40 cycling, running, road, and other events in Milton, Ontario

From big races to Saturday morning group runs—find cycling, running, road, and swimming events and connect with the local endurance sports community.

• NCCP Basic Cycling Skills - Milton
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  Sat, Apr 18, 2026 at 9:00 AM

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  Date: April 18 Time: 9:00am – 4:00pm Cost (Member): $120.00 +HST Cost (Non-Member): $140.00 +HST Instructor: Alex Roger Description: Basic Cycling Skills provides an opportunity for “on-bike”...

  Date: April 18 Time: 9:00am – 4:00pm Cost (Member): $120.00 +HST Cost (Non-Member): $140.00 +HST Instructor: Alex Roger Description: Basic Cycling Skills provides an opportunity for “on-bike” practice in skill teaching and analysis, coaching, and provided lesson plans. The program is simple, based on several pre-designed lesson plans, and adaptable to participants’ varying skill and ability levels. The program’s focus is on having participants develop skills that are basic to MTB, BMX, and Road, in a controlled, off-road, off-trail setting such as a sports field or parking lot. The Basic Cycling Skills course is cross-listed with the Intro to Competition & Community Initiation NCCP coaching stream. Register Here

  Cycling Mountain Biking Road Trail

  Mattamy National Cycling Centre, 2015 Pan Am Boulevard, Milton, Ontario, Canada
  OpenStreetMap Google Maps
• 2026 5 Peaks Trail Running Series: Kelso [5peaks.com] [Register at raceroster.com]
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  Sat, May 02, 2026 at 8:30 AM

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  • Race swag is not included at the registration prices listed above. Swag can be purchased through the registration process.

  Join us at the Kelso Conservation Area for the first 5 Peaks Trail Running...

  • Race swag is not included at the registration prices listed above. Swag can be purchased through the registration process.

  Join us at the Kelso Conservation Area for the first 5 Peaks Trail Running event of our Ontario Trail Running Series. We offer a variety of distances for all ages, abilities, and ambitions from the 1km Kids race to a 21km Grit distance and bit of everything in between.

  Please visit our individual race page for more information about the course and race day schedule.

  Please join our regional Facebook group to ask specific questions about this and other 5 Peaks events.

  1k 3k Run Trail

  Road to Ruin, Milton, Ontario, Canada
  OpenStreetMap Google Maps
• Draft Legal Certification - Milton [triathlonontario.com] [Register at ccnbikes.com]
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  Sat, May 09, 2026 at 7:00 AM

  Cycling

  Milton, Ontario, Canada
  OpenStreetMap Google Maps
• 2026 5 Peaks Trail Running Series: Crawford Lake [5peaks.com] [Register at raceroster.com]
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  Sat, Jun 06, 2026 at 8:00 AM

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  • Race swag is not included at the registration prices listed above. Swag can be purchased through the registration process.

  Join us at Crawford Lake Conservation Area for the a 5 Peaks Trail Running...

  • Race swag is not included at the registration prices listed above. Swag can be purchased through the registration process.

  Join us at Crawford Lake Conservation Area for the a 5 Peaks Trail Running Adventure for all ages, abilities, and ambitions.

  Please visit our event website for information about the course, race day schedule and more: https://www.5peaks.com/crawford-lake

  Please join our regional Facebook group to ask specific questions about this and other 5 Peaks events.

  1k 3k Run Trail

  Conservation Road, Milton, Ontario, Canada
  OpenStreetMap Google Maps
• Subaru Triathlon Series - Milton [trisportcanada.com] [Register at raceroster.com]
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  Sun, Jun 07, 2026 at 8:30 AM

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  The first event of the Subaru Triathlon Series and one of the first outdoor Triathlons in Ontario to kick off the season! The event is based out of Kelso Conservation Area, with the swim and run...

  The first event of the Subaru Triathlon Series and one of the first outdoor Triathlons in Ontario to kick off the season! The event is based out of Kelso Conservation Area, with the swim and run routes all within the park and the bike on local roads. Please note that due to road construction and changes in the area, that there will be some changes to the bike and run courses. The sprint courses will be: 750m Swim, 29km Bike and 5km Run.

