Number 5
Friendly bar housed in a 1910 Peranakan shophouse. Downstairs is loud, upstairs is quieter with a pool table. The cocktails are good, but for a fiery kick try their Chilli Vodka or its industrial-strength big brother, Chilli Padi Vodka.
Monkeys Cafe
Rock & roll themed bar serving cold beer, Oz hard cider and less hassle from the ladies. Indoor and outdoor seating, serves decent pub grub too.
Orchard Towers
Undoubtedly Orchard Road's most notorious nightspot, this building is a Designated Red-Light Area famously summarized as "four floors of whores". The first floor bars are borderline legit and not too bad for a noisy drink, but the rest are outright sleazy — and the Thai "ladies" propositioning passersby in the hallways may not be ladies at all.
A few places of interest lurk elsewhere along the strip.
Alley Bar
True to its name, this bar has been set up in an alley between two shophouses — not that you'd really notice from the slick modern decor and the endless parade of Singapore's nouveau riche.
Singapore's nightlife is concentrated just south of Orchard Rd by the riverside, but there are still a few notable nightspots. The largest cluster is Emerald Hill (http://www.emerald-hill.com/) opposite Somerset MRT, a beautifully restored cluster of shophouse-cum-bars.