Bike Rides Toronto

Cycling Good Cheer

***Ho ho*** hold on, it's time for Toronto Community Bicycle Coalition's 7th annual **Cycling Good Cheer** bicycle parade! Back in 2020 when the Santa Claus parade was cancelled, a merry band of volunteers from [Toronto Community Bikeways Coalition ](https://www.communitybikewaysto.ca/)decided we needed to cheer up the kids along Yonge Street! From the North Pole aka North York to the Lake, it was a joy! It really was such a delight (albeit cold that December) to see kids' faces light up and adults happy to see grown adults dressed up as Santa, elves, and of course reindeer! 7 years later, it is our favourite event of the year! This year families are coming from all parts of the city - The Grinch from Scarborough, elves from North York, and Ruby the Red-Nosed Reindeer is trotting the west end families from High Park, as it's a great grazing spot for reindeer! We will meet at **Raccoon Park, 86 Soudan Ave** (Yonge/Eglinton)**,** to begin our **bicycle parade with Santa on his cargobike** with bells ringing and a festive playlist south on Yonge for 10km all the way to **Harbourfront Centre.** **The parade is free, festive, fun, and for families.** Here's TCBC's [event page](https://www.communitybikewaysto.ca/events/7th-annual-cycling-good-cheer) with the feeder rides listed below: North York - Ride with **Elves from the North Pole** 12:15 Meet at Finch TTC Station subway platform South end at the head of the train Scarborough - **Ride with The Grinch** 11:30 Meet at the NW corner of Danforth & Victoria Park Ave 11:45 Roll out the cheer 1:30 Frank Stollery Parkette, 1 Davenport for a brief stop to meet up with Parade from the North High Park - Ride with **Ruby the Red Nosed Reindeer** 11 Meet at High Park Gates North & Bloor St W 11:15 Roll out the tunes along Bloor and then north on Yonge! Make sure your bicycle is parade ready with Air, Brakes, & Chain in good working order. Bring snacks & water to keep you going. Ensure you're dressed for the weather with a sturdy set of antlers. The more the merrier!

Toronto Singles Speed Social

**💌 Singles Speed Social for Toronto: Matched by Age and Personality** Speed dating that feels like a great night out, all from the comfort of home. Settle in on your sofa, meet a handful of compatible Toronto singles in short video rounds, and let us know who you'd like to see again. If they feel the same, we connect you. **Register under your age group:** - **Ages 18-32** → [REGISTER HERE](https://theliveround.com/product?productId=708.0&productType=onlineSpeedDating&city=Toronto&groupurlname=trail-tire-tribe-ride-social&ar=18-32&face_v=187.0) - **Ages 30-46** → [REGISTER HERE](https://theliveround.com/product?productId=708.0&productType=onlineSpeedDating&city=Toronto&groupurlname=trail-tire-tribe-ride-social&ar=30-46&face_v=187.0) - **Ages 40-58** → [REGISTER HERE](https://theliveround.com/product?productId=708.0&productType=onlineSpeedDating&city=Toronto&groupurlname=trail-tire-tribe-ride-social&ar=40-58&face_v=187.0) - **Ages 55+** → [REGISTER HERE](https://theliveround.com/product?productId=708.0&productType=onlineSpeedDating&city=Toronto&groupurlname=trail-tire-tribe-ride-social&ar=55+&face_v=187.0) **⚠️ Your place is only confirmed once you register** through the age group link above and finish the quiz. --- 🎯 **Perfect for:** - Toronto locals keen to meet people close to home - Anyone curious to see if there's a spark before meeting face to face - Busy people hoping to meet several singles in a single evening - Anyone new to speed dating looking for an easy first try - People finding their way back into dating after time away **Event Details** - **Format:** Live on Zoom: brief one-on-one video dates - **Where:** Online on Zoom. Join from anywhere in Toronto - **Host:** Seasoned host keeping the evening easygoing - **Vibe:** Friendly, inviting and low pressure **How It Works** 1. **Sign up** Pick the link for your age range above. 2. **Fill in the quiz** It helps us match you with people you'll click with. 3. **Check your inbox** We send the Zoom details in advance. 4. **Meet people** Move through quick video dates while the host keeps time. 5. **Follow up** When the interest is mutual, we connect you after the event. **Frequently Asked Questions** **What happens afterwards?** You pick who you'd like to see again, and mutual matches are shared. **What do I need?** Zoom, a camera and a reliable connection. --- ✨ Your next great date could be one round away. 🥂 ✨