  Cycling Duathlon Road Run Swim Triathlon

  Road to Ruin, Milton, Ontario, Canada
  OpenStreetMap Google Maps
• ELEVATE, Kelso Conservation [city-shred.com] [Register at raceroster.com]
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  Sat, Jun 27, 2026 at 7:30 AM

  Description

  Race Kit Pick Up Morning of June 27th at Kelso Conservation Area at Registration in the West Lodge (5234 Kelso Road, Milton, ON L9E 0C6) Registration: Opens at 7:30AM Adult Start Times: Relay Starts at 9 AM MAX Elevation Starts at 9 AM 10K Starts at 9:15 AM 5K Starts at 9:45 AM Kids Start Times: MAX Elevation Starts at 10:00 AM 2K Starts at 10:10 AM

  2k 5k 10k 20k Road Run

  5384 Kelso Road, Milton, Ontario, Canada
  OpenStreetMap Google Maps
• WHEELS 2026 [raceroster.com]
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  Sun, Jun 28, 2026 at 8:00 AM

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  We’re excited to be back at the breathtaking Kelso Conservation Area for Wheels 2026. Whether you ride, hike, or walk, your participation directly supports the medically complex children and families...

  We’re excited to be back at the breathtaking Kelso Conservation Area for Wheels 2026. Whether you ride, hike, or walk, your participation directly supports the medically complex children and families cared for by The Darling Home for Kids.

  Choose Your Adventure:

  • 🥾 5km Hike or Mountain Bike Trail Explore the natural beauty of Kelso’s landscape on foot or by mountain bike with our 5km route through forested trails.

  • 🚴‍♂️ Cycling Routes – 25km, 50km, or 100km Hit the road with one of our scenic cycling routes designed for riders of all levels. Whether you’re in it for a leisurely ride or a long-distance challenge, your journey makes a difference.

  • 🚶‍♀️ Accessible Family Walk Enjoy a relaxed, inclusive walk along Kelso’s beautiful boardwalk - perfect for families and participants of all ages and abilities.

  After your adventure, join us for a finish line celebration, where all participants will come together to mark their accomplishments and the meaningful impact they’ve made.

  By taking part in Wheels, you’re doing more than just enjoying a day outdoors - you’re helping provide specialized care, comfort, and joyful experiences for children with complex medical needs. Every pedal. Every step. Every stride makes an impact.

  Every pedal. Every step. Every stride makes an impact.

  Registration Options

  • Early Bird (until April 30th) - $35

  • Spring Registration (May 16 - June 25) - $45

  • Final Chance (June 26 - 27) - $55

  • Special Youth Rate - Save $15!

  • Discount applied automatically (under 18 on event day)

  Save an additional $10 when you register a family of four!

  Fundraising Minimum

  • Individual – $200.00

  • Family – $500.00

  • 2 adults; 2 children

  • Team of 10 – $1,500.00

  • Youth – $75.00

  • Under 18 on event day

  Check back later as Routes are finalized and posted.

  2k 5k 25k 50k 100k Cycling Road Trail Walk

  Road to Ruin, Milton, Ontario, Canada
  OpenStreetMap Google Maps
• TRi KiDS Triathlon Series MILTON, ON [trikids.ca] [Register at raceroster.com]
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  Sun, Jul 05, 2026 at 8:30 AM

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  Due to construction at the Milton Sports Centre, TRi KiDS Milton will now take place on July 5. The race will return to Labour Day weekend in the 2027 season.

  2026 TRi KiDS Milton powered by...

  Due to construction at the Milton Sports Centre, TRi KiDS Milton will now take place on July 5. The race will return to Labour Day weekend in the 2027 season.

  2026 TRi KiDS Milton powered by Pure Flavor – July 5, 2026

  The TRi KiDS Triathlon Series powered by Pure Flavor offers safe, non-competitive, confidence-building races for children and youth ages 3 to 15. TRi KiDS events combine three sports kids love: swimming, biking and running. We celebrate participation with the goal of encouraging a positive, healthy attitude towards physical activity and instilling self-confidence. The achievement of each athlete is recognized…and not just at the finish line!

  We believe if children and youth engage in activities in a positive and supportive environment they will be active for life. The TRi KiDS commitment is to create memorable events where the athletes are the focus and their participation is celebrated by their family and friends, our volunteers and us.

  The 2026 TRi KiDS Triathlon Series powered by Pure Flavor schedule of races can be found on our website.

