Trail Running calendar near Cheltenham 2026-2027

The Fox invites trail runners to Surrey on 23 May 2026 with 20K, 41K and 62K routes starting from local villages. Courses are well marked with regular aid stations and a shared finish in Godalming.

Run 145 miles non stop along the Grand Union Canal from Birmingham to Little Venice on a fully waymarked towpath. Limited to 100 starters with supported or unsupported entries and a 45 hour cutoff, it is a classic long distance challenge.

Tackle the Telford T50, a 50 mile trail around scenic Shropshire with views of Ironbridge and the Wrekin on 23 May 2026. Organised by How Hard Can It Be Events, the pre marked course mixes trails and roads with aid stations and cake.

Enjoy a lively 6.5 km hill run on Mynydd Myfyr near Oswestry with mixed terrain and 150 m of climbing, supporting Trefonen Hill Walk Weekend. Entry on the day welcome; scenic views and prizes make it a rewarding spring challenge.

A flat riverside trail event in Taunton on 24 May 2026 offering a 10K and a half marathon. Awards for top finishers and a large finisher medal are included, and past participants note friendly marshals and good feed stations.

Join the Rebellion 10km at Riverwoods, Marlow on 25 May 2026 for a scenic trail run along the Thames including a crossing of Marlow Bridge. Finishers get a medal, a Rebellion beer or non alcoholic alternative and a pint cup.

Beat The Sunset 50km in Maidenhead is a single lap, mostly off road ultramarathon along the Thames Path, Jubilee River and Green Way. Flat and scenic, the fully signed course features checkpoints, chip timing and post race mementoes.

Tackle the full Ridgeway in an 86 mile point to point trail from Ivinghoe Beacon to Avebury Stones, with rugged views, checkpoints and solid race support. Limited field makes this a classic long distance test for experienced trail runners.

Celebrate the 50th anniversary of Rocky with a flexible 7 hour time challenge at Dare Valley Country Park, where you choose your distance from 3 km to ultra. Enjoy scenic trails, on course aid, medals for finishers and ice cream at the end.

Tackle the Ridgeway Chase 60 km ultramarathon across iconic ridgelines and wooded trails, starting at Ivinghoe Beacon and finishing near Wallingford. Expect a scenic but testing day with full support, chip timing and a finisher medal.

Southampton Running Festival on 31 May 2026 offers 5K, 10K, half marathon, a junior race and a charity place option on a multi lap route through Southampton Common with marked kilometres and event marshals.

Join a guided 13 mile trail run in the Surrey Hills from Guildford, led by an experienced trail guide. Enjoy views along the North Downs Way and St Martha's Church while running with a friendly group rather than racing.

Take on the Griffin Challenge, a six hour looped run along the scenic Griffin Trail from Braybrooke Taproom, completing 3.3 mile out and back laps to cover as much distance as you can. Enjoy free parking and the taproom after the run.

Choose your challenge in this 7 hour timed event along the River Thames at Wraysbury Skiff and Punting Club. Scenic signed laps, aid stations, medals and goody bags await runners from 3 km up to ultra distances.

A 40 mile ultra on June 6, 2026, along the Wales Coast Path from Porthcawl to Penarth, featuring coastal trails, Ogmore Castle and stepping stones, four staffed checkpoints and specified mandatory kit.

Run the Divorce Day Defib Fundraiser this June with 8 mile, 16 mile or marathon routes along the Silkin Way, crossing the iconic Ironbridge. Expect varied trails, fancy dress and a welcoming community as you raise funds for a life saving de..

The National Forest Way Ultra will take place in Burton upon Trent on Saturday 6 June 2026.

Midnight Mountain Marathon in Brecon Beacons lets runners start in daylight and finish under stars while crossing iconic summits like Pen Y Fan. Pick marathon, half or bergen entries and collect a finisher medal plus a warming mug of tea.

Take on Blended's Backyard Ultra at Chilton Manor Farm on June 6 2026, running a 6.7 km trail loop each hour until only one runner remains. Camping, fueling and hot food on site make for a supportive, all day and night event.

A multi-distance running event in Bath that routes through two restored railway tunnels, including a 1672 m subterranean section. Distances range from a 500 m Colourburst to an ultramarathon, with the start and finish at Brickfields Park.