🍂 Crothers Woods Fall Hike & Ice Cream Treat! 🍦

## 🍂 **Crothers Woods Fall Hike & Ice Cream Treat!** 🍦 Toronto doesn’t have many true hiking trails — but Crothers Woods is one of the best! This beautiful wooded trail is especially stunning in the fall, with the leaves turning every shade of red and gold. We’ll start by walking along **Broadview Avenue to Pottery Road**, heading down the hill to meet the **Don Valley Trail**. From there, we’ll join the **Crothers Woods Trail**, take in the fall colours, stop for a short break, and then walk back. There are a few light hills — and one big one at the very end (Pottery Road, I’m looking at you!) — but don’t worry, there’s a sweet reward waiting. After all that hard work, we’ll stop for **Dairy Queen ice cream**! This hike is a bit more challenging than some of our regular walks, but totally worth it for the views (and the ice cream). **This event happens rain or shine!** *** ### 📍 **Meetup Details** **Meeting Spot:** Right outside **Broadview Subway Station** — I’ll be the one wearing the **Moose Hat!** 🦌 **Ending Spot:** Broadview Subway Station **Meetup Fee:** $5 (cash in person or e-transfer to **mathewmaclean@hotmail.com**) *** ### 🕒 **Timing** 11:00am and I will only wait 5mins — the hike should take about **2 hours**. You can leave anytime you like if you need to head back early. *** ### 🥾 **What to Bring** * Water * Good walking or hiking shoes * A snack * A positive attitude (and maybe room for ice cream!) ### *** ### ⚠️ **A Quick Note** Sometimes things come up and I might need to cancel or reschedule. Please keep an eye on the event page for updates. *** ### 👋 **About This Group** This group is open to **everyone** — whether you’re single or not, new to the city, or just looking to be social and make friends. We also host **movies, walks, hikes, arts & culture events, and restaurant outings**! You can RSVP ahead of time **or just show up** if you’re not sure you can make it — we’re flexible like that. *** **Organizer:** Mathew 📧 Email: **torontomoviesandoutings@hotmail.com** **Come for the trails.** **Stay for the conversation.** **Leave with a new connection — and maybe a new friend.** 🍂💛