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  Bib Personalization Deadline: June 14, 2026 – Athletes who register (including transfers or entries from the waitlist) after this deadline will not receive a bib with their first name

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  Family registration – A discount of $2 per athlete is offered when registering 2+ athletes in the same immediate family. Family members must reside in the same household and the registration must be completed in the same transaction. To get this discount for one athlete in multiple races, you must register here.

  UNFORTUNATELY, WE CANNOT PROCESS REFUNDS IF YOU DO NOT REGISTER IN ONE TRANSACTION.

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  Please review our Refund Policy and the FAQs thoroughly before registering and email us if you have any questions.

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  TRi KiDS Triathlon Series & the TRi KiDS design are registered trademarks of Anthem Events Inc. All Rights Reserved. © 2026 Anthem Events Inc.

  HST # 704323674 RT0001

  Kids Run Swim Triathlon

  Milton Sports Centre, Santa Maria Boulevard, Milton, Ontario, Canada
  OpenStreetMap Google Maps
• The First Blaze Trail Race 2026 [raceroster.com]
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  Sat, Jul 11, 2026 at 9:00 AM

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  The date has been set for July 11th, 2026!

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  We are proud to announce that this event is sanctioned by Athletics Ontario.

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  We are thrilled to announce that we are partnering with La Sportiva for...

  The date has been set for July 11th, 2026!

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  We are proud to announce that this event is sanctioned by Athletics Ontario.

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  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!

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  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:

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  A TRAIL RACE & AN ADVENTURE

  We are very excited to be offering a unique trail race that is unlike any of our other events. Here are a few of the features that makes this race extra cool:

  • The 50km event (actually about 51.8km) is a point-to-point race. We will bus participants from the finish line parking lot all the way to the start and then the runners will run the entirety of the Toronto Bruce Trail section. The 50km course will have a 10 hour cut-off. PLEASE NOTE: We consider this an intermediate level course. It is tough but beautiful. Although there aren't any specific qualifications, this is not recommended for runners who have not completed a 50km already (try the 27.5km event - you'll love it!). Trail shoes are necessary.

  -The 25km event (actually about 27.5km) is also a point-to-point race that, although shorter, offers an incredible experience along some of the most incredible sections of the Toronto Bruce Trail. The 25km course will have an 8.5 hour cutoff. This is also a difficult course but, due to the 8.5 hour cutoff, it is manageable for runners with some trail running experience. Plan on being out at least 1 hour longer than your typical 25k race.

  We will also be offering a 10km OUT-AND-BACK race. Participants will start at Kelso Conservation and run 5km (through Hilton Falls Conservation Area, across Sixth Line, and along the escarpment before turning around and heading back to Kelso Conservation Area. This will be a hilly and challenging 10km course.

  • In addition to a sweet finisher's medal, runners who complete the 50km event will also earn a Toronto Bruce Trail Club End-to-End patch. The 2024 medal pictured below (all photos are from Sue Sitki, our Race Photographer)

  • The entire course is run on the permanently marked Bruce Trail (all of it is on the white blazed main trail). Although we will have some great aid stations along the way, we will NOT be adding additional flagging to this course (except for the final 5km, which is being flagged for the 10km out-and-back course). Let us repeat that so that you know what you are signing up for- ONLY FINAL 5km OF THE COURSE WILL BE FLAGGED! You are going to get a true Bruce Trail adventure! You simply have to follow the white blazes the entire way. The blue blazes on the Bruce Trail indicate a side trail, which we WILL NOT be using for this event. The Bruce Trail is well marked and easy to follow. The Toronto Section of the Bruce Trail is very well maintained, heavily travelled, and very clearly marked.

  -This is going to be a SMALL, grassroots, community event. We will have an absolute maximum of 200 participants total. Once the event is full, we will not be managing a waitlist.

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  Here is an image that helps to explain how to follow blazes:

  Amongst other interesting features, this course will feature the following beautiful sites:

  1. Cheltenham Badlands: These unique formations are actually just outside of the Toronto Section but this is where the race will start. These were formed at the base of an ancient sea over 450 million years ago.

  2. Terra Cotta Conservation Area: In addition to some awesome trails, this conservation area boasts ponds, streams, and an important wetlands area. You will quickly find yourself in a trail runner's paradise and, since you will still be fresh, you will adore this part of the course.

