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Cycling events nearby

  • Hardwood Singletrack Classic

    Sat, Apr 25, 2026

    Description

    More information coming soon.

    For any event inquiries please email Events@pulseracing.ca
    41.7 km from Midland
    Hardwood Ski and Bike, 402 Old Barrie Rd W, Oro-Medonte, Ontario, L0L 2E0, Canada
    OpenStreetMap Google Maps

    Cycling Track

  • 2026 Mental Health in Motion [waypointcentre.ca] [Register at raceroster.com]

    Sat, Jun 06, 2026 at 8:00 AM

    Description

    Mental Health in Motion is a community-wide movement dedicated to raising awareness, reducing stigma, and generating critical funds to support Waypoint and its life-changing mental health programs for seniors, adults, youth, and children. This event brings people together to move their bodies, share their stories, and stand proudly in support of mental health—because every journey matters.
    6.5 km from Midland
    500 Church Street, Penetanguishene, Ontario, L9M 1H4, Canada
    OpenStreetMap Google Maps

    5k 10k Cycling Run Walk

  • The Ribbon 200 [crazycatadventures.com] [Register at raceroster.com]

    Sat, Jun 13, 2026 at 6:00 AM

    Description

    JUNE 10TH TO 14TH, 2026

    The Ribbon 200 – A wilderness challenge that takes you along the Bruce Trail's ribbon of wilderness starting in the Blue Mountains, through the Dufferin Hi-Land and into the...

    JUNE 10TH TO 14TH, 2026

    The Ribbon 200 – A wilderness challenge that takes you along the Bruce Trail's ribbon of wilderness starting in the Blue Mountains, through the Dufferin Hi-Land and into the Caledon Hills sections.

    Introducing, Ontario’s newest 200 Miler and the province’s ONLY point‑to‑point 100 Miler, featuring an official E2E RUN of the Blue Mountains Bruce Trail section.

    • 200 Miler (out & back): Starts in the Blue Mountains, runs through the Dufferin Hi‑Land, and turns at Glen Haffy in the Caledon Hills.

    • Approx. 7,500m / 24,000ft elevation.

    • 100 Miler (point‑to‑point): Begins at Glen Haffy in Caledon Hills, runs through the Dufferin Hi-Land section and finishes in the Blue Mountains.

    • Approx. 3,700m / 12,000ft elevation.

    • Blue Mountains E2E (72.5k): From the Dufferin Hi‑Land boundary to Blue Mountains.

    • Approx. 1500m / 4900ft elevation.

    THE COURSE:

    Start and finish is close to Toronto (less than 2 hours) - for the 200 Miler and 45 minutes north of Toronto for the 100 Miler.

    A beautiful course along the Blue Mountains, Dufferin Hi-Land and Caledon Hills sections of the Bruce Trail. There will be plenty of technical sections and climbing to satisfy most trail runners. These are spectacular trails along singletrack, double track, gravel roads, hills, hills and more hills.

    The course is marked using the Bruce Trail white blazes ONLY! There will not be additional signage or marking. Take the time to learn what the blazes mean....see below.

    AID STATION:

    • 11-13 fully stocked (hot food along the way) aid stations every 20–30km

    • 4–5 sleep stations

    • 3-5 unmanned water stations (weather dependent)

    Time Limits:

    • 200 Miler – 102 hours (3.2kph) - Starts Wednesday 6am and completes Sunday 12pm

    • 100 Miler – 30 hours (5.3kph) - Starts Saturday at 6am and completes Sunday 12pm

    • **EARLY START - FRIDAY 6PM - this allows 42 hours to complete. You would not be eligible for awards but you'll earn that sweet buckle
    • E2E 72.5k – Starts Saturday 8am and completes Sunday 12:00pm

    Easily accessible for runners, crews, and families—no aid station is more than 75 minutes from the start.

    RUNNER'S MANUAL

    For a complete list of rules, aid stations, course profiles, cut-offs etc, see the runners manual (coming soon)

    PACERS:

    Pacers will be allowed for 200-mile and 100-mile runners.

    Pacers can only start at SPECIFIED aid stations (TBD)

    Pacers cannot carry anything for their runner (no muling) and must carry all the same required gear as runners.

