Casual Meetups Toronto

Almost Jeopardy @ Bellwoods

One of the best breweries in the city; one of the most popular trivia formats. Worthy of checking out. Take two as the prior date was full. A table for 6 is the largest you can book so this time I have booked two tables for two teams. Enjoy your Labour Day with beer and trivia.

PUB CHESS LIBERTY | TUESDAY TOURNAMENT & CASUAL CHESS

Join us Tuesday at Left Field Brewery for five rounds of quick chess, followed by casual games. New players are welcome, and experienced tournament players will find plenty of competition. The tournament is casual and unrated, with results counting toward the Pub Chess Liberty Leaderboard: [https://www.torontochessclub.com/leaderboard](https://www.torontochessclub.com/leaderboard) DETAILS Boards open: 8:00 PM Round 1: 8:30 PM Format: Five rounds of 5+3 Tournament ends: Around 10:15 PM Casual games: Until 11:00 PM Entry: $10 by cash or card Advance registration: Not required Left Field Brewery 40 Hanna Avenue, Suite G1 Toronto, Ontario Schedule updates: [https://www.instagram.com/toronto_chess_club](https://www.instagram.com/toronto_chess_club)

Cabbagetown Architecture Tour & Festival

We will be walking by the grandest homes in Cabbagetown and discussing their unique history and architecture. We will also be visiting the Cabbagetown Fall Festival which includes music, food, a street festival, arts & crafts, yard sales and a farm. This event is free. Highly recommended.

Casual Walk - Union Station to Stadium Road Park (Free)

Join us for a scenic waterfront walk starting from the heart of downtown Toronto — Union Station — and making our way toward Stadium Road Park. We’ll enjoy a relaxed stroll through some of Toronto’s most iconic areas, taking in city views, waterfront scenery, and the fresh lake breeze. This is a great opportunity to get some steps in, explore the city, and connect with fellow meetup members in a casual outdoor setting. **What to expect:** ✅ Easy-paced walk with plenty of time to chat ✅ Beautiful downtown and waterfront views ✅ A chance to meet new people and catch up with friends ✅ Relaxed, social atmosphere Whether you’re new to the group or a regular member, everyone is welcome! **Meeting details:** 📍 **Start:** Union Station 🏁 **End:** Stadium Road Park 🚶 Distance: Approximately 3 - 4km ⏱️ Duration: Approximately 1 hour 👟 Pace: Easy / social pace Bring comfortable shoes, water, and your good vibes. Looking forward to walking with everyone! 😊 💬 **Stay Connected:** **[Join WhatsApp Group Chat](https://docs.google.com/forms/d/e/1FAIpQLSeV7PTQJLHF_vOb6ND0PxA0jHX3JYviVJR7BNsByG8PUMzR3w/viewform)**