  3. Silver Creek Conservation Area: With over 1000 acres, this area has lush forests, great trails, and plenty of interesting rock formations. There are some tough trails in this section with lots of rocks, roots, and punchy climbs and descents. There is so much beauty surrounding you that you may be tempted to look around but keep those eyes on your feet - there are plenty of rocks and roots to trip you in this section.

  4. Scotsdale Heritage Farm: Scotsdale Farm on the Niagara Escarpment is a 531 acre heritage farm bequeathed to Ontario Heritage Trust in 1982. The area includes heritage buildings and barns, rolling hay fields, ecologically sensitive forests, unique wetlands, and evidence of Indigenous settlements.

  (The sections above will only be completed by the 50km participants. The sections below will be experienced by the 50km and 25km runners!)

  5. Limehouse Conservation Area: The Limehouse Conservation Area includes dense, pristine forest and plays host to some of the area’s cultural heritage. Featuring twisting creeks and a small part of the famous Bruce Trail, the park preserves one of Ontario’s last old-growth forests. You can still find some remnants of the mill and old lime kilns, initially constructed in the 1840s. Perhaps the most unique section of this race course is found within the Limehouse Conservation Area where participants will find themselves WALKING through the "Hole in the Wall" and then climbing out on a wooden ladder. NO RUNNING THROUGH THIS SECTION (it is very short so take your time, look around, and take in the unique scenery around you).

  6. Speyside Resource Management Area: Speyside's terrain is more rugged and seasonal weather regularly impacts large parts of this trail. During Spring, mud season can make some parts of the trail impassable however improvements have recently been made. The mature forest canopy provides a habitat for countless bird and animal species. Speyside is also known for its beautiful sprawls of wildflowers.

  7. Dufferin Quarry Bridge: This bridge, which was completed in 1981 spans a large gap in the escarpment and can be seen from the highway over 3km away. This is a high bridge so if you are afraid of heights (like the Race Director is), don't look down!

  8. Bruce Trail's First Blaze: participants will pass the location of the first blaze that was painted on the Bruce Trail in July of 1962 . Keep an eye out for the plaque!

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  As lifelong users of the Bruce Trail, we are please to help support them and we will be donating $20 from each registration directly to the Toronto Bruce Trail Club. As many of you know, the various clubs rely on these donations to help with their trail maintenance and improvements, which include building and repairing bridges, stairs, boardwalks, and stiles. The club also maintains the trail, removes fallen trees, and ensures that the trail is in excellent condition.

  What does the race fee include:

  -All participants will get race swag including a soft-spun t-shirt (and more!)

  -Finishers will earn a finisher's medal.

  -Race fee includes parking at Kelso Conservation Area

  -Shuttle bus from Kelso Conservation Area (finish line) to the start line of the race (for 25k and 50k participants - 10k runners will complete an out-and-back course).

  • An unforgettable adventure!

  Runners will have the option to choose either a Unisex Shirt or a Women's Cut Shirt during the registration process. The title "Women's Cut" is the actual name of the cut. Any person is welcome to choose whichever option they wish. Please note, the women's cut shirts do tend to fit a bit small so you may want to size up.

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  50km Race Course:

  The 50km race course is actually more like 51.8km. Participants will run the entirety of the Toronto Bruce Trail Club (50km) plus a little over a kilometre at the beginning and the end.

  Part of what makes this course so incredible is the wide variety of terrain types on the course. Participants will experience lots of groomed trails where you can experience some magical running flow, challenging technical trails, rocks, roots, short sections of road, and plenty of short but punchy hills to climb and descend. There will be bridges, countless boardwalks, and stiles (small ladders to get over fences). The scenery will be beautiful and the course will be memorable. Did we mention rocks?

  In our opinion, what makes this course challenging is not the elevation gain (about 800m for the 50km event) but rather the technical sections of the course, which will have even the most experienced trail runners walking through the most rocky sections.

