Trail Running calendar near Cheltenham 2026-2027

We have found 518 Trailruns within 80 miles of Cheltenham. See below where and when you can find the races.

Off road 5 km and 10 km races around the Bath Skyline in November, with night and day options, a kids 500 m and a canicross wave. Mixed trails, muddy sections and marked routes with a large two sided medal for finishers.

Experience the thrill of night trail running across Somerset in this four-part winter series. Choose between 5km and 10km routes at locations including Brean Down and Taunton with bespoke wooden medals for all finishers.

A 10 km multi terrain trail run around Beckbury, Shropshire, featuring the Badgers Bite Hill, marshalled and signposted with a halfway drinks station and a finisher medal.

Multi-terrain 5 km and 10 km races in the Chiltern Hills on 15 November 2026, organised by Radnage C of E Primary School PTA with proceeds to the school. Village hall HQ offers a cafe, water stations and first aid on course.

Experience a community focused run at Southampton Common with distances ranging from 1.5km to a half marathon. Support men's health through Movember while enjoying a chip timed race through scenic parkland trails.

Join the MoRun at Ashton Court Park for a trail-based event featuring distances from 1.5km to a Half Marathon in support of Movember. Enjoy chip-timed racing, themed medals, and a festive atmosphere for all ages.

Run a flexible distance along the Thames in this seven-hour time challenge event. Choose your own goal from 3km to an ultra marathon on a mixed-terrain, fully-signed course. Every finisher gets a themed medal and a goody bag.

Run as many 3.5 mile forest laps as you wish within a 6 hour time limit at Salcey Forest. This flexible off road event welcomes runners, walkers, and canicross participants of all abilities.

Explore the undulating trails of the North Chilterns on this 50 km ultra marathon. The fully marked route offers views from Warden Hill and Barton Hills. Three stocked aid stations support runners from start to finish at Putteridge Bury.

UTMB Index

Join the Thames Path Trail Run in Berkshire on Saturday 21 November 2026 for scenic riverside running from Alexandra Gardens. Choose 21 km or 16 km on flat trails and finish with a medal, drink and goodies.

Enjoy a guided 10 km trail run through the scenic Chiltern Hills followed by a private tour and tasting at Tring Brewery. This half day adventure combines outdoor exercise with local craft beer education.

Saturn Running's Smurf Run in Wales is a flexible 7-hour Time Challenge at Dare Valley Country Park. Run your chosen distance on scenic paths and earn a themed medal, goody bag, and snacks. All finishers get ice cream, and free parking is a..

Join a guided 10km trail run around Surrey's scenic Devil's Punchbowl. Choose between sunset runs in warmer months or headtorch night runs in winter. The guided group experience includes a free alcohol-free beer at the finish.

Experience an evening off road run through the tracks and trails of the Wyre Forest. This 10 km multi lap course takes runners through the dark with mandatory torches and a medal for every finisher.

Join the Christmas Advent Run on Sunday 29 November in Walton on Thames for a festive riverside run. Tackle timed laps to suit you and enjoy optional medal and chocolate advent calendar plus a prize draw.

Scenic riverside marathon and half marathon on a flat UKA certified towpath from Walton on Thames to Hampton Court and back. Lapped format with finisher medals and virtual entries.

Experience the scenic trails of Afan Forest in the final event of the 2026 RTT Series. Choose between a 5km or 10km route featuring chip timing and marshalled trails starting from Bryn Bettws Lodge.

Join a community run through the paths and trails of Campbell Park to support Movember. Choose from 5k, 10k, or half marathon distances and enjoy a chip timed race complete with unique medals and fancy dress prizes.

December 2026

Experience a scenic 10 km trail run through the historic Hughenden Manor estate near High Wycombe. This hilly course features spectacular woodland paths and rural trails with full marking and on site facilities.

Timed Thames towpath run where participants choose lap distances on a 5.3 km out and back course and entry supports Rays of Sunshine Children's Charity.