Showing 199 events within 150 km in the next 365 days. Page 3 of 10.
The Middle Path Trail race is part of the Outrace Series and Athletics Ontario Trillium Running series. The goal of the Middle Path Organization committee is to provide a race that is accessible to all athletes. Working with Kawartha Nordic and all our sponsors we value the importance of maintaining the environment and becoming a responsible event organizer. We are a green organization that promotes green initiatives and being environmentally friendly.
Toronto Island
Triathlon and Duathlon
A Triathlon with a view of the Toronto Skyline
Hosted at Halan’s Point on Toronto Island. Come enjoy all that Toronto Island has to offer.
Other Details
A Triathlon just a short Ferry ride from Downtown Toronto
After your event, stay and enjoy all the Toronto Island has to offer
On August 15, 2026, Brad’s Place Addiction Treatment of Southern Georgian Bay will host the 2nd Annual Steps for Change: #EndOverdose fundraising run in Stayner, Ontario. This community event brings together families, friends, service providers, and local businesses to honour those we’ve lost to overdose, support those still struggling, and raise critical funds for youth-focused addiction treatment and family support services in Southern Georgian Bay.
Participants will complete a family-friendly run/walk route through Stayner, with options suitable for all ages and fitness levels. The event will feature opening remarks, a moment of remembrance, information booths, and opportunities to learn more about overdose prevention, harm reduction, and local resources. Funds raised will directly support Brad’s Place programs, ensuring that no young person or family is turned away due to financial barriers.
Steps for Change: #EndOverdose is more than a run—it’s a visible stand against stigma, a celebration of recovery, and a call to action for better, youth-specific addiction services in our region.
Get ready for an energizing, feel-good morning by the water! 🌊☀️
Join us on August 15th for an unforgettable 1K or 5K run/walk along the scenic Whitby Waterfront. Whether you’re chasing a personal best or just soaking in the views, this is your chance to move, connect, and make a difference, all starting and finishing at the stunning Heydenshore Park.
Even better? Every step you take helps support the Ontario Shores Foundation, funding vital mental health programs and raising awareness right here in Durham Region. 💙
Event Details:
🏁 1K Start: 9:00 AM
🏁 5K Start: 9:30 AM
Race Kit Pick-Up:
📍 Orangetheory Whitby:
August 13: 10 AM – 8 PM
August 14: 10 AM – 6 PM
⏰ Important: Registration closes August 13 at midnight—spots are limited, so don’t wait!
Lace up, bring your energy, and be part of something meaningful. Let’s hit the waterfront together! 🏃♀️🎉
The 4th Annual ENDURrun Sport 80 KM
8 DAYS - 8 STAGES - 80 KM
Join us for an amazing week, August 9 - 16, 2026
Schedule of Events:
Stage 0 - Saturday August 8 - 5:00 - 6:00 p.m. - Social/Kit pick up/Pre-race Meeting, 2 Weberlyn Cres, Conestogo, ON
Stage 1 - Sunday August 9 - 8:00 a.m. - 10 KM, RIM Park, 2001 University Ave E, Waterloo, ON - 2 loops of this course route https://www.mappedometer.com/?maproute=939933
Stage 2 - Monday August 10 - 8:00 a.m. - 7.5 KM Time Trial, Riverbluffs Park, 251 George Street, Cambridge, ON - Out and back on this course route https://www.mappedometer.com/?maproute=939935
Stage 3 - Tuesday August 11 - 8:00 a.m. - 5 KM Cross Country Run, Shade's Mills Conservation Area, 450 Avenue Rd, Cambridge, ON - 1 loop of this course route https://www.mappedometer.com/?maproute=916905
Stage 4 - Tuesday August 11 - 9:00 a.m. - 10 KM Cross Country Run, Shade's Mills Conservation Area, 450 Avenue Rd, Cambridge, ON - 2 loops of this course route https://www.mappedometer.com/?maproute=916905
Stage 5 - Wednesday August 12 - 6:00 p.m. - 5 Mile Hill Run, Walter Bean Trail, (park in the Coldwell Banker Peter Benninger Realty parking lot at 508 Riverbend Dr), Kitchener, ON - 2 loops of this course route https://www.mappedometer.com/?maproute=942256
Stage 6 - Thursday August 13 - 5:00 p.m. - 13.4 KM Technical Trail Run, Baden Hills, 2733 Sandhills Rd, Wilmot, ON - 5 loops of this course route https://www.mappedometer.com/?maproute=918834
Stage 7 - Saturday August 15 - 9:00 a.m. - 5 KM Track Race, St David Catholic Secondary School, 4 High St, Waterloo, ON - 12.5 laps of the track - 2 or 3 heats, fastest heat first based on cumulative time to this Stage
Stage 8 - Sunday August 16 - 7:00 a.m. - Half Marathon, RIM Park, 2001 University Ave E, Waterloo, ON - 3 loops of this course route (small course change from 2023) https://www.mappedometer.com/?maproute=966264
Are you an Ultimate or Sport Alumni?
