The Southern Highlands is made up of many towns and villages, each with a unique past and an eagerness to share their heritage.


Following is a detailed trail history, please advise any amendments and/or corrections by email to tourism@wsc.nsw.gov.au

1. 52 Shepherd Street - Sir Donald Bradman's Childhood Home

2. Aboriginal Community and Cultural Centre

The management for this centre is currently being established. For further information please contact Community Development Coordinator at Council on (02) 4868 0866.

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3. Berrima Courthouse

The Berrima Courthouse can now truly lay claim to offer visitors a remarkable and extraordinary theatrical experience. A new sound and light show innovation brings together the very latest in audio visual technology. At the press of a button the visitor will find all their senses heightened to a level seldom experienced. As a narrator suddenly appears from out of the darkened court room & gives his historical chronicle to events in Berrima all in 5.1 surround sound. This visual prelude also includes the trial of the infamous murderers of the 1840s. As you are encircled on all sides by jury, public gallery, clerks of the court, barristers, the judge, and the accused this all goes to enhance the occasion. The terrible and final judgment will astonish most as the judge suddenly appears and makes his final summation as to what happens after execution. We promise you a most memorable encounter at the Berrima Courthouse. Open 7 days 10.00am - 4.00pm

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4. Berrima District Historical & Family History Society

The Berrima District Historical & Family History Society assist with all historic information for the Southern Highlands of NSW.

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5. Berrima District Museum

Be surprised, be amazed, be inspired when you visit this outstanding country museum.

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6. Berrima Historic Walk

A historic walking guide to Berrima is proudly supported by the Berrima District Historical & Family History Society. Berrima District Museum.

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7. Berrima River Walk

Discover what the German merchant seamen built along the Wingecarribee River while interned in Berrima for four years during during WW1.

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8. Bowral Historic Walk

A self-guided walking tour of the historic town of Bowral in the Southern Highlands of NSW.

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9. Bradman Walk

This walk takes you on a self-guided tour of Bowral, visiting some of the historic sites associated with Sir Donald Bradman AC. The walk is 1.7km and takes about 45min.

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10. Box Vale Walking Track

Box Vale Walking Track follows the formation of an historic railway line and passes through cuttings, along embankments and through a tunnel 84 metres is length. There are picnic tables located at the beginning of the track carpark.

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11. Burrawang General Store

Historic, 1867 Burrawang General Store and Licensed Cafe in the pretty village of Burrawang. Enjoy a meal from our creative menu, buy a gift or take home a fresh baked treat. Join us on the verandah, warm up by our wood fire or stroll around our garden.

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12. Cherry Tree Walk Bowral

Bowral is the home of the Vietnam War Memorial and Cherry Tree Walk. The memorial consists of a series of upright granite faced panels inscribed with the names of each Australian soldier who lost their life in the Vietnam War. The purpose of the memorial was to create an environmental memorial that expressed the nation’s respect for Vietnam Veterans and to honour their service. The Cherry Tree Walk consists of a walking/bike track beside the Mittagong Rivulet and 526 cherry trees have been planted, dedicated to each and every soldier who died during the war. The walk is particularly attractive in spring when the cherry trees are in flower.Incorporated into the design of the Memorial has been a Monument, inscribed with the names of the Australians who gave their lives in the service of their country.

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13. Fairground Follies

Unique Spectacular Events.

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14. Fitz Roy Iron Works

You can visit this historic site. Located in the lower carpark at the Northern end of Highlands Market Place Big W on the Old Hume Highway in Mittagong.

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15. Fitzroy Inn Historic Retreat

Welcome to the historic Fitzroy Inn, a Southern Highlands wedding venue, historic walk and boutique accommodation.

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16. Harper's Mansion

1834 National Trust Colonial Georgian House with period furnishings, 2 acres of strolling gardens and a unique maze. National Trust shop, Group tours by appointment. Every Weekend 10.30am to 4.00pm & Public Holidays. Other times are by appointment.

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17. Joadja Town & Distillery

Joadja Creek is the historical site of the Australian Kerosene Oil and Mineral Company Ltd.

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18. Kangaroo Valley Pioneer Village Museum

The Pioneer Museum Park at Kangaroo Valley is an enjoyable location for family and friends to have a picnic, take a bush walk and wander through the museum.

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19. Mittagong Historic Walk

A walking guide to Mittagong is proudly supported by the Berrima District Historical & Family History Society.

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20. Moss Vale Historic Walk

A self guided walking tours of the historic town of Moss Vale.

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21. NSW Rail Museum

Where rail heritage comes to life.

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22. Retford Park - National Trust of Australia (NSW)

James Fairfax AC has always believed that Retford Park should be preserved for the enjoyment and benefit of future generations, particularly those of the local district. On 19th April 2016 and in fulfilment of his ambition, Mr. Fairfax gifted his historic Retford Park home to the National Trust of Australia (NSW). It was in August 2017 that the National Trust officially took control of the property.

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23. Surveyor General Inn

Australia's oldest continually licensed Inn.

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24. Wombeyan Caves - CLOSED

As at Friday 13th December 2019 Wombeyan Caves are CLOSED until further notice. ********************************* Wombeyan Caves is an extensive series of beautiful limestone caves, situated in a 417 hectare reserve. Accommodation ranges from unpowered camping sites to cabins and self-contained cottages.

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