  Please keep in mind that participants will follow the permanently marked white blazes, which will be painted primarily on trees but also on rocks, and posts. The course is marked in a way that when you pass a blaze, you can usually see the next blaze. If you miss a blaze or can't see any blazes, don't travel more than 100m before backtracking. Please keep in mind that thousands of people follow these blazes successfully every year. If you go off course, it is usually because you are distracted or fatigued. A good rule of thumb is that the Bruce Trail marks where you SHOULD go and not where you SHOULDN'T go. By this we mean that unless you are clearly directed to turn, just stay on the trail that you are on and follow the white blazes. For the majority of the course, participants will find that there is only 1 trail to follow anyways.

  We highly recommend buying and downloading the Bruce Trail app and/or downloading the following GPX file to your watch, if your watch has that capability. Here is a the data from the run that we did while mapping out the course in 2024:

  FIRST BLAZE TRAIL RACE STRAVA DATA

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  25km Race Course:

  The 25km race will actually be more like 27.5km and will start on Sixth Line between Silver Creek Conservation Area and Limehouse Conservation Area. Participants will get to experience one of the most unique trail running experiences in Ontario as they pass through the magnificent "Hole in the Wall", which will have runners travelling through a cave and then up a ladder. This section has the potential to get a little congested so please be patient and enjoy the unbelievable scenery that surrounds you.

  Runners will have the opportunity to run through the Speyside section, which is beautiful but has some very rocky and rooty sections. Those of you that are trying to run fast will likely not enjoy the rocky section very much and will be cursing the Happy Trails Team, but those of you who are there to enjoy the experience and take in the scenery with some really cool people and don't mind slowing down through this part will love Speyside!

  Participants will get to enjoy a wide variety of terrain types including beautiful flowing single track, countless bridges and boardwalks over and around streams and creeks, very challenging technical rocky sections, and a long stretch along the edge of the Niagara escarpments from which participants will be able to see Toronto on a clear day.

  Runners will also get to run across the very high quarry bridge and will pass the site of the first blaze that was painted on the Bruce Trail.

  This really is a stunning course but is also quite challenging. It will likely take longer than you expect but we are pretty sure that you are going to love this adventure!

  There will be 3 aid stations along the way.

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  10 km Race Course:

  The 10km race course will start and end at Kelso Conservation Area. There is plenty of parking (included) available for all participants.

  The route will have participants running the final 5km of the 25k and 50k courses, in reverse, and then turning around and running back to the finish line. Please note, like the 25k and 50k courses, this is not your typical 10k race. It is hilly and there are some technical sections to the course.

  There will be one aid station on the 10km course.

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  Aid Stations: There will be aid stations approximately 8-12km apart. The aid stations will be stocked with your typical trail race food (pickles, PB and J, chips, cookies, and other sweet and salty snacks), water, pop, and an electrolyte drink.

  Please note that 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.

  We recommend carrying at least 1L of fluids for this race.

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  SCHEDULE:

  7:55am - The 50km race bus will depart Kelso Conservation Area. Don't miss it! The bus ride will be great; you will get to hear the RD ramble on during the pre-race briefing, you will get to hang out with other trail runners while they still smell good and, if time permits, perhaps we will even sing some camp songs!

  9:00am - The 50km race will start from the Cheltenham Badlands. Let's gooooo!!!!

  10:00am - Start of the 10km race from Kelso Conservation Area.

  10:05am - The 25km race bus will depart Kelso Conservation Area. Similar to the 50km bus ride, the pre-race briefing will take place on the bus. The bus ride will be a little shorter but there may still be time for some camp songs. We'll see.

  10:45am - The 25km race will start from Sixth Line between Silver Creek and the Limehouse Conservation Areas. Runners will cross the stile and be off on their merry way!

  12:30pm- Potentially first finisher of the 25km event (estimation only).

  1:40pm- Potentially first finisher of the 50km race (based on the FKT of 4:37 for the Toronto Section of the Bruce Trail- this race is 2km longer than that).

  7:00pm- 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 up to 5 days before the race. Please keep in mind that everything we need to order to have you at our race is done so at least 30 days out.

  10k 25k 27k 50k 52k Road Run Track Trail Walk

  Road to Ruin, Milton, Ontario, Canada
  OpenStreetMap Google Maps
• 2026 5 Peaks Trail Running Series: Area 8 [5peaks.com] [Register at raceroster.com]
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  Sat, Jul 18, 2026 at 8:30 AM

  Description

  The fourth race of the 5 Peaks Ontario West Series takes place at Area 8.