Please register and use Promo Code ERALUMNI to receive a $25 discount off the current entry fee.
2026 ENDURrun Ultimate Registration is open.
The 21st ENDURrun
8 DAYS - 7 STAGES - 160 KM - 1 TOUGH RUNNER
The Ultimate test of running.
Join us for an unforgettable week, August 9-16, 2026.
Schedule of Events:
Stage 0 - Saturday August 8 - 5:00 - 6:00 p.m. - Optional Social/Kit pickup/Pre-Race Meeting, 2 Weberlyn Cres, Conestogo, ON
Stage 1 - Sunday August 9- 8:00 a.m. - Half Marathon, RIM Park, 2001 University Ave E, Waterloo, ON - 3 loops of this course route (small course change from 2023) https://www.mappedometer.com/?maproute=966264
Stage 2 - Monday August 10 - 8:00 a.m. - 15 KM Time Trial, Riverbluffs Park, 251 George Street, Cambridge, ON - Out and back on this course route https://www.mappedometer.com/?maproute=941128
Stage 3 - Tuesday August 11 - 8:00 a.m. - 30 KM Cross Country Run, Shade's Mills Conservation Area, 450 Avenue Rd, Cambridge, ON - 6 loops of this course route https://www.mappedometer.com/?maproute=916905
Stage 4 - Wednesday August 12 - 6:00 p.m. - 10 Mile Hill Run, Walter Bean Trail, (park in the Coldwell Banker Peter Benninger Realty parking lot at 508 Riverbend Dr), Kitchener, ON - 4 loops of this course route https://www.mappedometer.com/?maproute=942256
Stage 5 - Friday August 14 - 8:00 a.m. - 25.6 KM Technical Trail Run, Baden Hills, 2733 Sandhills Rd, Wilmot, ON - 10 loops of this course route https://www.mappedometer.com/?maproute=907525
Stage 6 - Saturday August 15 - 7:00 a.m. - 10 KM Time Trial, St David Catholic Secondary School, 4 High St, Waterloo, ON - 25 laps of the track - 2 or 3 heats, fastest heat first based on cumulative time to this Stage
Stage 7 - Sunday August 16 - 7:00 a.m. - Marathon, RIM Park, 2001 University Ave E, Waterloo, ON - 5 loops of this course route https://www.mappedometer.com/?maproute=916447 Note: 7:00 a.m. is the main start time, for those participants expecting to run under 4:30. For those participants expecting to run slower than 4:30, you must start at the early start time at 5:30 a.m. This course is a BQ, course certification number ON-2022-018-PTBA.
Have you never participated in the Ultimate before and are under 25 years of age? Please contact us about a $250 entry fee discount program. Two discounts are available on a first come basis.
The 4th and newest addition to the Subaru Triathlon Series, now in it's 5th year. The event has both sprint and olympic distances available, and will have Olympic (standard) qualifying spots for World's in 2027!
Welcome to the 2nd edition of the
Mudskipper SwimRun - Milton, Milton Open Water Swim, and the Inaugural
Milton Runs 7.5K and 15K Trail Run
At Area 8, Conservation Area
This event takes place in Milton, Ontario, just 1/2 hour west of Toronto, and close to many cities, including Hamilton, Guelph, Kitchener-Waterloo, Mississauga, Brampton, and Cambridge, to name a few.
NEW DATE
August 16, 2026
Mudskipper SwimRun - Milton
The 2026 Canadian Individual SwimRun Championships
This event features a 10K and 20K Individual Swimrun where participants will alternate between swimming in the Area 8 Quarry and running along the beautiful and challenging trails of Kelso Park.
Canaqua Sports is pleased to announce that the 20K distance of the Mudskipper SwimRun Milton has been named the
2026 Mudskipper Canadian Swimrun Championships,
Milton Open Water Swim
Come and join us for a swim in the beautiful Area 8 quarry, where we are anticipating water temperatures of 20 degrees.
Swimmers will do laps around our 1.5K course with distances of 1.5K, 3.0K, and 6K
NEW RACE
The Milton Runs 7.5K and 13K Trail Run
Run around the beautiful Area 8 Quarry before heading out to the Challenging backwoods of Kelso Park as you complete our 7.5K course.
The 15K race takes you through the course 2 times.
