High Range, Wingecarribee

Love A Fair Wedding Showcase Southern Highlands

Exhibition and Shows

18 Jan 2026

Distance from: 20.4 kms | Price from: $10.00

Love A Fair Wedding Showcase Southern Highlands is a celebration of local inspiration and authentic connections, bringing together over 80...

Sydney Mandolin Orchestra – Southern Highlands

Concert or Performance

23 Nov 2025

Distance from: 16.3 kms | Price from: Not Available

Established in 1932, Sydney Mandolin Orchestra (SMO), is Australia's longest running mandolin orchestra and is dedicated to growing and sharing...

Christmas at Golden Vale

Classes, Lessons, Workshops and Talks

14 Dec 2025

Distance from: 19.0 kms | Price from: $60.00

Enjoy a traditional Christmas at Golden Vale with acoustic music in the beautiful Edwardian Garden, carriage rides, and homestead tours....

Tom Curtain’s Here’s to You Tour – Moss Vale

Community Event

7 Feb 2026

Distance from: 20.7 kms | Price from: $0.00

Nationally acclaimed singer-songwriter Tom Curtain is again hitting the road, touring his national award-winning outback show 'Katherine Outback Experience' and...

Live On The Lawn

Food and Wine

9 Nov 2025 to 30 Aug 2026

Distance from: 12.7 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...

Horizontal Festival

Food and Wine

2 Oct 2026 to 5 Oct 2026

Distance from: 13.4 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...

Country Markets at Peppers Manor House

Markets

22 Nov 2025 to 27 Jun 2026

Distance from: 21.7 kms | Price from: Not Available

Country Markets is the latest monthly market by the Eat. Shop. Love. team, held at the stunning Peppers Manor House...

Rotary Moss Vale Showground Markets

Markets

16 Nov 2025 to 16 Aug 2026

Distance from: 22.4 kms | Price from: Not Available

The Country Style Showground Markets feature a variety of offerings, including food stalls, coffee and cakes, handcrafts, plants and produce,...

The Handmade in the Highlands Market

Markets

18 Oct 2025 to 21 Mar 2026

Distance from: 13.4 kms | Price from: Not Available

Set against the stunning backdrop of rolling vineyards and Southern Highlands charm, the newest market on the block, Handmade in...

Autumn Open Gardens and Plant Fair

Exhibition and Shows

18 Apr 2026 to 20 Apr 2026

Distance from: 18.4 kms | Price from: $10.00

Five fabulous private gardens rarely open to the public will open their gates for the weekend.Visitors will have the unique...

Bowral Milky Way Masterclass

Classes, Lessons, Workshops and Talks

12 Jun 2026

Distance from: 15.7 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...

Mittagong Markets

Markets

15 Nov 2025 to 20 Feb 2027

Distance from: 16.0 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...

Exeter Village Market

Markets

6 Dec 2025

Distance from: 25.0 kms | Price from: Not Available

A country market with a vibrant community of makers, producers and sellers in one of the most beautiful settings in...

Gardens and Landscapes of the Southern Highlands – Then and Now

Exhibition and Shows

7 Nov 2025 to 16 Aug 2026

Distance from: 13.4 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...

Quantum Breathwork and Somatics

Classes, Lessons, Workshops and Talks

13 Dec 2025 to 20 Dec 2025

Distance from: 15.8 kms | Price from: Not Available

Step into a transformative Breathwork and Somatics experience in Bowral, NSW. Led by Lucy O'Donnell, a Breathwork and Somatics facilitator,...

Red Dirt Hymns

Concert or Performance

14 Nov 2025

Distance from: 16.3 kms | Price from: Not Available

A hymnal to the country under our feet.A living songbook more than four years in the making, Andrew Ford's hymnal...

Bong Bong Picnic Race Day

Community Event

21 Nov 2025

Distance from: 20.4 kms | Price from: $30.00

Bong Bong Picnic Races is a historic community event that has been running since 1886. This is a day when...

Bowral Classic

Sporting Events

18 Oct 2026

Distance from: 16.0 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...

Colo Vale Village Market

Markets

6 Dec 2025 to 5 Sep 2026

Distance from: 17.6 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...

Berrima Schoolyard Markets

Markets

23 Nov 2025

Distance from: 13.0 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...