Challenge yourself

Take on a challenge for Stonepillow

Take on a once-in-a-lifetime challenge and help fund Stonepillow’s work supporting people who are homeless or at risk of homelessness across West Sussex. 

If you want to try something new, have an adventure with friends or mark a special milestone with something big, there’s an event for you.

Turn your next run, ride or trek into something that really makes a difference.

Start your adventure

From 5Ks and 10Ks to half marathons, marathons, cycle rides, obstacle courses and skydives, you can choose a local event or travel further afield—whatever suits your pace, experience and confidence. 

When you sign up, we’ll be here with fundraising tips, ideas and encouragement.

Every pound you raise helps Stonepillow support people experiencing homelessness to find safety, stability and a place to call home. 

Already taking part in a challenge event? Let us know by emailing the Fundraising team:

Join #TeamStonepillow

Everyone who takes part in our challenge events joins #TeamStonepillow. You’ll be part of a growing community making a real difference for local people.

As part of #TeamStonepillow you’ll get:

  • Friendly support from our events team — we’ll be able to support you before, during and after your challenge, from sign-up to finish.
  • A fundraising pack full of practical tips, bright ideas and ready-to-use resources to help you reach your target.
  • A Stonepillow t-shirt or running vest to wear with pride on the day.
  • Info to help you feel prepared, including what to expect on the day and handy timings.
  • Fundraising templates (posters, social posts and message ideas) to make sharing your challenge easy.
  • The feel good factor of knowing you’re helping people in our community move towards a safe place to call home.

Choose your challenge

Two people strapped together for a tandem skydive have just jumped out of a small plane. The person with the parachute has their arms outstretched.

Skydive

Available all year round | Multiple UK locations

Registration fee: £70 (paid directly to Skyline when booking)
Minimum fundraising target: £500
(This covers the cost of the jump as well as money raised to benefit Stonepillow clients)

Alternative option: You can choose to pay the full cost of your skydiving place yourself, and then fundraise as much as you can for the charity.

Jump from 13,000 feet and experience the rush of freefall at speeds of up to 120mph, all while raising vital funds that change lives on the ground.

You can book at 18 airfields across the UK, with different days and times available all year round, so it’s easy to find a date that suits you. Nearest airfield is Salisbury.

Find out more
White letters on a bright green background reads 'Trek for Stonepillow'. The words 'coming soon' appear to have been stamped at an angle across the background.

Trek for Stonepillow

Saturday 2 May | Chichester to Bognor Regis

Registration fee: Adult £15 | Child/Young person age 5 to 16 £10 | Children age 4 and under are free

We’re excited to announce a brand new event for our supporters:  Trek for Stonepillow.

Join us for an 8.5-mile trek starting from Chichester and ending on the coast at Bognor Regis.

We’ll be officially launching the trek in February with all the details you’ll need including how to sign up, start times, route information and fundraising ideas.

Email us to register your interest:

Email the Fundraising team
People in active wear climb up steep inflatable steps on a sunny day

Inflatable 5k obstacle course

Saturday 11 July | Southampton

Registration fee: £37 per person
Includes entry into the event plus a fundraising pack and a charity t-shirt
Suggested fundraising target: £100

Bounce your way through the world’s biggest inflatable 5K obstacle course when it lands in Southampton.

Bigger, bouncier obstacles and a seriously fun day out with friends, family, or solo.

Register for the Inflatable 5k
Finisher's medal with illustration of runners in a park. Text reads Southampton Common 5k, 10k & half marathon

10k or Half Marathon

Sunday 16 August | Southampton

Registration fee: £34 per person
Includes entry to the event plus a fundraising pack and a charity running vest
Suggested fundraising target: £350

Join us for the 10k or Half Marathon at the first Southampton Running Festival.

Starting and finishing on the beautiful Southampton Common, the route takes you through woodland, ponds, lakes and open parkland right in the heart of the city.

Half marathon: Register now
10k: Register now
Excited runners plough through a very wet and muddy stretch of the course

Tough Mudder: 5k or 15k

Saturday 19 September | Holmbush Estate, Horsham

Registration fee: £105
Includes entry into the event plus a fundraising pack and a charity t-shirt
Suggested fundraising target: 5k: £150 | 15k: £250

Take on the ultimate obstacle course challenge with 12+ obstacles and choose to take part in either the 5K or 15K.

Expect mud, laughs and plenty of teamwork along the way. With no timing and no competition, it’s all about getting round together and earning that world-famous orange headband.

5k: Register now
15k: Register now
Several cyclists are seen from the back wearing branded t-shirts and cycle helmets

London to Brighton Cycle Ride

Sunday 13 September | London – Brighton

Registration fee: £50
Includes entry to the event plus a fundraising pack, and a charity t-shirt
Suggested fundraising target: £250

Take on Skyline’s London to Brighton cycle ride (54 miles) – a brilliant day in the saddle with great views, great company, and a finish to be proud of.

Register for your own place, and then let us know so we can support you.

Find out more
Let us know you have a place
Runners in different coloured vests and t-shirts cross the start line for a road race

Great South Run

Sunday 18 October | Portsmouth

Registration fee: £66
Includes entry into the event plus a fundraising pack and a charity t-shirt
Suggested fundraising target: £400

Take on the 10-mile AJ Bell Great South Run in Portsmouth. Salty sea air, glorious views, and crowds that’ll carry you round with music, cheers, high fives and fist bumps.

Cross the line for your medal, exclusive finisher t-shirt and serious bragging rights.

Register for the Great South Run
A woman in running gear stands with her hands on her hips with a satisfied smile. She is next to a group of other runners

Choose your run

Multiple dates and locations

Not sure which run to choose?

Head to Run for Charity to browse local and national events you can take on for Stonepillow.

Whether you’re after a 5K, 10K, half marathon or marathon, there’ll be something for you.

Find a run

Help a homeless person rebuild their life

Monthly donations help us provide ongoing support

Secret Link