Windsor has never been too interested in doing what everyone else is doing. Vintage stores, neighbourhood bars, late dinners and creative spaces all sit within a few blocks of each other. Come for one thing, stay for three more.
Before Windsor Station was Windsor Station, it was Chapel Street Station. The railway opened in 1859 and was renamed Windsor in 1867, an early sign of just how closely the neighbourhood’s development would be tied to Chapel Street.
Windsor sits on the Traditional Lands of the Wurundjeri Woi-wurrung and Bunurong peoples of the East Kulin Nations, whose connection to Country continues today. As Melbourne expanded through the nineteenth century, the railway helped bring new residents, businesses and activity to the streets around it.
Over time, Windsor developed a character noticeably its own: smaller shopfronts, independent traders, pubs and neighbourhood businesses at the southern end of Chapel Street. That independent streak has stuck, and remains a big part of what makes Windsor feel like Windsor.
Dinner, drinks, vintage finds and plans that get pushed back until tomorrow.
Vintage, independent retail and plenty worth finding off the obvious path.
The kind of neighbourhood where booking dinner can easily become the whole night.
Wine bars, pubs and late-night spots make saying no surprisingly difficult.
Windsor Station. Right in the thick of it.
Windsor Station is on the Sandringham line, with Chapel Street just outside.
Chapel Street has you covered.
Route 78 runs straight along Chapel Street and stops at Windsor Station. Routes 5 and 64 also run through Windsor along Dandenong Road
Park it and forget about it.
The Council car park at 38 Chapel Street, Windsor has 159 spaces, including accessible parking, with vehicle entry from Chapel Street.
Chapel Street isn’t your only option.
The Avenue forms part of a cycling corridor between Toorak and Dandenong roads and is used as an alternative to busier Chapel Street; bike-safety improvements at The Avenue/Dandenong Road were also delivered in 2026.
