Winter Challenge 2026

event fundraiser

Stay active this winter and help make a difference

The Oakley House Winter Challenge brings our community together to move, connect and raise funds for the upgrade of our school hall, improving the space for learners who learn differently.

Choose your challenge, gather a team and start moving.

MOVE FOR A CAUSE

The Oakley House Winter Challenge is a fun self-challenge designed to get us moving during the chilly Cape Town winter months, while raising funds for a meaningful cause.

This year’s challenge supports the upgrade of the Oakley House Preparatory School hall.

Oakley House supports children who learn differently, many of whom experience sensory sensitivities and learning challenges. Our hall plays an important role in school life, from assemblies and performances to celebrations and community gatherings.

However, the current acoustics and noise levels in the space make it difficult for some learners to comfortably participate in events. Funds raised through the Winter Challenge will help us create a more inclusive and supportive hall environment where every child can feel comfortable and confident taking part.

By joining the challenge, you are helping us improve a space that brings our school community together.

4 Categories to choose from

Expanding on the success of our previous Winter Challenges, we have created 4 categories to choose from catering to different comfort levels of all participants. How much do you want to push yourself and/or your team? You can have a maximum of 6 team members.

CASUAL – 1000kms over 4 months

CHALLENGE – 1500kms over 4 months

COMMITTED – 2500kms over 4 months

SAVAGE – 5000kms over 4 months

How this works

Winter Challenge outline

Starts on 1 May and ends on 31 August
Cover the distance chosen (1000, 1500, 2500 or 5000kms) over the 4 months
Walk or hike it, jog or run it, cycle or swim it ... includes treadmills, exercise bikes and gym pools
Challenge solo (you are the team, this is what you do) ... easy peasy as you train everyday anyway
Challenge in a team (max. 6 team members) ... easily affordable and doable
Challenge friends and family, book clubs and social groups, running, cycling or gym groups, work colleagues, businesses and corporate teams other Oakley parents and staff
The more people who join, the greater the impact

Join the Winter Challenge

Once off entry fee of R1200 (easy payment through Quicket)
Solo entry ... you could ask family and friends to sponsor your efforts
Team entry (max. 6 team members) ... R200 per team member, that's less than two coffees per month – affordable yes!

Kids joining

Young kids can join for free with no limit to how many join a team consisting of 6 adults
Create a family team and commit to moving in the afternoons and on weekends together
Older kids wanting to attempt the challenge in grade teams could be sponsored by family and friends

Registration

Register sign up
Teams choose their leader, only one person needs to register the team

Tracking distances and progress

Starts 1 May
Be sure to track your distance in whatever way works for you ... you could use your phone, Strava, Fitbit, Garmin, etc.
Total kms to your team leader every two weeks – they will remind you
Keep an eye out for the leaderboard around campus, on our social media platforms and in newsletters

Challenge events

Gatherings can be organised (participants willing) to keep us motivated, get us together, and to keep us moving
Closing event assembly TBA

Winter Challenge fun communications will happen via WhatApp messages, emails and social media posts, so keep checking. Any queries or troubleshooting can be emailed to Karen Adamson.

Okay, I/we accept the challenge!

Choose your category. Decide if solo or in a team. Up to 6 per team (only one person to register a team).

registration

Make a once off payment of R1200 via our QUICKET link ... includes EFT, Credit Cards and SnapScan.

QUICKET LINK

Start moving and logging your kms from 1 May. Keep an eye out for the leaderboard at drop-off and pick-up.
Keep moving. Have fun!!

Spread awareness

You have joined the challenge and we thank you!

... now challenge friends and family, book clubs and social groups, running, cycling or gym groups, work colleagues, businesses and corporate teams other Oakley parents and staff.

KEEP MOTIVATED . KEEP CONNECTED . KEEP MOVING