With heritage walks, river cruises and tasty delights, historic Windsor is a picturesque escape in the beautiful Hawkesbury and only 50 minutes’ drive northwest from the Sydney Harbour Bridge. In the third-oldest colonial settlement in Australia begin your discovery on the Windsor Heritage Walk.
On the banks of the Hawkesbury River, Windsor is home to 21 colonial buildings, including one of Australia’s oldest pubs. The 1815-built Macquarie Arms Hotel is the oldest building in Thompson Square, named after wealthy emancipist Andrew Thompson, a policeman, farmer and businessman.
The pretty square is one of Australia’s finest examples of a Georgian town square. Other splendid architecture includes St Matthew’s Anglican Church and the Windsor Court House, both designed by the famous colonial architect Francis Greenway, who arrived in the colony in 1814 as a convict.
Explore the remarkable heritage on a self-guided walk or join a tour with Hawkesbury Valley Heritage Tours and Hawkesbury Sightseeing Tours. As well as colonial heritage you’ll discover a rich indigenous cultural heritage of the Darug Aboriginal people in the Hawkesbury Regional Museum.
Other wonderful things to do include a river cruise aboard the Hawkesbury Paddlewheeler. A vibrant arts and culture scene is a drawcard, too. The Hawkesbury Regional Gallery offers captivating exhibitions and the fun events calendar includes the Sydney Blues and Roots Festival in October.
Windsor is a great base for exploring regional food and wine trails, such as the Hawkesbury Harvest Farm Gate Trail. Choose too from a tempting range of restaurants in Windsor and savour lunch on a river cruise. You’ll find plenty of accommodation options, including waterside .