Singapore has a reputation as one of Asia’s coolest cities, attracting millions of tourists each year, to see vibrant neighbourhoods blend culture, creativity, and culinary delights in irresistible ways. From colourful streets in Little India to instagrammable places in Kampong Glam, and hidden hipster cafes in Tiong Bahru…the city has proved it is a trendy spot. Among them, Bencoolen has surprisingly earned the title of Singapore’s coolest neighbourhood 2025 and the 20th coolest neighbourhood in the world. Here’s why.
Why is Bencoolen one of the coolest neighbourhoods?
Time Out’s annual list of the world’s coolest neighbourhoods places Bencoolen at #20. The unique area, nestled between Bugis and Bras Basah, offers a unique blend of old-school charm, a rich arts scene, and a lively, diverse student-friendly community. It boasts beautiful heritage architecture, underrated indie museums and galleries such as Stamford Arts Centre, and a walkable well-connected vibe that attracts both creatives and curious wanderers.
Additionally, the editors praised Bencoolen for its affordable dining options, as well as hidden gems like the vegan eats in Fortuna Centre and quirky bars such as Middle Child and IG-worthy Umesan 100, to name a few things. Plus, there are plenty of secret spots to discover behind nostalgic malls and vintage buildings.

Meanwhile, Tokyo’s Jimbōchō was crowned the world’s coolest neighbourhood for 2025. The enclave offers a vibrant atmosphere with cosy old-school coffee shops, authentic food spots, indie cafes, and a unique charm away from the busiest districts in Tokyo. Here’s the Top 20 Coolest Neighbourhoods Globally 2025:
- Jimbōchō, Tokyo
- Borgerhout, Antwerp
- Barra Funda, São Paulo
- Camberwell, London
- Avondale, Chicago
- Mullae-dong, Seoul
- Ménilmontant, Paris
- Nakatsu, Osaka
- Vallila, Helsinki
- Labone, Accra
- Nguyen Thai Binh, Ho Chi Minh
- Anjos, Lisbon
- Digbeth, Birmingham
- Red Hook, New York
- Perpetuo Socorro, Medellín
- Burwood, Sydney
- Linden, Johannesburg
- Former French Concession, Shanghai
- Quartieri Spagnoli, Naples
- Bencoolen, Singapore
Do you think Bencoolen is the coolest neighbourhood in Singapore?
SEE MORE: The Most Overrated Neighbourhoods In Singapore According To Locals