Blog

Top 5 Events in October 2025

POSTED ON September 23, 2025 BY Nadine Macandog

October in Downtown Toronto is full of art, culture, and plenty of spooky fun. From late-night installations to wine tastings and Halloween parties, the city has no shortage of reasons to head out.

Nuit Blanche transforms Toronto into an all-night contemporary art playground with installations across the core. The Rocky Horror Picture Show brings its cult classic energy to Roy Thomson Hall, complete with a live orchestra. The Grape Witches host intimate wine classes at Waterworks, pairing tastings with food and conversation. Art Toronto takes over the Metro Toronto Convention Centre as Canada’s biggest art fair, showcasing galleries and international artists. And for those looking to celebrate Halloween in style, the Toronto Halloween Club Crawl offers one ticket, four venues, and no cover.

Here are five downtown events to check out this October:

Grape Witches Wine Event

October 2, October 14 & October 28
Waterworks Food Hall

Nuit Blanche

October 4 & 5
Various locations

Art Toronto

October 23 to 26
Metro Toronto Convention Centre

The Rocky Horror Picture Show

October 28
Roy Thomson Hall

Halloween Club Crawl

October 31
Various locations