Cycle Canada Bicycle Tours

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Simcoe Villages

A Tour of the Historic Villages of South Simcoe County

Simcoe Villages is a get away mini-tour tour that travels the quiet rural roads of South Simcoe County. Cyclists start and end their ride in Alliston in the heart of rural Ontario.

Our tour travels over the course of 3-days, travelling to the charming villages of Alliston, Beeton and Tottenham with a bonus ride to Orangeville. Routes are on-road and mostly quiet country roads. The terrain is gently rolling with a few short challenging climbs.

We'll stay at farm style country inn for two nights. Two breakfasts are included in the package and we'll ride to mid-day destinations each day with fun cafes for lunch. Dinner is available at a selection of restaurants in Alliston or nearby Rosemont. Or you can pick-up your meal or have it delivered and enjoy a peaceful evening at the farm, dining al fresco. We'll provide informaition on available options as some restaurants are operating at reduced hours. We'll be travelling in Cycle Canada's backyard so we look foward to showing you around!

Day Ride Option for Residents of New Tecumseth

Are you a resident of New Tecumseth? Please email us to learn about our community ride:

To learn more about the level of support on Cycle Canada's tours please visit Frequently Asked Questions

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Tour Itinerary


Simcoe Villages Mini-Tour

Join us for three days of riding traveling the quiet rural roads of South Simcoe County. We'll limit group size to 6 riders and we will practise social distancing during this ride.

Distances and Rating

  • Day 1 — 53 km (33 mi)
  • Day 2 — 60 km (37 mi) with an option to extend to a total of 96 km (60 mi)
  • Day 3 — 69 km (43 mi)
  • Total Distance — 357 km (222 mi) or 393 km (244 mi)

Challenge Level: One out of four Cogs (medium challenge)

Read about Day 2 of Simcoe Villages: Alliston to Orangeville

Please read these information sheets on tips for riding through the time of COVID-19

Tour Summary Dates and Fees

  • Self Guided
  • please contact us at:

    Tour Package

    Fees are per person in Canadian funds, double accommodation

Type Fee HST Total
Tour Fee $325.00 $42.25 $367.25
Optional Single Supplement $65.00 $8.45 $73.45
  • Total amount includes Registration Fee ($150.00) and Deposit ($150.00) which are non-refundable (please refer to our cancellation policy)
  • Harmonized Sales Tax (HST).

Accommodation & Meals

  • 2 nights indoor accommodation at a farm country inn.
  • 2 breakfasts
  • Route sheets, reflective triangle and Cycle Canada Waterbottle
  • Vehicle and/or telephone backup

Distances and Rating

  • Total Distance — 357 km (222 mi) or 393 km (244 mi)

For our Mini-tours check-in on day one will be after our ride, and check-out on day 3 will be before our ride. If you require additional nights you can request this on the registration form.

Challenge Level: One out of four Cogs (medium challenge)