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  • Distance: 1.8 km from Milton
    Sun, Aug 16, 2026 at 8:00 AM

    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!

    https://www.sportsmasters.travel/canaquasports

    See full details
    1.5k3k6k7k7.5k10k15kDuathlonOpen WaterRunSwimSwimRunTrailTriathlon via RaceRoster
  • Santa Maria Boulevard, Milton, Ontario, Canada
    OpenStreetMap Google Maps
    Distance: 6.5 km from Milton
    Sun, Sep 13, 2026 at 10:00 AM

    Our Annual Charity Run in Milton,ON!

    What is Run For Milton?

    Mercy 4 Mankind, a subsidiary of the Ahmadiyya Muslim Youth Association (AMYA), is honoured to host a charity event to raise funds for the dedicated staff and courageous patients at Milton District Hospital. We are deeply moved by the selfless work of the doctors, nurses, and support staff who provide comfort and healing to those suffering from illness and injury.

    Our charity run/walk event allows us to embrace the Milton community and provide support and encouragement to the Milton District Hospital.

    We are thrilled to bring people from all backgrounds and abilities to participate in our inaugural "Run for Milton" for this worthy cause. Whether you are a competitive runner, a casual walker, or someone who simply wants to offer your presence in support, you are welcome here with open arms. Veterans, families, children and seniors - come one, come all!

    Let us unite and take each step forward with empathy and compassion for our neighbours. The festive community atmosphere will remind us of our shared humanity.

    We sincerely hope this charity run/walk event provides the Milton District Hospital, its care providers, and its patients with the necessary resources. Let's join hands in solidarity!

    Event Details

    Location - Milton Community Sports Park, 805 Santa Maria Blvd, Milton, ON L9T 2X5, Canada

    Event Date - Sept 13th, 2026

    Distance - 5KM Run / 1KM Fun Walk

    Event Schedule

    10:00 AM - Registration starts

    10:30 AM - Opening Ceremony

    11:00 AM - 5KM Run Start

    11:15 AM - 1KM Family Fun Walk Starts

    12:00 PM - Awards Ceremony

    Social Media

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    Location

    See full details
    1k5kRunWalk via RaceRoster
  • Mattamy National Cycling Centre, 2015 Pan Am Boulevard, Milton, Ontario, Canada
    OpenStreetMap Google Maps
    Distance: 6.4 km from Milton
    Sun, Sep 20, 2026 at 7:00 AM

    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 [email protected] if you have questions.

    See full details
    40k80k110kCyclingGran FondoRoadRun via RaceRoster
  • Milton Sports Centre, Santa Maria Boulevard, Milton, Ontario, Canada
    OpenStreetMap Google Maps
    Distance: 6.3 km from Milton
    Sat, Sep 26, 2026 at 9:00 AM

    🐾 Paws in Motion – Run/Walk for Rescue Dogs 🐾

    MILTON ONTARIO Join Last Litter for Paws in Motion, a fun-filled community Run/Walk dedicated to giving rescue dogs a second chance at life.

    Co Hosted By:

    Nude Buddha Tattoo Milton

    &

    Murphy’s Own Dog Treats

    Whether you’re an experienced runner, casual walker, dog lover, or family looking for a meaningful day out, this event is for you! Participants can run, walk, or cheer from the sidelines while helping raise funds for dogs in need of foster care, veterinary treatment, transportation, food, and supplies.

    Enjoy a day filled with community spirit, adoptable dogs, local vendors, raffle prizes, family-friendly activities, and opportunities to learn more about rescue and responsible pet ownership.

    Every registration, donation, and step taken helps provide hope, healing, and a brighter future for homeless and surrendered dogs waiting for their forever homes.

    🐕 Bring your family, bring your friends, and bring your walking shoes!

    Together, we can turn every step into a second chance.

    Paws in Motion

    Run With Purpose. Walk With Love. Save a Life.

    See full details
    2k2.4kRunWalk via RaceRoster
  • Hilton Falls Trail (Yellow), Milton, Ontario, Canada
    OpenStreetMap Google Maps
    Distance: 2.5 km from Milton
    Sat, Nov 07, 2026 at 9:00 AM

    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

    See full details
    10k25k50kRunTrailUltra via RaceRoster
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