Trail Running calendar near Medstead 2026-2027

A 50 km multi terrain ultramarathon in Maidenhead on a fully signed single lap route along the Thames Path, Jubilee River and the Green Way. The race includes chip timing, live tracking, four aid stations and a finisher medal.

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.

Run 50 km along the scenic River Medway from Rochester to Tonbridge, mostly flat towpaths and trails with a final lap on the athletics track. Live timing, aid stations and bag transfer make this a tidy and rewarding ultramarathon.

A scenic, flat 30 km point to point trail along the River Medway from East Farleigh to Tonbridge on 30 May 2026. Towpaths, riverside views, aid stations, live timing and a finisher medal.

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.

A point to point 50 km ultramarathon on 31 May 2026 from Peckham in London to East Peckham in Kent. The course moves from urban streets to country lanes and includes aid stations, volunteers and clear course marking.

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.

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.

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.

Take on the Oner Ultra Trail Run on 6 June 2026 along the scenic Dorset Coast Path. This 85 mile challenge must be completed within 24 hours, perfect for experienced runners seeking a coastal endurance test.

Run laps through Denbies Wine Estate in the Fire Horse Run, a timed off road challenge on an undulating 5.3 km loop with distances from 5 km to ultra. Pick as many laps as you like within a seven hour window for a flexible, scenic race day.

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.

BigSea Trails WATER runs from Knoll Beach around the Isle of Purbeck on scenic single loop routes past cliffs, coves and Old Harry Rocks. Options range from a half marathon to a 54k ultra with coastal views and a tree planting option.

Tackle scenic, hilly trails at Wendover Woods with a half marathon, a 10k and a junior 1k on 7 June 2026. Enjoy forest scenery, a cafe and adventure playground plus medals, photos and prizes for top finishers.

Run Bournemouth's beach on 7 June 2026 from Bournemouth Pier, choosing a 5K or 10K across sand and groynes. A friendly, marshalled event that asks for respect and good sportsmanship.

Join the Coombe Hill Fell Race in Wendover for a punchy 7 km with about 220 m of climb, including a steep ascent and descent. On the day entry is available and your entry includes a pint at the finish.

Trail races at Alice Holt Forest in Surrey offering 10 km and half marathon routes with chip timing, feed stations and on site medical support. Finishers receive a medal, event merchandise, a snack and a drink.

Join Chase The Sun at Clapham Common on 10 June 2026 for a lively 5K or 10K loop around the park, passing the Bandstand and mostly on footpaths. Enjoy chip timing, a unique themed medal, free race photos and post race goodies.

A 100 mile nonstop foot race along the South Downs Way from near Winchester to Eastbourne, mostly on trail with 12 aid stations, full medical support and a 30 hour cut off.