Trail Running calendar near Cheltenham 2026-2027

A Marches LDWA challenge walk from Holdgate Church offering 10 mile and 22 mile routes via Abdon Burf and Wenlock Edge. The event supports Holdgate and Eaton church communities and is currently full with a waiting list.

A 40 mile point to point run along the Monmouthshire & Brecon Canal from Malpas to Brecon Basin on 25 April 2026, with three fully supported checkpoints and a 15 hour time limit for a community-led canal journey.

Event overview The Chase Trail Run 2026 is part of the Garmin UK Trail Running Festival on 26th April 2026. The event takes place at St Giles House, Wimborne St Giles, BH21 5NA and is organised by ORA Events Limited. Entries close on 22nd A..

Test your navigation skills at The Drop Winchester, a point to point challenge where you are driven blindfolded to a mystery drop and must find your own way back to HQ. Choose 10 or 15 mile routes and surrender devices for a true adventure.

A Coventry Way Challenge is a circular long distance walking and running event around Coventry of about 40 miles with five checkpoints, tracker monitoring and a hot meal at the finish; entries include solo and relay options.

Run the scenic Tissington Trail on 26 April 2026 with marathon and half marathon options along a traffic free, mixed terrain route from Ashbourne to Parsley Hay. Enjoy bespoke medals, free photos and a welcoming trail atmosphere.

Choose your distance from 3 km to ultra marathon and tackle a 7 hour time challenge around scenic Dare Valley Country Park. Enjoy lap aid stations, vegan snacks and a finisher medal for anyone completing at least 3 km.

Join Bolt Round the Holt at Alice Holt Forest for scenic trail runs from 1k junior to half marathon while supporting GUTS and early detection of bowel cancer. Enjoy forest views, bespoke medals and a family oriented race day.

Join NOT the London Marathon Run 2026 on Sunday 26 April in Walton on Thames for a flat, certified lap course along the riverside towpath. Choose marathon, half or a 7 hour timed challenge, enjoy flexible starts and a commemorative medal.

Run through woods carpeted with bluebells in the Chiltern Hills with Run The Wild at the Bluebell 10km on 26 April 2026. Grouped by ability with on route coaching, the spring trail offers guided support and scenic views. Spaces are limited.

A six hour lap event at Pooley Country Park near Tamworth where runners complete 3.3 mile laps on mixed grassland and park paths. Distances range from a single 5k lap up to many laps within the time limit.

Run a scenic 7 hour timed challenge along the River Thames at Wraysbury on Friday 1 May 2026 and choose your distance from 3 km to ultra. Friendly aid, medals and goody bags make this intimate 300 runner event ideal for PBs or relaxed miles..

Join the Malvern Hills Ultra on May 2 in Worcestershire for stunning but testing trail runs from 23 to 47 miles along the Worcestershire Way with big climbs, checkpoints and GPX routes provided. Finishers earn a bespoke medal and keepsake.

Rasus y Bannau is a series of epic mountain races starting and finishing in Brecon, traversing the Brecon Beacons ridges with marathon and ultra options. Expect big climbs, rugged terrain and stunning views for an unforgettable challenge.

A circular 30 mile ultra through mid Wales on 2 May 2026, starting and finishing at Dol Lys Camp Ground in Llanidloes. The route follows Sarn, Glyndwr’s Way, Severn Way and Wye Valley Walk and reaches the source of the River Severn.

Join a guided 30 mile trail run near Guildford on 2 May 2026, following the Greensand Way and North Downs Way past Box Hill and Leith Hill. This non competitive group run includes route guidance, coaching and stunning Surrey views.

Run the May the Fourth trail races on 2 May 2026 across scenic Long Mynd from Carding Mill Valley, with half marathon and full marathon options. Limited entries and a virtual option mean great views for hill and trail fans.

Run Silchester offers scenic trail races from the village playing field along the Roman Wall and through ancient woodland, with a 2.5 mile fun run plus 5 and 7 mile trail races. Enjoy festival vibes, medals and community fundraising for the..

A five mile off road race around Hurstbourne Tarrant on Saturday 2 May following part of the Test Way through woods and farmland. The volunteer organised event donates proceeds to local charities and offers timed entry fees by date and affi..

Tempo Trail Races take over the Cotswolds on Sunday 3 May 2026, with routes ranging from 10K to a 100KM ultra. Choose your challenge and enjoy rugged trails, a friendly atmosphere and UKA backed organisation.