Trail Running calendar near Cheltenham 2026-2027

We have found 517 Trailruns within 80 miles of Cheltenham. See below where and when you can find the races.

Experience an off road 10 km single lap through the trails of Wyre Forest in this summer evening race. This inclusive event welcomes canicross runners and offers a focused racing environment starting from the Callow Hill Visitor Centre.

A 48-mile point-to-point ultra marathon tracing the River Severn from Mid Wales to Shrewsbury. Participants must maintain a minimum pace to pass checkpoints, with vegan and gluten-free food available. Finishers receive a bespoke medal and t..

A 6-hour timed run along the flat Jubilee River in Slough on July 9, 2026. Participants complete laps of 5.24 miles, choosing their own distance. Every finisher gets a medal.

Enjoy a sunset run through the beautiful woodlands and meadows of Coombe Abbey Park. This two lap trail race offers a firm course and a friendly atmosphere for a perfect Friday evening activity.

Enjoy a flexible midweek 7 hour time challenge along the scenic River Thames. Run any distance from 3km to an ultra marathon on a flat signed course with a great aid station and finishers medal.

Phoenix Fridays offers a flexible Friday run with a "rock up and go" start. Choose your distance on a flat, timed 5.3km loop along the Thames towpath. All finishers can pick from a selection of signature medals.

The Hazelbury Hurrah! is an evening multi-terrain race in Wiltshire on July 10, 2026. Runners can tackle a challenging 6-mile route or enjoy a flat 2km junior race. The event raises funds for local charities and offers prizes, with pie and..

This 57-mile point-to-point ultramarathon follows the River Severn from Worcester to Stonehouse. Runners pass through several towns on a comparatively flat course. All finishers receive a bespoke medal and head visor.

Tackle the trails of the Brecon Beacons in this multi-distance ultramarathon. Choose from 50, 32, 26, or 13 mile self-navigated courses with full tracking and support. The event finishes with hot food for ultra runners and a bespoke medal f..

Race to the Stones is a historic ultramarathon on Britain's oldest trail, the Ridgeway. Choose from 50 km or 100 km distances, finishing at the ancient Avebury Standing Stones. The event offers extensive support with well-stocked pit stops,..

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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.

Run the scenic Shropshire Hills at The Piece of Cake Trail Run in Carding Mill Valley with 10K, half marathon and marathon distances. Enjoy marked trails, aid stations, a finisher medal and a cake competition.

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.

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Join the Butterfly Run at Parc Taf Bargoed with rock up and run starts across distances from 5 km to ultra on a scenic tarmac course with a short riverside trail. Staggered starts, aid stations and an optional supersized spinning medal awai..

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 social guided trail run through the scenic Chiltern Hills led by expert instructors. This non competitive 10k event features technique coaching and group runs for all abilities starting from Aldbury.

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 the scenic Shropshire countryside with the Ludlow10 running event. Choose between a half marathon, 10k, or 5k featuring rural lanes, historic town streets, and undulating off road sections at Whitcliffe Common.

Form a team and take on a 12 hour night trail challenge through the scenic fields and tracks of a private Dorset farm. Enjoy a relaxed atmosphere where you decide your own distance and earn a finisher medal.