NEW TO CANAQUA SPORTS
Canaqua Sports is happy to announce that their local triathlon association is sanctioning this event and all of our Championship Series Events.
For those who are not members of a triathlon association, please register by using the Non-Members section. You will be asked to purchase a 1-day registration to participate in this event.
For Triathlon Ontario members, please enter by clicking on the event of your choice. You will be asked to provide your Triathlon membership number.
Any questions, email [email protected]
NEW FROM CANAQUA SPORTS
Save on Travel
Hotel bookings, Flights, and Car Rentals
Canaqua Sports announces a partnership with Sportsmasters Travel.
Save money when you book for your events, or even a non-sport trip.
Booking is Easy - Enjoy the Savings!
Please join us on Sunday, August 16th, 2026, as we host our 5th annual 5k run/walk in memory of Chris.
We hope to spread awareness in honour of Chris’ fight and for every other individual struggling with mental health and addiction. All net proceeds will be directed to St. Joseph's Healthcare Hamilton's Cleghorn Early Intervention Clinic.
Set The Pace at the
PUMA Toronto Women's Summer 10K/5K
Join one of Toronto’s most scenic and popular summer races. The PUMA Toronto Women’s Summer 10K/5K offers a perfect chance to stay motivated, focused, and in shape all summer long.
If you're new to running, this is a welcoming, friendly race and a fantastic opportunity to get active. For experienced runners ramping up their training for the fall season, this race offers an excellent test of your fitness.
This race is limited to 1,000 participants and will sell out—register now to secure your place at the start line!
Come and see why the PUMA Toronto Women’s Run Series gives women the chance to set the pace to stay fit and active in a friendly, supportive environment.
If you can’t make it in person, our virtual race gives you the flexibility to complete your race, your way, on your schedule.
The PUMA Toronto Women’s Run Series raises funds for the Pediatric Oncology Group of Ontario (POGO). Your participation helps make a difference for children and their families living with childhood cancer.
Help us achieve our 2026 fundraising target of $70,000. This will bring our total amount raised to over $750,000 since our series started in 2009.
We’re proud to be an inclusive, supportive community of runners committed to inspiring women to get out and set their own pace.
We look forward to seeing you set the pace on Saturday, August 22, 2026!
We are proud to announce that this event is sanctioned by Athletics Ontario.
We are thrilled to announce that we are partnering with La Sportiva for our events this year. Not only will La Sportiva be at our races with their demo fleet of shoes to try but they will also be giving away 2 pairs of shoes!
We are also now working with a new, LOCAL, nutrition company called THN Labs. They are generously providing each runner with gels in their race kit as well as gels available at our aid stations. The gels contain only 4 ingredients: maple syrup, tahini, sea salt, and rowanberry extract. For more information on the product, click on their logo below:
At Happy Trails Racing, we really try our best to offer a wide range of trail running experiences. Most of our events are perfect for all experience levels, including runners that have never done a trail race before.
THIS IS NOT ONE OF THOSE RACES!
This race is hard. Like, really hard.
With multiple major climbs, this course will have participants reaching the highest point of the entire 900km long Bruce Trail. Two of the climbs will have participants climbing close to a 1000 feet on each climb. The climbs are steep and the descents are nasty. In total, runners in the 66.6km event will climb close to 6000 feet.
This isn't going to be easy, but it is going to be memorable!
Believe it or not, we started working on this race in 2019. It was difficult to plan because we really tried to figure out a way to make it achievable for all ability levels. We threw that plan out the window and here we are!
Highlights of the race:
-Climb to the top of the Devil's Glen ski hill
-Crawling through (literally crawling through) the "keyhole" on the "Keyhole Side Trail".
-Running along side the Mad River
-Climbing the hills of the Pretty River Valley Provincial Park up to the highest point on the Bruce Trail (66.6k only)
-The entirety of the race takes place on the Bruce Trail (with some short, but special, sections on Side Trails with Blue Blazes)
-This event will support the Blue Mountains Bruce Trail Club. $20 from each registration will go directly to the club.
The Beast- 66.6km. A little bit of heaven and a little bit of hell!
Here is the GPX File: 66.6km Course GPX File
This course is the real deal. You need to do some hill training for this beast. This is not your typical trail race and you won't find anything else like this in the province. Expect some seriously slow kilometers and don't expect to make up any time on the descents - they are long and steep. The kind that of descents that jam your toes into the end of your shoes and cause you to lose toenails a couple weeks after the race.
It's probably going to be hot. There will probably be some bugs. You will earn your finisher's medal with this race.