TRIVIA NIGHT @ AXIS! (Dundas St. W) $5 event fee. 3 prizes + 2 Jackpot Prizes

***TRIVIA NIGHT AT AXIS CAFE - MONDAY, SEPT. 21ST 2026*** ***$5 event fee + $5 minimum purchase (hopefully more) from the Axis Cafe.*** ***$3 from everyone's $5 event fee will go to the 1st place team.*** ***$2 from everyone's $5 event fee will go to the 2nd place team.*** ***For instance, if 25 play, the 1st place team gets to split $75 between them and the 2nd place team gets to split $50.*** ***Three*** ***other food voucher prizes from the Axis Cafe will be in play as well.*** ***TRIVIA QUESTIONS BEGIN AT APPROX 7:15 PM.*** ***The Axis Cafe, located minutes N of High Park, on Dundas St. West. There's lots of room and we will have most of the restaurant to ourselves.*** ***As always, we'll be able to set up multiple teams of 4-5 max per table. If possible, try to sit with other group members you've never met before. This way you'll be able to "meetup" with some possible new friends!! That's what it's all about!!*** ***Look for us near the front stage. This is where our emcee, Tony Krolo will be doing his thing.*** ***Please bring exactly $5 cash. Thanks.*** ***After our own grand prize The Axis Cafe's normal prize structure is $20 $15 and $10.*** ***Just see me (Alex) when you arrive and I'll get you set up!!*** ***IMPORTANT NOTE*** ***Outside food or drink is an absolute NO-NO!!*** ***The (no pressure) Trivia consists of 3 parts, music, visual and general knowledge. Playing on a team is a great way to break the ice with other members of our group. It's all for fun and we always have a lot of laughs at our Trivia events.*** ***IMPORTANT NOTE*** ***The Axis Cafe is mainly made up of low tables, unlike what we had at Kramer's.*** ***The Axis Cafe is accessible. Use the side entrance ramp.*** ***There is one washroom located at the back and 2 more downstairs.*** ***Our Quiz Master Host, Tony Krolo is also a stand-up comic with Yuk Yuk's, so this makes it even more fun!!*** ***TRIVIA START TIME is approx 7:15pm, so do your best to get there early!!*** ***Trivia ends at around 9:15PM and after that we'll all have a chance to hang out together and socialize a bit more if you wish.*** ***TRANSIT*** ***From Line 2 take the #40A or 40B Dundas W bus to Pacific Ave. The Axis Cafe is located about 2 minutes west of there.*** ***PARKING*** ***There is street parking on McMurray Ave. right by Axis. There is a Green P Lot on Pacific Ave. S of Dundas St. W., a short walk east of Axis.*** ***As always, let's come with a positive attitude and a great big smile. I'm sure that we'll have a lot of laughs!! We always do!!*** ***WE WILL HAVE SEPARATE CHEQUES*** ***LET'S ALL HAVE A BLAST TOGETHER!!*** ***WE LOOK FORWARD TO SEEING YOU @ THE AXIS CAFE!!***

Is meaning of life something to be discovered, or we invent it for ourselves?

Many of us are taught to look for our 'calling' or find our 'true purpose.' But it raises a bigger question about how meaning works in our day-to-day lives. Are we unearthing something that already exists, or are we creating it from scratch through our own choices?" In this in-person meetup, we will discuss the questions: * Is the meaning of life something out there waiting to be discovered, or is it entirely up to us to invent it for ourselves? * If the universe itself doesn't care what we do, does that make our daily choices meaningless, or does it make our personal choices matter even more? * Would a life filled with quiet, simple moments be enough for you, or do you feel a need to leave a lasting footprint behind? Add your own questions in the comment section Share references to read, listen to, or watch that may enrich the conversation😊

Dinner and Drinks At Bar Wellington

Come join us for dinner and drinks at Bar Wellington! Meet new amazing people and have great conversations. Afterwards, if people wish, we can explore the neighbourhood. Ossington is one of my faviourite places and really comes alive at night. Bar Wellington: "Our goal and mandate over the years has been to "resist the ordinary" and provide our customers with a casual, friendly and eclectic environment" ## https://barwellington.ca/ Please note there is a $5 charge for this meetup.
Payment Options:
E-transfers should be sent to [torontofriendsmeetup@gmail.com](mailto:torontofriendsmeetup@gmail.com)
Or
PayPal Link:
[https://www.paypal.com/paypalme/torontofriendsmeetup](https://www.paypal.com/paypalme/torontofriendsmeetup)
 Or you can pay cash in person. Note: refunds will only be issued in the case where the organizer has to cancel or reschedule the event. Hope to see you there! Jess

