Trail Running Calendar South East (England) 2025-2026

Challenge yourself on the London to Brighton Ultra on 23 to 24 May 2026 with a scenic 100 km route or a 2 day daylight split. Multiple distances, regular aid stations and GPS tracking suit newcomers and seasoned trail runners.

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.

Experience a scenic 13.5 mile single loop along the South Downs Way, through Friston Forest and past the iconic Seven Sisters cliffs and Beachy Head. Mostly trail with about 1,900 feet of climbing, full race support and a finisher medal.

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.

Run the Beat the Sunset 50 km ultra in Maidenhead, a scenic single lap mostly off road along the Thames Path and Jubilee River. Expect checkpoints, live timing and a finisher medal as you chase the sunset.

Enjoy a supported 50 km from Rochester to Tonbridge along the scenic Medway Valley Walk on mostly flat towpaths and trails. Aid stations, GPS tracking and the Tonbridge athletics track finish add a polished riverside vibe.

Take on the Castle Trails 30 km on 30 May 2026 and follow the River Medway from East Farleigh to Tonbridge in a scenic point to point trail run. Riverside towpaths, country park views and a finishing lap on the Tonbridge athletics track mak..

Join the Southampton Running Festival on 31 May 2026 for scenic 5K, 10K, half marathon and junior races around Southampton Common. Lap courses wind through woodland, ponds and parkland with an event village at the finish.

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.

Join Blended Trails Backyard Ultra at Chilton Manor Farm for a test of endurance: run a one hour loop each hour until only one runner completes a lap. Enjoy private trails, camping, great fuel stations and a winner takes all prize.

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.

Tackle testing woodland trails at the inaugural Alice Holt Wild Trail Runs in Surrey on 7 June 2026, with 10 km and half marathon options. Chip timing, feed stations, medals and canicross welcome for a fun, supported day out.

Tackle the South Downs Way 100, a nonstop 100 mile trail from Winchester to Eastbourne across the chalk ridge with sweeping views and big climbs. Well supported with aid stations plus crew and pacer options, it is a true test for experience..

Take on the South Downs Way 50km on 13 June 2026, a scenic trail challenge through the South Downs National Park organized by Centurion Running. Tackle 50 km of rolling ridges with 1200 m climb, aid stations and a lively finish.

Scenic off road trail running around Bewl Water in Kent, with forest paths, open countryside and lake views. Choose 10km, Half Marathon, Marathon or 50km Ultra, starting and finishing at the Visitor Centre with chip timing and checkpoints.

Tackle the YHA 14 mile trail run at YHA South Downs on 14 June 2026, a scenic yet testing route with early climbs, muddy puddles and chalk descents. Limited to 50 runners, with a water stop halfway and tea, coffee and cake at the finish.

The Hampshire Hoppit is a scenic trail event on Watership Down with marathon, half marathon and 10K options on 14 June 2026. Enjoy rolling chalk downland, sweeping county views, marshalled trails, feed stations and a finishers medal.

Join Robertsbridge Midsummer 10k and 5k on 19 June 2026 for a fun multi terrain undulating course at Robertsbridge Rec. Pick a 10k, 5k or junior run, earn a bespoke medal and enjoy BBQ, bar and village atmosphere.

Take on the Three Shires Way on 20 June 2026, a point to point trail through ancient woodlands and countryside across Buckinghamshire, Bedfordshire and Northamptonshire. Choose a 50 mile ultra or a marathon, finish at Grafham Water with aid..