Runners will get to do it all - Devil's Glen Ski hill climb, crawl through the keyhole (or take the longer way around), ascend the brutal climbs of Pretty River up to the highest point of the Bruce Trail and then shuffle down.
There are 4 "major climbs" and lots of "medium climbs". In total, there will be close to 6000' cumulative feet of climbing.
The cut-off time for this event is 12.5 hours, which is 5.12km per hour (a 11:43/km). It will be starting to get dark by 8:00pm on race day and all runners must be off the course before dark.
Here is a great video that shows what runners can expect (thanks to Heather Grieve, who also the first place female finisher, for the video):
Heather's Race Video
The Half Beast- 33.3km
Here is the GPX File: 33.3km Course GPX File
With around 2500' of elevation gain, this course will test your limits. Two major climbs and descents, the same hot and buggy conditions as the full course, and you will still have to crawl through the keyhole (or take the longer way around).
As you can see by the elevation profile below, you are pretty much always going up or down so don't expect to just settle into a comfortable pace and check off the kilometers - this will be work. Also, for those of you who have not yet experienced descents like these, they are tough - long, steep, and quad-crushing.
The cut-off for this event 12 hours, which means that it is suitable for experienced hikers. There is plenty of time to get it done for those who are willing to put in the work!
The Mini Beast- 16.66km
Here is the GPX File: 16.6km Course GPX File
There is really nothing "mini" about this. As you can see by the elevation profile, runners will have one major climb and descent. The cumulative elevation gain is close to 1200' and most of that comes at you all at once in the first 5km of the race.
Those who take the climb "slow and steady" will be rewarded and will get to really enjoy the view from the top. Participants will also crawl through the keyhole trail (or take the longer way). Again, like with the other events, be prepared for a hot day,
This course will take most participants 2-3 hours to complete and is definitely the best option for participants without a lot of trail running experience. It will be challenging but will also offer great views, truly unique landmarks, and awesome aid stations.
Don't Lose Your Key!
All participants will receive a Skeleton Key before the start of the race. You will be required to show your key at some point during the race. It's a really cool keepsake after the race but, be warned, if you lost your key - your race is over!
Whatever you do, DO NOT LOSE YOUR KEY!
You'll learn more about this after you register.
Aid Stations
We will punish you with the course but reward you with the aid.
The aid stations will offer plenty of support. Electrolyte drinks, salty snacks, sweet snacks, pickles, pb and j, and much more. Most importantly, the aid stations will have friendly and encouraging volunteers that are there to support you.
Aid Stations will be less than 10km apart so you can carry a little less on those climbs. However, keep in mind that a lot of this course is highly technical and hilly so you should expect some very slow kilometers. Be prepared.
Please note all Happy Trails Racing events are cup-less so you will need to have a collapsible cup or bottle to fill at the aid stations.
Race Swag
We have some really cool stuff planned for this one. Participants can expect a really great race kit that will include:
-Race Bib
-Race Sticker
-Race Shirt (softspun, available in unisex or women's cut, badass design)
-Skeleton Key (you'll learn more about this but you will have to carry it at all times)
-Finishers will earn a rad Finisher Medal. Again, super cool design for this one!
-Race Photos from our favourite race photographer, Sue Sitki
Plus, you can feel good knowing that $20 from your registration fee went directly to the Bruce Trail Club!
SCHEDULE:
6:30am - Race Kit Pick-Up for the 66.6km runners. This process will be fast so don't feel like you need to arrive super early.
7:30am - 66.6km race starts
7:45am- Race Kit Pick-Up for the 33.3km runners.
8:30am- 33.3km race starts
8:45am- Race Kit Pick-Up for the 15km runners.
9:30am- 15km race starts
8:00pm- Race Cut-off
Refund Policy:
Happy Trails Racing has a great policy regarding race refunds/transfers: register with confidence knowing that you can take advantage of our early bird pricing and, if you need to back out, you can do so up to 30 days before the race with a 100% race credit that can go towards any future Happy Trails event. It doesn't expire. Unfortunately, we cannot accommodate cancellations within 30 days of the race. However, participants are welcome to transfer their bib to someone else without any penalty. Please keep in mind that everything we need to order to have you at our race is done so at least 30 days out.
We're Back Hamilton!
The Runner's Den is excited to announce that we have once again partnered with Mizuno to bring you back the Summer Sunset Series!
A fun way to stay fit this summer with a fast and flat course along Hamiltons Waterfront trail! This will be a timed event to allow runners to get a chip time for their 5K run.
In an effort to keep the cost of this event low, there will be no shirt or medal provided for the 5K runners.
