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.

Polo Gold Cup 2015, Sydney Polo Club

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.

Karambi Orchard, Bilpin

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 Crowne Plaza Hawkesbury Valley

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  1. St Albans Writers' Festival

    Friday 21 September 2018 to Sunday 23 September 2018 , Hawkesbury

    St Albans Writers Festival is a new Australian literary festival celebrating writers, books and writing of all styles, genres and forms, based in the small and picturesque village of St Albans. The landscape of the Hawkesbury with its div…

    21 Sep - 23 Sep
  2. School Holiday Fun – Fairies and Pirates

    Tuesday 02 October 2018 to Wednesday 10 October 2018 , Hawkesbury

    Fun-filled days for all on Tuesdays and Wednesdays during the October School Holidays. Their October Holiday's Theme is Fairies and Pirates, so, put on your fairy wings or eye patches and get ready for some serious fun time at The Village. …

    02 Oct - 10 Oct
  3. Hawkesbury Art Fair

    Sunday 07 October 2018 , Windsor

    The annual Hawkesbury Art Fair (since 2014) is becoming the highlight of the year, showcasing the diversity of creative people in this beautiful region, including traditional and contemporary artists, designers, crafters and jewellers. As…

    07 Oct