Ontario by Bike logo

Login   ontario by bike twitter link Ontario By Bike Facebook link instagram
A- A A+

New Summer Humdinger Bicycle Tours

Lake Kashawagigamog

Newly expanded trip options to meet the growing interest in summer vacations that can accommodate physical distancing include an Orillia Pedal, Pints & Pubs tour. Additional tours offered include Bruce County and new single day tours.


A New Spin on Stratford

If its been a while since you visited Stratford you may want to consider exploring the great outdoors this summer, starting on your bike! Create your own path to experience Stratford, or discover one of the many road cycling routes and trails nearby.


2020 Cycling In Ontario Guide

2020 Ontario By Bike Photo Contest


Ontario By Bike's 2020 photo contest is now open for submission. Whether it's in a winter wonderland, the season of bloom, the heat of summer or the cooler temperatures and colourful fall foliage, take a break and snap a few great photos featuring you and your bikes as well as places you stop.

Click HERE for information about submission and last year's winner.



Sign Up for Newsletter!

Stay up-to-date on the latest cycling routes, experiences and bicycle-friendly businesses!

We send out our e-newsletters once a month!

Ontario by Bike newsletter signup



Ontario By Bike Ride - August 2020

OBBR Marketplace ENG w bleed 011619 1
We make it easy - Just bring your bike and ride
Come ride with us. Ontario By Bike Rides are small group overnight bike tours. Bring your own group, meet new friends or enjoy some solo ride time. - Be sure to book early. Due to limited space, our rides do sell out early.

Please note that all available spots for this ride have been filled. If you would like to be on the waitlist to join the ride in case any cancellations occur, please contact our booking partner at OK Cycle Tours.
Call 1-888-621-6818 or email judy@okcycletours.com
Or consider joining us on our September Waterloo Guelph Explorer Ride

Simcoe County Loop Trail

When: Saturday, August 22 to Sunday, August 23, 2020

COVID Update: This Ontario By Bike Ride will be taking place as scheduled. To ensure all riders are comfortable in participating we will be adhering to health and safety precautions in order to reduce touchpoints and assist with social distancing. We will be following all provincial guidelines as set at time of ride, as well as all requirements set by hotels and parks and at other places we visit or services we make use of. We have also updated our cancellation policy. If you would like further information, we would be happy to answer any questions by email to info (at) ontariobybike.ca


Total Distance: 127km (or 164km)  

The Ride: Join us on this fabulous late summer two day weekend tour discovering the trails in Simcoe County. Located just over an hour north of Toronto, Simcoe County has a world-class rail trail network that connected makes for a convenient circuit and perfect ride for recreational riders looking to explore the area by bike. Passing through naturalized wetlands, several small towns and a number of historic sites, these trails run on a mix of crushed stone dust, gravel and paved surfaces. Featuring the well-maintained Uhthoff, Tay Shore and Tiny Trails, the route brings the group along the rugged waterfront shores of the Severn Sound in southern Georgian Bay and through the beautiful countryside of Simcoe County, with an overnight stay at the Comfort Inn in Midland.

Experience Level and Ride Guide: Moderate. Off-road trail system with a mix of crushed stone dust, gravel and paved surfaces, plus level road crossings. Combined with limited elevation changes, the relatively flat terrain makes this ride suitable for hybrid, gravel, mountain or older road bikes. On-road riding limited to trail connections in Barrie and Midland. Enjoy a group ride option or ride at your own pace using detailed maps and information provided.

View digital route of the tourridewithgps.com 
*Route subject to minor changes, updated July 2020

Ride includes

  • One night's accommodation
  • Van Support
  • One breakfast (full hot breakfast) and two lunches
  • Parking
  • Luggage transfer
  • Snack and water stops 
  • Social distanced evening group social
  • Group ride option (appropriately spaced) and/or detailed maps for independent riding
  • Shuttle van (limits to number of passengers)
  • Booking fee
View our Terms & Conditions & Cancellation Policy HERE, including COVID health and safety precautions. 

Price and Booking

$259 per person, based on double occupancy; $329 for single occupancy; $239 per person for triple occupancy; $219 for quad occupancy*
*All prices subject to HST; no seniors' discounts; $20 discount for child/youth 16 years and under.