🍁 Fall Walk: Glen Stewart Ravine & Beach Boardwalk Adventure! 🍦🌊

## 🍁 **Fall Walk: Glen Stewart Ravine & Beach Boardwalk Adventure!** 🍦🌊 Join us for a **beautiful fall walk** through one of Toronto’s most scenic spots — the **Glen Stewart Ravine** — followed by a stroll along the **Beach Boardwalk**! We’ll take in the crisp autumn air, the colourful leaves, and the sound of the waves — plus a treat (or two) along the way. Our walk begins at **Main Subway Station**, where we’ll make our way down **Main Street**, head east along **Kingston Road**, and then wander through the **Glen Stewart Ravine** — one of Toronto’s best hidden gems. After exploring the ravine, we’ll stop for a well-deserved treat at **Ed’s Real Scoop**, home to some of the *best ice cream in the city*! 🍨 If you’re not in an ice cream mood, no worries — there’s a cozy coffee shop right across the street. ☕ From there, we’ll head down to the **Boardwalk**, walk along the lake, loop around **Ashbridges Bay** and finish our adventure at **Woodbine Beach**, taking in those gorgeous fall views of the water. This is the perfect way to soak up the fall season before winter sneaks in! 🍂 **A Special Guest Joining Us!** We're excited to welcome Miles Howard, visiting us from Boston on November 14–15! Miles is writing *HIKE EVERY CITY*, a book (coming in 2028) exploring urban hiking, community, and how exploring cities on foot brings people together. He also runs a similar urban hiking project in Boston called *Walking City Trails*. He'll be joining us for both weekend outings, including this walk, to experience our group firsthand and meet our members. Feel free to say hello, share your experiences, and chat with Miles if you'd like. No pressure, of course! It's exciting to see our community getting noticed beyond Toronto. Let's give Miles a warm welcome! *** ### *** ### 📍 **Meetup Details** **Meeting Spot:** Outside **Main Subway Station** — I’ll be waiting and easy to spot in my **Moose Hat!** 🦌 **Meeting Time:** **11:30 A.M.** (I’ll wait about 5 minutes before we head out.) **Ending Spot:** **Woodbine Beach** *** ### 💲 **Meetup Fee** $5 (cash 💵 or e-transfer 📲 to **mathewmaclean@hotmail.com**) You can send it before or the day of the event! *** ### 🥾 **What to Bring** * Water * Comfortable walking shoes * A snack or a few bucks for ice cream ☺️ * A cozy sweater — it might get breezy by the water! *** ### 💬 **Stay Connected** 👉 📱 **Don’t forget to join our WhatsApp group** – [CLICK HERE!](https://chat.whatsapp.com/H59mSCbsAi018gYANrKAnc?mode=ac_t) Get updates, event reminders, and chat with other friendly walkers! *** ### ⚠️ **A Quick Note** Sometimes things come up and I might need to cancel or reschedule. Please keep an eye on the event page for updates. *** ### 👋 **About This Group** This group is open to **everyone** — whether you’re single or not, new to Toronto, or just looking to be social and make friends! We also host **movies, hikes, arts & culture events, and restaurant outings.** You can RSVP ahead of time — or just show up the day of if you’re feeling spontaneous! *** **Organizer:** Mathew 📧 **torontomoviesandoutings@hotmail.com** **Come for the fall colours.** **Stay for the friendship.** 🍁💛

Markham Singles Speed Social

**💫 Markham Singles Speed Social: Brief Encounters, Genuine Chemistry** Authentic people, meaningful conversations, and no struggling through awkward small talk alone. You'll connect with Markham singles in your age bracket through brief one-on-one video dates. Our host kicks off each round and manages the clock, so your only job is to enjoy the conversation. **Select your age group to sign up:** - **Ages 18-32** → [REGISTER HERE](https://theliveround.com/product?productId=708.0&productType=onlineSpeedDating&city=Markham&groupurlname=trail-tire-tribe-ride-social&ar=18-32&face_v=187.0) - **Ages 30-46** → [REGISTER HERE](https://theliveround.com/product?productId=708.0&productType=onlineSpeedDating&city=Markham&groupurlname=trail-tire-tribe-ride-social&ar=30-46&face_v=187.0) - **Ages 40-58** → [REGISTER HERE](https://theliveround.com/product?productId=708.0&productType=onlineSpeedDating&city=Markham&groupurlname=trail-tire-tribe-ride-social&ar=40-58&face_v=187.0) - **Ages 55+** → [REGISTER HERE](https://theliveround.com/product?productId=708.0&productType=onlineSpeedDating&city=Markham&groupurlname=trail-tire-tribe-ride-social&ar=55+&face_v=187.0) **⚠️ Please register in addition to RSVPing.** Use the age group link above so we can pair you up. Spots go quickly. --- 🎯 **Ideal for:** - Anyone trying speed dating for the first time who wants a relaxed introduction - Singles who prefer a guided, organized evening - Anyone who wants to test the chemistry before meeting face to face **Event Details** - **Format:** Live on Zoom: brief one-on-one video dates - **Where:** Online on Zoom. Join from anywhere in Markham - **Host:** Host managing the introductions and timing - **Vibe:** Laid back conversations with Markham singles **How It Works** 1. **Sign up** Pick the link for your age range above. 2. **Complete the quiz** It helps us match you with people you'll connect with. 3. **Check your inbox** We send the Zoom details in advance. 4. **Meet people** Rotate through quick video dates while the host keeps time. 5. **Follow up** If the interest is mutual, we connect you after the event. --- ✨ See you at the Singles Speed Social. 🥂 ✨

