Step into the festive sparkle of Orchard Road this Christmas and uncover the fascinating story behind Singapore’s most glamorous boulevard!
Before the glitz, glamour, and glowing lights, Orchard Road was nothing more than a quiet agricultural area. In the early days, this stretch of land was covered with nutmeg and gambier plantations – hardly the shopping haven we know today! It wasn’t until the early 1900s that life began to change. By the 1950s, thanks to the influence of the colonial community and the Peranakans, Orchard Road blossomed into a thriving lifestyle hub – and the rest, as they say, is history.
Today, Orchard Road shines bright as the heart of Singapore’s retail and entertainment scene. Since 1984, the annual Christmas Light-Up has transformed this iconic street into a wonderland of dazzling lights, music, and festive cheer. But beyond the bright lights and window displays lies a treasure trove of stories – some glamorous, some gritty – that few ever hear.
Join your friendly guide, Uncle Chris, for a captivating evening walk as we trace Orchard Road’s journey from a humble plantation path to a world-famous shopping destination. Hear tales of colonial charm, Peranakan enterprise, and even the darker days of the 1960s and ’70s – when this glittering stretch had its share of secrets.
We’ll wrap up the evening near Dhoby Ghaut, where car showrooms once stood – a place where the wealthy once came to buy their horses and carriages before the age of motor cars. It’s the perfect spot to end our night, surrounded by lights, laughter, and a touch of nostalgia.
Meeting Point: Orchard Rendezvous Hotel, 1 Tanglin Road, Singapore 247905
Time: 6pm sharp, Thurs 4 Dec 2025
Come along, soak in the Christmas atmosphere, and see Orchard Road like never before – through stories that sparkle as brightly as the lights themselves!
For reservations, contact:
UNCLE CHRIS WALKING TOURS
Chris WK Ng
T: 65 91814298
E: [email protected]
W: www.unclechrisdrivingholidays.com
Note:
• We do the worldwide practice of tipping at the end of the tour.
• We also reserve the right to accept or reject habitual late cancellations and No Shows.
• Do not sign up for this tour if you are not sure of your schedule. Sign up only when you are sure of your schedule.