These are Some of the Coolest Streets in the World

Kloff Street
Bo-Kaap, Schotsche Kloof, Cape Town, South Africa. Photo by Devon Janse van Rensburg on Unsplash

U2 famously sang about streets that had no name, but perhaps the Irish band should have sung about the world’s coolest streets instead. 20,000 people participated in Time Out’s 2022 survey to find the trendiest streets on the planet, with 33 making the cut. Here’s where you should explore. 

#1 Rue Wellington, Montreal 

It’s not often that you find an urban beach in the middle of a city street, but that’s all the more reason to visit Rue Wellington in the Canadian city of Montreal. 200 businesses call the bustling street home, including bars, cafes, bagel shops, and French bistros. During the summer months, the street is turned into a pedestrian-only area, with little tuk-tuks available to take visitors from beginning to end.

#17 Deptford High Street, London

Forget Oxford Street or Abbey Road, Deptford High Street is the place to be in London. The avenue is an eclectic mix of art galleries, jazz bars, independent shops, and cafes. Three times a week, street vendors have fresh fruit, fish, and homeware on offer, plus there is a vibrant—if not chaotic—flea market on the weekends. Don’t forget to try the Spice Girls-inspired cocktail at Little Nan’s Bar!

#26 Kloof Street, Cape Town

Kloof Street is where all the cool people in Cape Town hang out. Situated in the Gardens District and surrounded by breathtaking views of Table Mountain, it’s awash with vintage stores, wellness centers, trendy bars, cosmopolitan restaurants, and an ice cream shop that was voted the best in the world. Be sure to pop into Kloof Street House, a Victorian home that has been transformed into a restaurant filled with antique charm.