🌿 Ride Line 5 to the Wild! Don River Ravine Walk

Richmond Hill Singles Speed Social

**😊 Speed Dating, Social Style: Richmond Hill Singles on Zoom** A relaxed speed dating social where Richmond Hill singles connect face to face over video. Every round gives you a few minutes with someone new from the Richmond Hill area. Once time runs out the host rotates everyone along, so you never have to worry about an awkward goodbye. **Register under your age group:** - **Ages 18-32** → [REGISTER HERE](https://theliveround.com/product?productId=708.0&productType=onlineSpeedDating&city=Richmond%20Hill&groupurlname=trail-tire-tribe-ride-social&ar=18-32&face_v=187.0) - **Ages 30-46** → [REGISTER HERE](https://theliveround.com/product?productId=708.0&productType=onlineSpeedDating&city=Richmond%20Hill&groupurlname=trail-tire-tribe-ride-social&ar=30-46&face_v=187.0) - **Ages 40-58** → [REGISTER HERE](https://theliveround.com/product?productId=708.0&productType=onlineSpeedDating&city=Richmond%20Hill&groupurlname=trail-tire-tribe-ride-social&ar=40-58&face_v=187.0) - **Ages 55+** → [REGISTER HERE](https://theliveround.com/product?productId=708.0&productType=onlineSpeedDating&city=Richmond%20Hill&groupurlname=trail-tire-tribe-ride-social&ar=55+&face_v=187.0) **⚠️ An RSVP here doesn't save your place.** Sign up using your age group link above and finish the brief personality quiz. Spots are limited. --- 🎯 **Perfect for:** - Anyone trying speed dating for the first time who wants an easy introduction - Singles who enjoy a guided, organized evening - Anyone curious to see if there's chemistry before meeting in person - Busy people looking to meet several singles in a single evening - People returning to dating after some time away **How It Works** 1. **Sign up** Pick the link for your age range above. 2. **Take the quiz** A brief personality quiz so we can match you well. 3. **Check your inbox** We send the Zoom details ahead of time. 4. **Meet people** Rotate through quick video dates while the host keeps time. 5. **Follow up** When the interest is mutual, we connect you after the event. **Event Details** - **Format:** Live on Zoom: short one-on-one video dates - **Where:** Online on Zoom. Join from anywhere in Richmond Hill - **Host:** Host managing the introductions and timing - **Vibe:** Laid back chats with Richmond Hill singles **Frequently Asked Questions** **How long is each date?** A few minutes, just enough to see if there's a spark. **What happens afterwards?** You select who you'd like to see again, and mutual matches are shared. **What do I need?** Zoom, a camera and a decent connection. --- ✨ Come for the chats, leave with a match or two. ✨ ✨

Port Lands: Moonlight shining toward us (6.1 km)

Biidaasige Park has become the top urban park in Canada in barely more than a year. The play area is impressive with ziplines and water works. Biking and walking paths wind through tranquil, restored wetlands and scattered artworks. Design thinking is evident in the placement of amenities and trail layout. If you haven't visited it already, go during the day. This hike happens at night, when you can see the park in a different light (or lack thereof). The park is a key development in the Port Lands area, which will transform into Toronto's newest neighbourhood in the next decade. This hike will start at the eastern end, follow the coastline to Cherry Beach and swing up to the park. Most of the area is still industrial. The only good place to eat is at the end, a local favourite for barbecue. **Highlights** 1. Leslie Lookout Park (depart 6:30 pm) 2. Hearn Generating Station 3. Waterfront Trail 4. Cherry Beach Life Guard Station (depart 7:13 pm) 5. Bridges of Port Lands 6. Atlas Crane 7. Lassonde Art Trail 8. Views of Toronto skyline 9. Ziplines at Biidaasige playground 10. Giant snow owl, beavers, raccoons, and other critters 11. Cherry Street Bar-B-Que (arrive 8pm) **Neighbourhoods** Port Lands > Lower Don Lands **Map** [https://www.google.com/maps/d/edit?mid=1EJACCyOoX-EdS2UE7Kpnic7P6rtmvac&usp=sharing](https://www.google.com/maps/d/edit?mid=1EJACCyOoX-EdS2UE7Kpnic7P6rtmvac&usp=sharing) The trail from the start to Cherry Beach has no lighting but is wide and flat. You will be walking in the dark, perhaps with moonlight or city lights illuminating some of the way. Headlamps or torches can be helpful. Recommended to bike, walk, or take a TTC bus to the start point because it's troublesome to return there in the dark. **How it works** Hike starts punctually. Late or can't do the whole route? Meet us at scheduled checkpoints. See our [home page](https://www.meetup.com/hike-to-eat/) for more info.

