Woollahra Village Fashion & Lifestyle Day
Entertainment
Don’t miss the buzz and excitement up and down Queen Street during the Woollahra Village Fashion & Lifestyle Day, with entertainment and live music. Click on any of the events below for further details or simply scroll down and read about all of them.
(Click on any or the events above to scroll directly to their section)
Cassy & The Bossa Beats
Date and Time: Thursday 16 October 10.30-11.20am, 1.10-2.00pm
cnr Queen and Moncur Sts Woollahra
Cassy and The Bossa Beats have been playing around Sydney since October 1989 .Originally the band’s repertoire was made up of Brazilian jazz music, with it’s unique dance feels such as the samba and the bossa nova. The range of music that the band now performs has however expanded greatly to include music from Cuba, North American jazz, Blues and Funk, and original music.
The band’s singer Cassy Darvall performs the songs in the language of their country origin; ie. Portuguese, Spanish, Italian, French and English. The band consists of Piano, Bass, Drums, Saxophone and Vocals. The repertoire of Cassy and The Bossa Beats include music from Jazz and Blues, Latin, Contemporary.
Phillipe Wittwer, Accordion Player and Singer
Date and Time: Thursday 16 October 2pm-5pm
up and down Queen St Woollahra
Philippe is a world class musician/entertainer who always gets everyone involved singing, cheering, dancing and laughing. Born an Austrian singer and musician he went on to become a true chameleon, performing French, Italian, German, English, Australian, South American and other musical styles just to list a few. He performs in many varying ensembles depending on the client’s event and always provides the highest standard of continental music.
Local Self-Guided History Walks
Date and Time: Thursday 16 October
Enjoy a walk along Queen Street and discover the rich history of Woollahra through our engaging local history walks and talks. Whether you’re a long-time resident or a visitor, our events offer unique insights into the stories and landmarks that have shaped our community.
Explore the builders, owners and residents of Queen Street that has been a commercial and residential hub for the last 160 years. A twenty minute tour beginning at Nelson Street on the north side of Queen Street and returning on the south.
1. Traffic Signal Box: Points and Passages, Emma Anna Cnr Oxford St & Jersey Rd
2. Dickerson Gallery 34 Queen St, 9363 3358 dickersongallery.com.au
4. Olsen Gallery 63 Jersey Rd, 9327 3922 olsenirwin.com
5. Historic plaque: Rudy Komon mbe 124 Jersey Rd Art dealer and patron of the arts
6. Historic plaque: Dr Elwyn Lynn am Lived here 89 Moncur St Artist, writer and arts administrator
7. Traffic Signal Box: Love Letters, Adam Long Cnr Moncur St & Queen St
8. Fellia Melas Gallery 2 Moncur St, 9363 5616 felliamelasgallery.com.au
9. Traffic Signal Box: Woollahra Tram, Stephen Evans Cnr Queen St & Ocean St 1 4 3 2 8 5 6 7 SYD EINFELD DR QUEEN ST APPROX. 100m OCEAN ST EDGECLIFF RD
10. .M Contemporary 37 Ocean St, 9328 0922 mcontemp.com
11. Traffic Signal Box: Pineapple Man, MULGA Cnr Ocean St & Syd Enfield Dr 9 11 10 WOOLLAHRA
Gallery Public art and plaques Direction of Bondi Junction Train Station via Oxford St Not featured on map: Historic plaque: Bombardment 8 June 1942 Cnr of Fletcher & Small Sts Shell from Japanese Submarine attack exploded here Historic plaque: Edward Knox Harkness and Walter Scott Harkness Foothpath,
24 Edward St Developed much of Woollahra (late 19th to early 20th century)
For more information on planning your trip visit 131500.com.au
8 9 Area served by bus routes 333, 352, 378, 380, 389, M40.
The Woollahra Village Fashion & Lifestyle Day is sponsored by the following major sponsors:
© Woollahra Festival 2025
Website design by Aspen PC Projects 2025
Woollahra Council acknowledges that we are on the land of the Gadigal and Birrabirragal people, the Traditional Custodians of the land. We pay our respects to Elders past, present and emerging.