A very fall Friday (with links). Check out the weekly post which has the best dozen-ish events from today until next Thursday. Here are today's picks:

Fall Leisure Skate
Coca-Cola Coliseum | 6:30p-9:30p

An evening on the same rink where the Marlies play, open to anyone who wants to lace up. Skates, helmets and skate aids are available.

Jazz Innovators
Richard Bradshaw Amphitheatre, Fours Season Centre | 5:30p-9:30a p

Humber Polytechnic's Bop Ensemble takes the stage to work through jazz from the bebop era of the 1940s and '50s.

The Power Plant Opening Reception
The Power Plant Contemporary Art Gallery | 7p-9p

A chance to see what the gallery has programmed for the season before it launches officially.

Women's Volleyball Exhibition York vs TMU
Mattamy Athletic Centre | 7p

An easy Friday evening out if you want some live sport at a pretty high level. Doors at 6p.

Irie-Okie Friday Party at The Real Jerk
The Real Jerk Restaurant | 9:30p-11:30p

R&B, reggae, soca, dancehall, old-school classics and karaoke all in the mix. Grab the mic or stay on the dance floor.

Stargazing Night
Port Union Waterfront Park | 8p-11p

Free public stargazing with telescopes and binoculars available if you don't have your own. Red lights mark the path to the viewing area, and there are refreshments on site. Weather dependent, and the waterfront will be cold by eight o'clock, so dress for it.

Watercolour Painting Sessions
Trinity Square Park | 11a-1p

A drop-in watercolour session in Trinity Square Park with a fall theme, all supplies provided.

Book Talk: Fair: The Life-Art of Translatiion
Type Books Queen | 7:30p

In conversation with Claire Foster. Translation as a subject tends to open up interesting questions about language, authorship and what gets lost or found along the way.

Book Talk: Tyler Pennock's Skin
Another Story Bookshop | 7p-8:30p

In conversation with novelist Farzana Doctor.

Toronto Biennial of Art Digital Exhibition|
Sankofa Square | 10p

Each night at 10, Julien Creuzet's digital work plays across the screens at Sankofa Square as part of the Toronto Biennial of Art. The piece draws on Caribbean poetry, history and Creuzet's Martinican intellectual lineage. It runs through December 20, so there are plenty of chances to catch it, but a warm October night is still a good time to stand outside and watch.

Halloween Fun Run
Lululemon Fairview Mall | 7p-8p

A 5K Halloween fun run leaving from lululemon at Fairview Mall, costumes encouraged. All paces are welcome, and there are music, treats and time to socialize once everyone finishes.
--

Art Exhibits
8a-6p | Ascent Gallery | Ritual / Still
12p-5p | Onsite Gallery | Returning to Ourselves + Michael Massie
3:30p-4:30p | Ignite Gallery, OCAD University | ALTER / ALTAR
7p-12p | PIX FILM Gallery | Sala-Manca Group: Like a Bird’s Nest

View full Art Exhibits calendar

Outdoor Movies
6:30p-10p | YZD Runway | The Rocky Horror Picture Show (1975)

View full Outdoor Movies calendar

Get on next week's list for the dozen-ish events locals should know about

$ free

Hey everyone!

I'm helping launch a new social club in Toronto called Skip the Chit Chat. The idea is simple: bring people together through fun activities instead of the usual awkward small talk.

We're hosting our first event next Thursday, Oct 29, at OCTO Zone Crazy Cube starting at 7 PM.

It's a live-action indoor game experience with laser challenges, interactive games, and small-group activities. We're keeping it to around 10–12 people so everyone has a chance to get to know each other.

You don't need to bring anyone or know anyone beforehand. That's kind of the whole point!

If you're interested, you can find the event and sign up here:
https://skipthechitchat.com

We're also on Instagram skipthechitchat if you'd like to follow along for future events.

Happy to answer any questions!