    See runners manual for more info (coming soon)

    REQUIRED GEAR:

    For a complete list of required gear please see the runner's manual (coming soon).

    There will be nothing out of the ordinary for a June race in Ontario - your basics:

    Headlamp, wind or rain jacket, 2L of water/hydration, toque (if chilly at night), phone (with tracking app - provided), back up battery, whistle.

    WEATHER AND DAYLIGHT:

    Typical weather for the area is:

    High: 22C (72F)

    Low: 12C (54F)

    With an average of 15 hours of daylight at this time of year, it will minimize your time moving through the dark.

    WHAT YOU WILL GET:

    • Free High-Res photos from Sue Sitki Photography

    • Pre-race banquet for 200 milers (Tuesday)

    • Post-race banquet for all (Sunday)

    • Bus transportation for E2E and 100 Milers from Blue Mountain to race start location

    • Bib

    • Timing

    • Race swag

    THE SWAG:

    • A BUCKLE for the 200 AND 100 Mile finishers

    • The E2E finishers will receive a sweet medal worthy of all the hard work you put in

    • Race shirt

    • Bruce Trail E2E badges for those that complete the Blue Mountains section (everyone) and Dufferin Hi-Land section (200 and 100 Milers).

    • Soap from Sue's Soap Creations

    • and more

    PAYMENT PLAN:

    We want more athletes on the starting line, so we are offering flexible ways to manage your registration costs for the 100 and 200-mile races:

    • Installment Plans: Select Affirm at checkout in Race Roster to spread your payments out (a 3% processing fee applies).

    • Fundraising: Earn your entry through our charity program. See below.

    • Personal Support: If these don’t fit your needs, contact us directly, and we’ll work with you to find a solution.

    FUNDRAISING OPTION:

    Want to partake in the festivities but want to raise funds for the Bruce Trail Conservancy instead?

    We will be offering up a limited number of charity bibs for the event.

    When you sign up and commit to being a fundraiser for Ribbon 200, you will be responsible for meeting a fundraising minimum in order to waive your registration fee*.

    • Please note that you will be committing to raising the funds through donation or paying the difference if the minimum funding goal is not met by one month prior to the event (May 10, 2026).

    After the event, we will be donating the full amount of the donations raised (less administrative fees for use of the online platform) to The Bruce Trail Conservancy.

    Fundraising minimums are as follows:

    Ribbon 200 - $3000.00

    Ribbon 100 - $800

    If this option speaks to you, please reach out to the Race Director, Eric, at info@crazycatadventures.com

    ​
    44.4 km from Midland
    Swiss Meadows Boulevard, The Blue Mountains, Ontario, Canada
    OpenStreetMap Google Maps

    72k Gravel Road Run Track Trail

  • Gravenhurst - Sat June 13 and Sun June 14 [multisportcanada.com] [Register at raceroster.com]

    Sun, Jun 14, 2026 at 8:00 AM

    Description

    Gravenhurst

    Triathlon and Duathlon

    JUMP - Swim - Bike - Run

    Hosted at the Muskoka Wharf Sports Fields and featuring a JUMP from the iconic Muskoka Steamships, Gravenhurst has been one of the most...

    Gravenhurst

    Triathlon and Duathlon

    JUMP - Swim - Bike - Run

    Hosted at the Muskoka Wharf Sports Fields and featuring a JUMP from the iconic Muskoka Steamships, Gravenhurst has been one of the most sought-after events in the MultiSport Canada Triathlon Series for over 10 years.

    The event sells out every year as it is limited by the capacity of the Muskoka Steamships, register now!

    Other Highlights

    Quieter roads in June

    Large Grass Transition Area

    Registration, Food, Awards and Finish Line all close-by each other

    Spectator friendly
    44.4 km from Midland
    Wharf Sports Field-Splash, Pad Bay Street, Muskoka, Ontario, Canada
    OpenStreetMap Google Maps

    25k 51k Cycling Duathlon MultiSport Road Run Swim Triathlon

  • 2026 TriMuskokan [trimuskoka.com] [Register at ccnbikes.com]

    Sun, Jun 21, 2026 at 2:00 AM

    36.9 km from Midland
    Muskoka Lakes, Ontario, Canada
    OpenStreetMap Google Maps

    Cycling

Cycling events nearby →
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