Event includes:
Ankle chip for timing
Demo shoes on site to try for your event
Draw prizes for all participants courtesy of Mizuno
Post race refreshments for all participants
Event Schedule:
5:30-7pm: Onsite registration/check-in
6:30pm: 1K Kids START
7:00pm: 5K START
7:45pm: Post Race Draw prizes
Back again this year - 1K Kids Run!
Let's get our kids out to run this summer! This kids run will not be timed but medals will be provided to the kids who finish the race.
Caffeine Run Toronto
Walk/5K/10K/Half
Be Caffeinated and Run Rhino are partnering up again to bring together all of our two favorite things, Running and Coffee!
You have the option to run a 5k, 10K, or Half Marathon. Would you rather WALK for coffee? That works for us too! Grab your fill up before you head out if you choose and walk our shorter, 1.5 mile loop!
Participants will all receive a short sleeve t-shirt; a branded, ceramic finishers mug and a full cup of coffee and some baked goodies upon completion of the race!
The start/finish area will have hot chocolate set up for spectators and participants, and we'll have the jams going all morning!
The race will be mass start and will be chip timed!
Wasaga Beach
Triathlon and Duathlon
Swim-Bike-Run-Relax!
Hosted in the Main Beach Area
After your event, stay and enjoy Wasaga Beach!
Other Details
Paved Transition Area that overlooks the Swim Course
Registration, Food, Awards and Finish Line all right by Wasaga Beach itself
Flat and Fast Courses
Adventure Awaits in Every Mile: Kawartha Lakes Classic
Get ready to ride in one of Southern Ontario’s most inspiring cycling events — the 23rd Annual Kawartha Lakes Classic Cycling Tour. This isn’t just an amazing ride — it’s a movement! A celebration of community, compassion, and the sheer joy of cycling through the stunning landscapes of Kawartha Lakes.
Why It Matters
Last year, over 170 riders pedaled with purpose, raising more than $44,000 to support A Place Called Home - an emergency shelter in Lindsay, ON that provides hope and housing for those experiencing homelessness in Kawartha Lakes and Haliburton County. Every kilometer you ride helps change lives.
What’s Waiting for You
Variety of scenic routes for all skill levels, crafted by members of the Kawartha Cycling Club to maximize fun
Fully supported routes with refreshment-stocked rest stops and motorcycle support for rider safety
Complimentary lunch from Boston Pizza - Lindsay to refuel and reconnect
Comfortable venue at the Oakwood Lion’s Mariposa Community Hall in Oakwood, ON
Friendly faces, community spirit, and unforgettable memories
Fundraising incentives that celebrate your impact!
Participants who raise or donate $150 will receive a Canadian‑made long‑sleeve Kawartha Lakes Classic shirt crafted from sustainable hemp as a thank-you. Every dollar goes to A Place Called Home to support those experiencing homelessness in our community.
Whether you're riding solo, with family, or as part of a team — this is your chance to make an impact while doing what you love.
Let’s ride for A Place Called Home!
TORONTO, LET'S DO THIS! ALL AGES, ALL ABILITIES! The 5K Foam Fest is a one of a kind Obstacle Course based Fun run! Join us for over 25 obstacles including the world's largest inflatable waterslide, mud pits and 2.5 million cubic feet of foam! Rock out all day to awesome music, enjoy a FREE kids zone for kids 6 and under, taste delicious food, shop from local vendors and celebrate your success in our well-stocked beer garden. With a variety of obstacles and a ton of foam, the 5K Foam Fest is an exciting challenge for experienced and beginner runners alike...Walk it, Run it, Charge it, Fun it; this course should be enjoyed at your own pace and all obstacles are optional! PRICE JUMPS SOON! 2 DAY EVENT - AUG 29/30, 2026
Grab your capes and unleash your superpowers at the fourth annual SuperPower 5K on Toronto Island, Saturday, August 29th, 2026. A fun 5K, 10K, 15K Superhero Challenge to end an epic weekend of fandom in Toronto. Come out dressed in your favourite costume and RUN, WALK, or FLY!
The event sold out the last three years, so register today and don't risk missing out.
What Participants Receive With Registration:
Exclusive SuperPower 5K | 10K swag;
SuperPower medal;
Post-race nourishment.
For more information, visit our website: https://www.superpower5k.com
Prices go up Tuesday at midnight. For RW NEWSLETTER subscribers, don't pay Wednesday prices if you don't want to. We are sending a monthly email in the coming days which among other things includes a promo code for this lowest Runway price. If this interests you, join our mailing list.
Saturday, August 29, 2026
Region of Waterloo International Airport, Breslau, ON
Warm up on the taxiway, and run on the tarmac of The Region of Waterloo International Airport. It's an incredible experience.
This race is sanctioned by Athletics Ontario