Cycling - Weekends

All coached training sessions require advance registration. Please go to the 'Calendar' or the 'Training Sessions' column on the right side of the screen to find the registration links. 

Cycling is currently operating with informal sessions only. Coached training sessions will be announced in due course.


Windmiler cycling sessions take place on Saturday and Sunday mornings (with Wednesday evening rides during May-August). Helmets and spare inner tubes are mandatory.

Weekend Long Rides

We meet for informal (i.e. not coached or part of the official training sessions) bike rides on most Saturday and Sunday mornings, meeting at Starbucks in Wimbledon (opposite HSBC) at 8:30am. Some informal rides are organised via a members-only WhatsApp group. Newbie rides for non members to try the club on the first Sunday of every month have not yet re-started since lockdown. E-mail us at if you're planning to come along so we don't leave without you!

A zip file of the usual Garmin routes (GPX files) can be found at:

This shows the most popular routes, and has been kindly collated by Lee. 

One of Lee's rides - the Windmill to Windmill.

The number of groups and speed/distance depends on how many turn up and how many leaders we have, but we aim to have at least 1 group, sometime two. Generally we head to the Surrey Hills and most rides lead to Box Hill and a coffee stop at the top. Expect 50-60 miles with an average pace of around 16-18 mph. As a rough estimate, If you can complete 3 laps of Richmond Park in 1 hour 15 minutes, you should have no problem with the pace.

To view a detailed map of the route cycled to Box Hill, visit

Whilst we try to ride every week, if weather is particularly poor or we do not have ride leaders available we may cancel. To keep informed, and be added to the distribution list and WhatsApp messaging group, email the Tri Rep (tri @, or check our Facebook page/WhatsApp groups.

We also have regular rides at a slower pace which also leave at 9am from Starbucks. Routes vary but generally they ride around 30-50 miles. Note, these are informally led rides, rather than coached sessions. Please email the Tri Rep (tri@


Picture - Former Windmiler Barry training for greatness

The WhatsApp Groups

Our informal weekend rides are organised via our WhatsApp groups which are for members only. Rides will leave from Starbucks at 8:30 on most weekends but this time is flexible and the pace of these rides can vary greatly so the WhatsApp groups are the best way to keep up to date with the latest information. If you are currently a member, E-mail tri for an add to the group.

If however you are a prospective members looking to join but want to try us out first, we normally run newbie rides on the first Sunday of every month in the warmer months, leaving at 8:30 from Starbucks in Wimbledon (opposite the station), though these are currently suspended during the Covid-19 pandemic. Please drop us a line at the above E-mail address if you are interested to join a ride for prospective members. 

Note: The weekend rides are informal, and you should accept responsibility for your own conduct and safety (including the safety of your bicycle and other equipment). You take part entirely at your own risk. We strongly recommend that you take out appropriate third party insurance for your own sake. Membership of British Cycling, Triathlon England or the CTC can offer you this form of cover and you are supporting cycling in this country too.