  Please visit our event website for more information about the course and race day schedule: https://www.5peaks.com/area-8

  Please join our regional Facebook group to ask specific questions about this and other 5 Peaks events.

  1k 3k Run Trail

  Momentum Trail, Milton, Ontario, Canada
  OpenStreetMap Google Maps
• Kids In Triathlon 2026 - Milton, Ontario [triathlonontario.com] [Register at ccnbikes.com]
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  Sun, Aug 02, 2026 at 5:30 AM

  Cycling Kids Triathlon

  Milton, Ontario, Canada
  OpenStreetMap Google Maps
• Mudskipper Canadian SwimRun Championships - Milton and the Milton Open Water Swim [canaquasports.com] [Register at raceroster.com]
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  Sun, Aug 16, 2026 at 8:00 AM

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  Welcome to the 2nd edition of the

  Mudskipper SwimRun - Milton and the Milton Open Water Swim

  At Area 8, Conservation Area

  The 2026 Mudskipper Canadian SwimRun Championships

  This event takes place in...

  Welcome to the 2nd edition of the

  Mudskipper SwimRun - Milton and the Milton Open Water Swim

  At Area 8, Conservation Area

  The 2026 Mudskipper Canadian SwimRun Championships

  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

  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 Mudskipper SwimRun Milton will be the site of the

  2026 Mudskipper Canadian Swimrun Championships,

  With our 20K course being used as our Championships course

  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 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!

  https://www.sportsmasters.travel/canaquasports

  3k 6k 10k 20k Duathlon Open Water Run Swim SwimRun Trail

  Momentum Trail, Milton, Ontario, Canada
  OpenStreetMap Google Maps
• Crush the Quarry [crazycatadventures.com] [Register at ccnbikes.com]
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  Sun, Aug 23, 2026 at 5:30 AM

  Cycling

  Milton, Ontario, Canada
  OpenStreetMap Google Maps
• 2026 Triathlon Ontario Aquathlon Provincial Championships [triathlonontario.com] [Register at ccnbikes.com]
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  Thu, Aug 27, 2026 at 3:30 PM

  Aquathlon Cycling

  Milton, Ontario, Canada
  OpenStreetMap Google Maps
• Share the Road Gran Fondo 2026 [sharetheroadgranfondo.ca] [Register at raceroster.com]
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  Sun, Sep 20, 2026 at 7:00 AM

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  Share the Road Gran Fondo

  Cycling connects us to our communities in unique and powerful ways. It’s more than just a mode of transportation—it’s freedom, joy, and independence. But today, too many...

  Share the Road Gran Fondo

  Cycling connects us to our communities in unique and powerful ways. It’s more than just a mode of transportation—it’s freedom, joy, and independence. But today, too many cyclists face unsafe conditions on Ontario’s roads. This ride is about changing that.

  By participating in the Share the Road Gran Fondo, you’re helping to create safer roads and communities for cyclists. Funds raised will directly support Share the Road Cycling Coalition's mission, from advancing safer cycling infrastructure to delivering education campaigns and advocating for meaningful change.

  This event honors OPP Sergeant Greg Stobbart, whose tragic death while cycling in 2006 inspired the creation of the Share the Road Cycling Coalition. Greg’s story serves as a powerful reminder of why we ride—to create safer roads for everyone, ensuring no other families have to face such devastating loss.

  On Sunday September 20th come to ride with us in Milton and the neighbouring municipalities to experience cycling in Halton Region. Our event prioritizes safety and will depart from the spacious Mattamy National Cycling Centre.

  The event will feature an engaging pre ride and post ride expo and participants will have the option to chose between a 40km, 80km or 110km distance, featuring some of the best roads in Halton. The route will be full marked and will feature rest stops every 20-30km. Printed maps will be available at check-in.

  Proceeds from the event support the ongoing work of the Share the Road Cycling Coalition, helping to advance cycling safety and advocacy across Ontario. Registration is $250, which includes a $125 charitable donation. Participants will receive a tax receipt for the donation portion of their registration.

  Please contact greg@performancedrivenevents or info@sharetheroad.ca if you have questions.

  40k 80k 110k Cycling Gran Fondo Road Run

  Mattamy National Cycling Centre, 2015 Pan Am Boulevard, Milton, Ontario, Canada
  OpenStreetMap Google Maps
• The Beav Trail Race 2026 [happytrailsracing.com] [Register at raceroster.com]
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  Sat, Nov 07, 2026 at 9:00 AM

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  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...

