Trail Running calendar near Chipping 2025-2026

Take on the Compton Downland Challenge on 16 May 2026, choosing the marathon or a scenic 16 mile route across the Berkshire Downs and Ridgeway. Expect rolling trails, countryside views, on course aid and a hand thrown mug at the finish.

Run through scenic vineyard hills at Denbies Wine Estate in Dorking on 16 May 2026 on a 5.3 km undulating off road loop. Choose as many laps as you like for distances from 5 km up to ultra with flexible start times and limited places.

Join the Reigate Priory Park 10K on 17 May 2026 for a scenic cross country four lap route in Surrey. Enjoy a friendly race atmosphere, bespoke medals and the chance to support the charity Sport In Mind.

Run the scenic loop at Hurtwood Park Polo Club in Cranleigh, Surrey with distances from 5 km to ultra on mostly flat off road trails. Multi lap format and a seven hour time limit suit all paces and every finisher gets a memento.

Join the Deddington Four Farms Challenge on Sunday 17 May 2026 for 5k and 10k routes around the picturesque parish of Deddington. Open to experienced runners, fun runners and families, it is a friendly event supporting local charities.

Stort10 '26 at Cammas Hall Farm on 17 May 2026 offers scenic 10 mile and 5 mile trail routes through woodland, farm tracks and quiet lanes. All finishers get a premium t shirt or a tree planted in their name plus a medal.

Take on 18 miles of scenic Suffolk countryside from Nowton Park to Clare Castle Country Park, running or walking at your own pace. With a friendly atmosphere, medal for all finishers and support for St Nicholas Hospice, this is a challenge..

Race through historic Canterbury, weaving past the cathedral, cobbled streets and ancient city walls from 22 to 24 May 2026. A Friday prologue, a city centre race and sprints on the University of Kent campus include courses for newcomers.

Explore Canterbury's historic centre in a time trial orienteering, with 5 mile and 5k courses past King's School, Westgate Gardens and St Augustine's Abbey. Fastest time wins and finish is at Canterbury Christ Church University.

Take on the London to Brighton Ultra, a 100 km route from Richmond to Brighton with about 1500 m of ascent and a two day daylight option with an overnight midpoint. Fully supported with covered rest stops, medical teams, transfers and a fin..

Run at Grimsthorpe Castle at the Grim Reaper Running Festival with races from 10 mile to 100 mile and a team relay. Scenic 10 mile loop through ancient woodland and lakeside trails, plus night options, medals and on site camping.

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.

Tackle a scenic 26.2 mile marathon across three laps of Richmond Park, with rolling hills and beautiful parkland views. Chip timing, aid stations, medical cover and a lively finish make this a rewarding London park marathon for seasoned and..

Queen of the Suburbs Ultra invites runners to explore Ealing's greenways, towpaths and parks with 50k and 25k single loop options. Expect a Horsenden Hill climb with city views to Wembley and a friendly local race atmosphere.

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.

Run the full 86 mile Ridgeway National Trail from Ivinghoe Beacon to the Avebury Stones, tackling rolling chalk ridges and ancient landscapes within a 28 hour cutoff. A tough but rewarding UTMB World Series index race with full support.

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..

Run the Ridgeway Chase, a scenic point to point 60K ultramarathon along the Ridgeway National Trail from Ivinghoe Beacon to near Wallingford. Limited to 200 runners, it offers rolling climbs, reliable aid and sweeping countryside views.