free guided toursGates open...

Day Out With Thomas at the NSW Rail Museum

Community Event

21 Aug 2026 to 30 Aug 2026

Distance from: 16.0 kms | Price from: Not Available

Time to Party with Thomas the Tank Engine! Day Out With Thomas: The Party Tour is heading to the NSW...

Thirlmere Festival Of Steam Picnic Train

Markets

17 May 2026

Distance from: 14.1 kms | Price from: Not Available

Hop aboard The Picnic Train for a special return day trip from Sydney to Thirlmere, celebrating the annual Thirlmere Festival...

Picton Parkrun

Community Event

16 May 2026 to 24 Jul 2027

Distance from: 21.3 kms | Price from: Not Available

Parkrun is a free, fun, and friendly weekly 5k community event. Walk, jog, run, volunteer or spectate – it's up...

Make Your Own Cider Experience

Food and Wine

16 May 2026 to 6 Dec 2026

Distance from: 17.4 kms | Price from: $0.00

Dive into the world of cider-making with a tour of the farm and facilities at the beautiful Cedar Creek Orchard.Get...

Colo Vale Village Market

Markets

6 Jun 2026 to 5 Sep 2026

Distance from: 14.1 kms | Price from: Not Available

A friendly monthly village market with a variety of stalls including fresh produce, Devonshire teas, home crafts and delicious home...

Luke Kidgell: Good Intentions – Picton

Concert or Performance

26 May 2026

Distance from: 21.2 kms | Price from: $55.00

Luke Kidgell continues his new World Tour in Australia in 2026. Luke is known for his viral crowd-work interactions that...

Melbourne International Comedy Festival Roadshow – Bowral

Concert or Performance

20 Jun 2026

Distance from: 21.8 kms | Price from: Not Available

Australia's most iconic comedy tour is hitting the road for a huge 28th year! Bringing together the brightest stars from...

Neuro Hangz – Tennis Day in the Southern Highlands

Community Event

17 May 2026

Distance from: 18.6 kms | Price from: $20.00

Tennis Hangz is a relaxed, low-pressure session for neurodivergent (ND) adults and allies who want a little movement, fresh air...

Heritage Train Rides

Community Event

16 May 2026 to 6 Dec 2026

Distance from: 15.5 kms | Price from: Not Available

Bring history to life with a heritage train ride at the NSW Rail Museum in Thirlmere. Enjoy a 40-minute heritage...