  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! --- PLEASE NOTE: THIS IS FOR THE 2026 EVENT This race is in support of MedVents - an amazing team that provide First Aid services at all of our events. Course Description: Come join us for one of our most popular events: The Beav. Hilton Falls Conservation Area is known to have some of the best trails around. This course is primarily made up of fast, groomed trails with some short but tougher and more technical sections thrown into the mix. The weather has been drastically different each year that we have put on the event. The first year, we had snow. The second year we had a cold day with high winds. Who could forget year three when a beaver built a dam and flooded a portion of the course

  (yes, seriously). In 2022, we had a gorgeous day with sun and 15 degrees. Who knows what this year will bring? PLEASE NOTE: The course leaves Hilton Conservation area and enters Halton Region property from approximately 8k through 16k of the 25k loop. We owe a huge "THANK YOU" to the wonderful people at Halton Region for allowing us to use their trails, specifically the Britton Tract and the Robertson Tract. This section is an important part of the course and adds variety as well as some of the fastest runnable sections of the route. All participants in the 25k and 50k races will be required to sign an additional waiver, which will be given to you at race kit pick-up. --- For a map of the 25k loop that we will be using, please click here. For a GPX of the 25k loop, please click on the following: 25km Course GPX File To watch a video slideshow of the race course, please click on the link below: The 10km race is an out and back that will have participants run on the groomed trails around the

  reservoir and over to the waterfall. From the waterfall, runners will then get to experience a short section of rugged and highly technical terrain on the Bruce Trail before reaching the falls. At the falls, participants in the 10km race will descend a set of stairs to the base of the fall where they will pick up a small pin with the Beav Trail Race logo on it (to prove that they went all the way to the bottom of the stairs). From here runners turn around and head back to the finish line. The 25km race will start with the same route as the 10k but instead of turning around, runners will continue on the Beaver Dam Trail, which inspired the name of the race. The remainder of the "out section" of the course is a pleasant mixture of single track and double track with some additional technical sections for runners to overcome before heading back towards the finish line. The 50km race will be the same as the 25k course but will be run twice. The 50km course will have a 9hr cutoff. Those who plan

  on taking more than 8hrs should bring a headlamp or flashlight, just in case. It gets dark early at this time of year and the sun sets quickly. The timing of this race makes it perfect for runners trying to squeeze in one more race for the season or for those who want to try a new distance. Aid Stations: Although subject to change based on our permit, the aid stations are planned as follows: 10k race: Drink and S'mores Aid Station at 5k (this aid station has drinks and s'mores only) 25k race: 5k (drink/s'mores station), 8k (full aid station), 17k (full aid station), 20k (drink station) 50k race: same as 25k race but run twice with an additional aid station at 25k (start/finish area) Runners can expect the usual ultra staples- water, electrolyte drink, PB & J, sweet and salty snacks. 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. Pacers: Sorry, pacers are not permitted in any of the events. If you feel that you

  will need a pacer, for safety reasons, please contact the Race Director before registering. Participants over the age of 65 can have a pacer if they wish. Race Apparel, Medals, and Prizing: Stay warm after the race with a custom hoodie that is included in the registration for the 25k and 50k events. (Please note: hoodie design is subject to change depending on supplier availability). Participants in the 10km event will receive a t-shirt with an option to upgrade to a zip-up hoodie during registration. Apparel shown is from our 2018 event. The apparel is different every year. Finishers will receive a custom finisher's medal. Prizes will be awarded to the top 3 in each race distance. Post Race Food: We understand that people have different dietary restrictions, needs, and preferences. Because of this, rather than include the cost of a post-race meal that you may or may not enjoy/ be able to eat, we do not include meals in our race registration fees. 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 up to 5 days before the race. Please keep in mind that everything we need to order to have you at our race is done so at least 30 days out. Also, please note that we don't have waitlists. If spots open up they will be available on Race Roster so check back occasionally. --- RACE REPORTS: --- All photos care of Sue Sitki Photography

  10k 25k 50k Run Track Trail Ultra

  Hilton Falls Trail (Yellow), Milton, Ontario, Canada
  OpenStreetMap Google Maps

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