Port Credit Nature Walk with the Southside Shuffle Blues and Jazz Festival

Hello everyone, **\*\*Kindly Read Carefully\*\*** Please join me and my other groups as we enjoy a wonderful Saturday with a fun leisure walk through parts of Port Credit and also check out some of the live Street performances as well. Many of us will return to our gathering place after our walk for dinner, cold beverages and the sun set. \*Arrive early if you like (however we will meet out front at 2:00 p.m. (we will wait for everyone to arrive until roughly 2:30) We will meet out side of **Stonehooker Brewing Company, 866 Lakeshore Road East Mississauga, O**N **L5E 1E1.** This will give us an opportunity to introduce ourselves as everyone arrives; then make our way on our small adventure out to Port Credit, near the water and also to check out all the amazing live music during there annual blues and jazz festival. Event Details below: Sincerely, Steve Flemming (Organizer) **Event Details:** **Port Credit Nature Walk with the Southside Shuffle Blues and Jazz Festival** \*We can stop and rest at different spots, bathroom breaks, take some lovely scenic photos, group shots and share some laughs \*Check out some awesome live music during the walk (Many bands will be playing this afternoon) \*Play a couple fun ice breaker games as well to help build some bonds \*Great way to make new connections and build upon our existing friendships \*Head for dinner and beverages after the walk and festival \-\-\-\-\-\-\-\-\-\-\-\-\-\-\-\-\-\-\-\-\-\-\-\-\- **Event Fee:** 10 dollars (cash only) when you arrive or e transfer in advance to Steveflemming11@gmail.com \-\-\-\-\-\-\-\-\-\-\-\-\-\-\-\-\-\-\-\-\-\- **Time, Parking and Location: Where to meet us?** We will meet out side of **Stonehooker Brewing Company, 866 Lakeshore Road East Mississauga, O**N **L5E 1E1.** \*Arrive early if you like (however we will meet out front at 2:00 p.m. (we will wait for everyone to arrive until roughly 2:30) **Parking Car when arriving:** \*Park your cars behind the Brewery (lots of parking) then meet us out front. Look for me (Steve) and the group. (easy to find) (In between Dixie and Cawthra right on the Lakeshore) Go Train will take you there by Union Station too :) Free parking behind the Brewery :) \*If you need a ride (leave a comment below and someone might be in your neighbourhood) \-\-\-\-\-\-\-\-\-\-\-\-\-\-\-\-\- Thanks for reading everyone, remember to RSVP and see you real soon! :) \-\-\-\-\-\-\-\-\-\-\-\-\-\-\-\-\-\-\-

JUST A COFFEE AND A CHAT AT THE PICKLE BARREL - 2300 YONGE STREET

**THIS WILL BA A BI-WEEKLY EVENT TO CHAT, LAUGH, AND GET TO KNO**W EACH OTHER. NO PRESSURE TO ATTEND - JUST VISIT OR DROP IN...(members only please) ***Be kind and rsvp so that the host knows how many tables to save.*** **Anyone that is not a member will be asked politely to leave and apply to TSSC if they so choose.** SINCE WE ARE BOOKING THE PB PLEASE SERIOUS RSVPS ONLY. THANKS A BUNCH! Bring yourself and your sense of humor. The group can decide it's own agenda of chat after a few meetups. I know it is difficult NOT to talk about politics or religion, but we are a social group whose premise is fun! As tempting as it can be, please restrain and stick to topics less heated. SEE **YOU AT 2PM.**

Good Old Fashioned British Pub Night 🍻 *No Meet Up Fee*

Hey British Culture Lovers, Lets meet up for a good old fashioned British Pub Night. This bar is is known for being a traditional British pub. They have a good selection of food and drinks plus the service is wonderful. This is a great way to wind down after a hard week at work and catch up on the British culture and have some good old-fashioned gossip. As a British Expat, I'm excited to meet up with like-minded people who want to share their time with us and have a real interest in British culture. So please come out for a bite to eat and/or a drink. This pub offers a very relaxed environment that suits everyone. I'm really looking forward to meeting up with you. Late/Lost then Call/Text:416 831 0870 or send me a message anytime through the site page.

Brunch and Friends in Toronto

⚠️ **IMPORTANT: You must sign up and buy a ticket here to attend:** [https://groupvibe.com/](https://groupvibe.com/) **Join the Toronto Brunch Club and make new friends!** Each meetup brings together 4–6 people for casual conversations over brunch. We use the Groupvibe platform to facilitate the meetup and ensure everyone’s a good fit. 👉 **To attend, you’ll need to complete registration via this link:** [https://groupvibe.com/](https://groupvibe.com/) We’ll share the exact location of the upcoming meetup the night before only if you have bought a ticket or membership plan. **Why this works:** \* Smaller groups make real conversations easier. \* Discover new restaurants in your city, together. \* Curated brunch venues with good food and vibe. \* If you hit it off with your group, there’s plenty of time to hang out afterwards. **Note:** RSVPs on Meetup don’t reflect total attendance. Many attendees register directly via our website. The event on [Meetup.com](http://meetup.com/) is only a placeholder. This meetup is organized by Groupvibe, a small team passionate about helping people form meaningful friendships offline.

Fiesta Hour on the Roof at Baro