After a long time in the shadow of sibling suburb Prahran, Windsor impresses with its cheerful mix of gastro pubs, brekky hotspots, op shops, designer stores and some of the best Asian food in the inner south.
Explore the area's dining scene to uncover numerous palate pleasers. Siblings Tokyo Tina and Hanoi Hannah are favourites for contemporary Asian, along with Hawker Hall and playful Mr Miyagi.
Dose up on Mexican chilli at Fonda's Windsor chapter, or keep it real at local haunt The Wolf.
Morning-after brekky options abound: Yellow Bird Cafe, Tyranny of Distance and School of 7 Bells keep the morning crowds happy. Afternoon sugar hits come from Pidapipó Windsor's gelato delights.
Raising the bar
Spend summer evenings in the beer garden cabanas at the popular Windsor Castle Hotel or sop up the vodka with scrumptious sausages and dumplings at Borsch, Vodka & Tears.
Jungle Boy offers tropical fever dreams to those in the mood, while a quieter evening savouring French, Italian and local Victorian wines awaits at Ines Wine Bar.
Matinees and double features
Standing tall on Chapel Street, the Astor Theatre has served up 'fine film and atmosphere since 1936'. Catch festival showings, classics and cult re-runs amid the splendour of the art deco interiors. Jules e Jim anyone?
Walk the 'vintage mile' on the south end of Chapel for antique stores, op shops and secondhand boutiques. Find that unique trinket or party dress-up, or save a few pennies on pre-loved furniture.
Smarten up your wardrobe with a vintage look, or go modern at the Lucy Folk Salon Concept Store.