Hello and welcome to the Rutland Walking and Cycling Festival page. The festival will be returning once again in May 2025, which will feature the 25th Anniversary Rutland Round walk and a variety of walking and cycling activities for all levels across Rutland. Save the date coming soon. Want to hear more about the 2025 festival and future festivals? Register your email address below to sign up to our festival mailing list to be the first to hear festival updates.

If you enjoy walking and are looking for an extra challenge, then why not make 2025 the year you complete the Rutland Round?

The Rutland Round is a 65-mile circular route around the perimeter of the county, with its start and finish in Oakham and a couple of detours to visit Rutland Water. It was first launched in 2000 by John Williams, the then Rights of Way Officer for CPRE Rutland. Since then, the route has been completed countless times attracting determined walkers from far and wide. It has seen parties marking a significant birthday, fundraisers, solo walkers and runners and group events. And this year is the Rutland Round's 25th Birthday!

As part of the annual Rutland Walking and Cycling Festival, our knowledgeable volunteer walk leaders will be leading walkers along the route and will be sharing their knowledge along the way. The 65-mile route will be split into 6 days starting on Saturday 17th May and finishing on Thursday 22nd May. You can book to walk as many sections as you like or why not take on the challenge of the full Rutland Round.

As the Rutland Round is a circular walk, each day starts at a new location. Transport is available each day to pick you up in the morning from the end point of the walk, where you leave your car and drop you to the start point of the walk. You then complete that section of the walk and finish back at your car. Please let us know in the booking form if you'd like to use our transport or arrange your own.

All walkers need to be able to cope with stiles and need to wear suitable footwear and clothing (walking boots or strong footwear are essential). Dogs are welcome on the walks but need to be kept under close control and you must be able to lift them over difficult stiles. Please note the minibus doesn't allow dogs therefore alternative transport will need to be made. Please also bring your own refreshments and any other essential items.

We have added additional activities this year to run alongside our Rutland Round events so there is even more to chose from!

We have plenty of activities to offer throughout the second week of the festival for our walkers, ramblers, trekkers, and cyclists! All abilities have been catered for so please keep an eye out for what activities suit you and your capabilities the most!

The following activities are booked directly with the provider, please follow the links below to book your place. Please let us know through the booking form above if you intend to attend these activities as well!

* Junior Parkrun Registration

** Oakham Canal Guided Bat and History Walks

*** Sigma Sports Event Booking:

Social Ride

Gravel Ride