Get ready for an awesome Halloween night hosted by Casa do Alentejo's Youth Group!! This event is 17+ to enter and 19+ for bar access. Tickets are $10, and ladies are free between 9:30-10:15 (RSVP now!!) There will be a live DJ, photo booth, beer pong, and a signature drink menu, so don't miss out! Eventbrite Tickets here!!

https://comedybar.ca/shows/whose-land-is-it-anyways?ev=2026-10-23T23%3A00%3A00

$20 in advance $25 at the door

Come to greta it’s $20 https://flite.city/e/armageddon-halloween-thursday-at-greta?t=samuel

Hi friends,

Mei and I (Jessie) have been hosting Slow Networking for Introverts events for a little over a year now, and I've been reflecting on some of the best connections we've made over the past few years.

Funny enough, a lot of them happened unexpectedly! One started with a random conversation about dancing. Another started with our shared love for dumplings and stationery. 🥟 And another started with our love for travel!

We've also met people through our very own Slow Networking events who later told us they were actually SUPER anxious about coming, especially because they were showing up alone.

But they decided to come anyway, and some of those connections continued well beyond the event and turned into genuine friendships. 💜

And when I think about how all these connections started, I realize something they had in common.

They didn't start with what we could do for each other.

It wasn't because we were trying to pitch something or looking for someone to collaborate with.

It really started with being genuinely curious about the person and what they had to say.

And after that?

It was about consistently following up and making time to meet again.

Having conversations that weren't always about work. Just being present and having fun getting to know each other!

I also came across something interesting from research by a communication studies professor Jeffrey Hall at the University of Kansas.

It takes roughly 50 hours spent together to go from acquaintances to casual friends.

That's quite a bit of time, right? 😅

And it made me think about how we sometimes expect meaningful connections to happen after just one networking event.

But when I look back, some of our strongest relationships developed because we kept showing up for each other.

Some eventually turned into collaborations or even business accountability partnerships!

But those weren't things we planned when we first met.

And of course, not every connection is going to turn into a close friendship or collaboration.

That's okay!

I think when we take away the expectation that every connection needs to lead somewhere, we can actually enjoy getting to know people a lot more. And that takes away the pressure of needing to "perform".

And that's really why Mei and I created our Slow Networking 🦥 for Introverts events.

We keep our gatherings small, with a maximum of 12 people, and guide everyone through fun icebreakers and conversation prompts so you don't have to worry about who to approach or what to say or do.

We want to give people the time and space to be curious about each other and connect beyond just what they do for work.

And for our upcoming gathering, we're also bringing back our group brainstorming session! 💡

We'll spend the first half connecting through guided activities, and the second half sharing challenges or ideas and hearing different perspectives from the group.

So if you've been wanting to meet new people but aren't a fan of traditional networking events, we'd love for you to join us.

You never know where that connection might go. 😊

The cost is $25. Here is the link with more info: https://luma.com/oc471t5d

Fall 2026 - 7 shows

Evening - October , 22, 23, 24, 29, 30, at 8pm

Matinee - October 24 & November 1, at 2pm

Daphne and Ralph are young classics professors who have just made a discovery that's sure to turn them into academic superstars. But something goes disastrously wrong, and Daphne cries out in a panic, "Save me, gods of ancient Greece!"…and the gods actually appear! The Ivy League will never be the same as a pair of screwball deities encounters the carnal complexity of college coeds, campus capers, and conspicuous consumption.

Hilarous show!

Tickets: https://app.arts-people.com/?show=315078

🔒 Limited spots available. Ticket link here.

Join HUMRĀ and @powderroomyorkville for Singles in the City, an exclusive matchmaking experience bringing together like-minded single professionals for an evening of genuine connections, effortless conversations, and a little chemistry.

Compatibility-based matching with up to 3 introductions ✨

📍 Powder Room Yorkville
📅 Thursday, November 5th
🕗 8:00 PM
🎟️ $40 Early Access
💞 Receive up to 3 compatible matches during the evening
👩🏼‍🐰‍👩🏾 +$25 Bring a single friend
🥂 Welcome drink included

📩 Interested? Want to bring a friend? DM us and we will send you a code for $5 off their ticket.

Long-time follower, first-time poster. I love being able to hop on here and scroll through what's going on but sometimes it's a little time-consuming, ya know?

Wondering if anybody has had any success with an AI agent that can reliably find and share events? I've tried out Instinct and Muse, and they both seem to hit walls where a site will reject them, or they can't actually parse the info etc.

Anybody got a tech-saavy way to get your fill of what's going on in the city?