Official Castelli event jersey

We are excited to reveal, in partnership with Castelli, the official event jersey of the Chiltern 100 Cycling Festival! Designed by the world’s most famous jersey designers, it combines vintage stripes and bold block colours, taking inspiration from cycling’s past, with the comfort and latest technology in cycling apparel.

The side panels include graphic detail that is a nod to the Pavé Stage of Le Tour de France, which takes place on the same day as this iconic sportive event. After the beautiful and brutal ride, cyclists can relax on the lawns of Penn House and watch Stage 9 of Le Tour, LIVE on the big screen.

The jersey design had input from Oliver Knight, author of The Cycling Jersey, and was brought to life by Darren Gumm, Castelli Servizio Corse Designer – UK. “This jersey is designed with our sportive riders in mind. It’s stylish, with a subtle connection to the event. It’s a strong addition to your summer cycling collection”, Darren Gumm commented. Click here to read more about the creation of the jersey.

Sign up below to tackle the brutal and beautiful sportive and secure your jersey, available exclusively to Chiltern 100 Cycling Festival riders.



We have partnered with Loopie to bring you unique GPS art prints of the Chiltern 100 Cycling Festival. The Loopie image is an accurate but artistic visualisation of the ride including mapping, distance and elevation. You can then personalise the Loopie with your name, finish time and average speed. Celebrate a great achievement on your bike with a personalised work of art you would be proud to hang on your wall. Different colour print and framing options are available.

Event merchandise

A full range of merchandise including bib shorts, gillet, cycling cap, t-shirts and sweatshirts are available through our event shop! Get kitted up and then collect your items on the day of the event. Click here to visit the online event shop.

Personalise your medal

You can personalise your Chiltern 100 finishers medal with an iTAB, engraved with your name and finish time. If you ordered your iTAB whilst entering the event, it will arrive in the post shortly after race day.

Don’t worry if you haven’t ordered your iTAB. You will have set up a MyActive account when registering for the event. You can simply log back into your account to order it. We’ll also share the iTAB website order link with you after the event!

Pre-order your official photos

Our new photography partner, AWOL Adventure, has a great pre-event photo offer for you to take advantage of:

You can pre-order ALL your digital photos for just £15 (normal price £25). Minimum 2 photos guaranteed, or your money back

AWOL Adventure will have professional photographers stationed all over the course and finish line ready to capture that timeless photo – just don’t forget to smile!

But hurry! This offer is only available before the event. On event day, the bundle price increases to £25, and single images will be £15 each, so we recommend you get in early and save – this is the best deal you’ll get. Click here to pre-order your photos now.