Earl Bales Park and Burnett Park Double Loop (7.5 Km)

Easy Social walk @ Moore Park Ravine

Still chasing fall vibes? Or recovering from too much Halloween fun? Come join us for a Social Walk at Moore Park Ravine. A chill stroll, and good company. We’ll start at Yonge & St. Clair and wander down toward Moore Park Ravine, soaking in the fall scenery (or what’s left of it!). It’s an easy 7.6 km walk, about 2 hours at a relaxed pace. After the walk, we’ll grab a coffee and snack nearby to warm up, unwind, and chat about the sights, the season, and whatever else comes up. ✨ A perfect low-key way to spend your afternoon, meet new people, and enjoy the outdoors. 📍 Meet-up: Yonge & St. Clair intersection 👟 Bring: Comfy shoes, water, light snacks & a good mood 💵 Cost: $3 (cash or e-transfer to mech.mandeep@gmail.com)

Saturday Beltline Trail and Mount Pleasant Cemetary Walk (with Dinner and Music)

Hello everyone, **\*\*Kindly Read Carefully\*\*** Please join me and my other groups for a fantastic spring afternoon involving a leisure nature and beautiful neighbourhood walk \- Includes different trails\, parks\, cafes\, ice breakers\, washroom breaks and beautiful sties to see -Our great event will continue as we hit a fabulous location for dinner, beverages and conversation (optional) -Stick around after dinner for live disco band and Dancing (optional) **Time and Location: Where to meet us?** We will meet at out front of **Smoke Show** **744 Mt. Pleasant Rd)** \*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 p.m.)** This will give us an opportunity to introduce ourselves as everyone arrives; then make our way on our small adventure through quieter and more natural parts of the city we don't usually get to see. More details below: Sincerely, Steve Flemming (Organizer/Host) **Event Details:** **Saturday Nature Beltline Trail and Mound Pleasant Cemetery Walk (with Dinner Party, Live Band, Dancing)** -A great event planned as we explore Parks, Trails, Cafes and beautiful Neighbourhoods with cool sites to see -During the walk we will stop and rest at different spots, bathroom breaks, take some lovely scenic photos, group photos and share some laughs together -Play a couple ice breaker games near the beginning of the walk as well to help us get to know one another \*This event is a great way to naturally make connections, get some fresh air, exercise and (re) connect with some wonderful people **Bonus after our Leisure Nature and Neighbourhood Walk:** \*Stick around after the walk for a fun Saturday evening gathering at an iconic venue with Reserved Seating, Great Menu, Beverages, Mingling, Live Band and Dancing! **Event Fee:** 10 dollars (cash only) when you arrive (HST is included) or e transfer in advance to Steveflemming11@gmail.com \-\-\-\-\-\-\-\-\-\-\-\-\-\-\-\-\-\-\-\-\-\- **Time and Location: Where to meet us?** **Date:** Saturday, November 21st 2026 We will meet at out front of **Smoke Show** **744 Mt. Pleasant Rd)** \*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 p.m.)** \-\-\-\-\-\-\-\-\-\-\-\-\-\-\-\-\- ***Thanks for reading everyone, remember to RSVP and see you real soon!*** :) \-\-\-\-\-\-\-\-\-\-\-\-\-\-\-\-\-

Humber River to High Park Loop