Trail Running calendar near Little Gaddesden 2025-2026

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.

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 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..

Discover Ealing on foot at the Queen of the Suburbs Ultra, a single borough trail event offering a scenic 50k ultra and a friendly 25k loop. Wind through parks, canal paths and Horsenden Hill for leafy views across west London.

Join the Rebellion 10km on Monday 25 May at Riverwoods, Marlow, for a scenic trail along the Thames including a crossing of Marlow Bridge. Finishers receive a medal, a Rebellion beer or non alcoholic alternative and a branded 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.

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.

Explore the Surrey Hills on a guided 13 mile trail run from Guildford, passing St Martha's Hill, Shere and the North Downs Way. Run as a friendly group at about 10 minutes per mile with gear trials and evening torch runs.

Take on The Griffin Challenge at Braybrooke Taproom near Market Harborough on 3 June 2026, running repeated laps over a scenic crushed stone trail in a six hour timed event. Choose how many laps to attempt and optionally fundraise for Roald..