Trail Running calendar near Chiltern Hills 2026-2027

Follow Britains oldest trail through 5000 years of history on the Ridgeway. Choose between 50km or 100km distances and finish at the iconic Avebury Standing Stones with full medical and snack support.

Experience an obstacle course featuring large scale inflatables in Southampton. Participants can choose between three different distances for a unique physical experience on this bouncy course.

Explore twelve local parishes through the Worcester countryside on circular off road routes ranging from 10 to 40 miles. Walk or run this waymarked event featuring regular checkpoints and a hot meal at the finish.

Explore the ancient woodlands and chalky ridges of the Chiltern Hills with five trail distances ranging from 8km to a 50km ultra. Enjoy a plastic free racing experience starting from the historic market town of Princes Risborough.

Enjoy a flexible timed running event along the flat River Thames towpath. Choose your distance from 5km to an ultra marathon and earn a bespoke spinning medal on this fast riverside course.

Join a guided 10km trail running adventure through the scenic Chiltern Hills. Led by experienced guides, this morning run includes trail techniques and local history with a finish at a local farm cafe.

MacTuffX Peterborough offers a unique interval based competition for adults. Choose between solo, doubles, or relay formats featuring 400m and 800m repetitions for a focused fitness test.

Ultra:5K challenges runners at Box End Park in Kempston. The format requires running a 5K on the hour, either five times or three times. The fastest total time across all the runs wins.

Experience a hilly seven mile trail race or a free junior run through the landscapes of Knole Park in Kent. Enjoy a community atmosphere with bespoke medals and proceeds supporting The Running Charity.

Join this multi lap marathon and half marathon event in Worcester featuring a flat off road course. Run solo or in relay teams with fancy dress and support local stroke recovery charities.

Experience a summer trail running festival in the heart of the Surrey Hills. Choose from five distances ranging from 2km to 50km and enjoy a weekend of camping, yoga, and live music at Mill Farm.

Evening trail running at Wendover Woods on 18 July 2026 supporting the Chilterns Neuro Centre. Options include 10K 5K and an accessible 1.5K loop on fully marked woodland trails.

Experience a unique festival of running at Blackland Farm with 12 and 24 hour solo endurance challenges. Explore a scenic 1 mile off road loop featuring woodland trails and inclusive camping for a complete weekend experience.

Test your physical endurance at Huntley Estate with eight strength tests and eight one kilometer off road trail runs. Earn your official time and medal in this outdoor challenge organized by Trimax Events.

MacTuffX Brighton features a unique fitness racing format based on ten intervals of 400m or 800m. Available for individuals, doubles, or relay teams, this event offers a variety of ways to compete in July 2026.

Experience scenic trail running through the Winwick Hall Estate with distances for the whole family. Support the Bruce Green Foundation while tackling marked routes across hills and country paths.

Enjoy a flat and fast chip timed 10k race through Highfield Park and along the scenic Alban Way. This family friendly event features live music, a fun run, and a buzzing event village in St Albans.

On Sunday 19 July 2026 the Wye Valley Tunnel Run near Chepstow offers Colourbust fun runs plus 10 km, half and full marathon courses along the Wye Valley Greenway, including over 1 km of tunnel, support stations and finish medals.

Experience a rewarding trail run through Ashdown Forest featuring hard packed paths and 1568ft of elevation. Choose between 5 or 10 miles and enjoy spectacular views across The Downs.

Set your own distance goal in this 6-hour trail running challenge. Runners complete as many 5K loops as they can on a scenic, 95% off-road course. Every finisher receives a medal.