Caledon Hills

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TIP: The calendar view displays up to 7 hikes on a day, but often there are more. Click “More events” to see them all.

< 2026 >
September
  • 03
    September 3, 2026

    Toronto Fall Series Hike 1 of 9

    9:30 AM-2:30 PM
    09/03/2026

    Registration Required:

    Click here to register for this hike (3 spots remaining)

    Hosting Club: Caledon Hills
    Category: End-to-End
    Location (Google Maps): Meet at Boston Mills Road parking. Map 14, southwest of km 48.4

    Hike Leader(s): Nancy Mooney Click here to contact Hike Leader(s)

    Pace: Medium – 3 to 4 km/hour
    Terrain: Easy – mostly flat and usually good footing, Moderate – some hills and/or some poor footing
    Distance: 13.5 km loop

    Description

    This is the first hike of a Toronto End-to-End Series that will also include side trails. Most of the hikes in the series will be loops.

    This hike will take us along the main trail to the Rockside Side Trail then back to Boston Mills Road all the way to the Cheltenham Badlands before a post hike stop at the Spirit Tree Cidery.

  • 10
    September 10, 2026

    Toronto Fall Series Hike 2 of 9

    9:30 AM-2:30 PM
    09/10/2026

    Registration Required:

    Click here to register for this hike (3 spots remaining)

    Hosting Club: Caledon Hills
    Category: End-to-End
    Location (Google Maps): Meet at Heritage Road Parking, Map 14, southeast of km 44.6 where the Main Trail meets Heritage Rd.

    Hike Leader(s): Nancy Mooney Click here to contact Hike Leader(s)

    Pace: Medium – 3 to 4 km/hour
    Terrain: Easy – mostly flat and usually good footing, Moderate – some hills and/or some poor footing
    Distance: 14.5 km loop

    Description

    This is the second hike in the series and will take us around Terra Cotta Conservation Area. It will include the Walking Fern and Terra Cotta Side Trails.

  • 17
    September 17, 2026

    Toronto Fall Series Hike 3 of 9

    9:30 AM-2:30 PM
    09/17/2026

    Registration Required:

    Click here to register for this hike (3 spots remaining)

    Hosting Club: Caledon Hills
    Category: End-to-End
    Location (Google Maps): Meet at Scotsdale Farm Parking. Map 13 north of km 29.8.

    Hike Leader(s): Nancy Mooney Click here to contact Hike Leader(s)

    Pace: Medium – 3 to 4 km/hour
    Terrain: Moderate – some hills and/or some poor footing, Strenuous – hilly with steep climbs and some poor footing
    Distance: 14.2 km loop

    Description

    This is the third hike of the series. We will loop around Scotsdale Farm and Silvercreek Conservation Area including Roberts, Irwin Quarry, and part of Bennett Heritage Side Trails.

  • 24
    September 24, 2026

    Toronto Fall Series Hike 4 of 9

    9:30 AM-2:30 PM
    09/24/2026

    Registration Required:

    Click here to register for this hike (4 spots remaining)

    Hosting Club: Caledon Hills
    Category: End-to-End
    Location (Google Maps): Meet at the roadside parking on Eighth Line, where the Eighth Line Side Trail is. Map 13 east of km 33.5.

    Hike Leader(s): Nancy Mooney Click here to contact Hike Leader(s)

    Pace: Medium – 3 to 4 km/hour
    Terrain: Moderate – some hills and/or some poor footing, Strenuous – hilly with steep climbs and some poor footing
    Distance: 14 km loop

    Description

    This is the fourth hike in the series. We will continue around the Scotsdale Farm and Silvercreek area including Duff Pit, Trafalgar, Reservoir, Great Esker, and Eighth Line Side Trails.

    Copper Kettle post hike!