Please note that all available spots for this ride have been filled. If you would like to be on the waitlist to join the ride in case any cancellations occur, please contact our booking partner at OK Cycle Tours.
Call 1-888-621-6818 or email judy@okcycletours.com

OBBR Aug Photo Strip 1Photo Credits: Ontario By Bike, Destination Ontario

Day 1: Saturday, August 22, Barrie to Midland - 72km

Starting from downtown Barrie, our staggered start will set out in groups following a 16km road route connecting to the North Simcoe Rail Trail. Slow down to view wildlife and native plants, on this gravel section that travels through the Minesing Wetlands, one of Ontario's largest remaining wetlands, before connecting along the not-so-short 23km Tiny Trail just north of Elmvale. Enjoy a delicious picnic lunch in trailside park before continuing north, or make a detour to nearby Balm Beach. Roll onwards and under the heavy tree canopy, meandering across creeks and rivers on a series of historic railway bridges into the town of Penetanguishene. Riding alongside the shores of the Severn Sound and Georgian Bay, cruise into Midland via the Mid-Pen Trail link, the final destination of day one.

Day 2: Sunday, August 23, Midland to Orillia or Barrie – 55km or 92km

A ride highlight, follow the waterfront trail connecting to the Tay Shore Trail for a delightful fully paved 20km. Consider a trail side stop at Saint-Marie among the Hurons, a Canadian National Historic Site. Enjoy frequent water views and water access as the trail weaves its way through marshlands and along the shoreline of Georgian Bay. South of Waubaushene connect on to the Uhthoff Trail before taking a lunch break in the town of Coldwater and biking onward to Orilla. From lakeside Couchiching Beach Park in Orilla either take van shuttle (1 rider per party) to pick-up vehicle in Barrie, and return for bikes and rest of party, or continue south and along the easy riding Oro-Medonte Rail Trail for and additional 37km back to complete the loop in Barrie.

Schedule: Ride start time 9:30am. Ride starts and ends in Barrie - Residence & Conference Centre / Georgian College, 101 Georgian Drive.

Getting To / From Start: Barrie is located approximately 1 hour 15 min from downtown Toronto,  5 hours from Ottawa, 2 1/2 hours from London and 2 hours from Niagara Falls

Returning To Start / Parking:
Complete the loop and end in Barrie (day 2 92km).
Or take shuttle van, which will pick one tour participant per party/vehicle from designated pick up location (Couchiching Beach Park) at designated times for transporation back to Barrie at the end of Day 2. Tour participants are then responsible for travel back to designated location in Orillia to pick up their party/riding companions and bicycles. No bicycles will be transported in shuttle van, during these times. Shuttle van passenger numbers will be limited to allow for spacing. Approximate drive time between Barrie and Orillia 30 minutes.

Arriving Early / Staying Late:
Consider an overnight option at one of Ontario By Bike's certified bicycle-friendly accommodations in Simcoe County here

OBBR Aug Photo Strip 1Photo Credits: Ontario By Bike, Destination Ontario

Additional Visitor Information:

Use below to find out more about ride areas and plan an extra day or two to see more.

For More Information Contact:
Ontario By Bike
Phone: 416-827-2772 / 1-866-701-2774
Email: info (at) ontariobybike.ca

OK Cycle & Adventure Tours
13378 Wellington Avenue
Ottawa, ON, K1Y 388
Toll-Free 1-888-621-6818
Local: 613-702-5350


For information on all 2020 Ontario By Bike Rides, visit:





Follow Us

Ontario by Bike twitter link  Ontario by Bike Facebook linkinstagramyoutube

Contact Us

Email: info@ontariobybike.ca
Phone: 1-866-701-2774
Office: 416-827-2774

Newsletter Signup

Over 14,000 cyclists receive it monthly! Fun, informative & inspiring: cycle touring news from across Ontario.

Ontario by Bike newsletter signup

View past e-newsletters here!

Copyright © 2016 ONTARIO BY BIKE. All rights reserved. Website Design by Akira Studio Ltd
Use of this website signifies your agreement to the Terms of Use and Online Privacy Policy.