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Trail Running Calendar near Watford 2026-2027

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Explore the top trail runs near Watford for 2026-2027! We've gathered 194 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

May 2027
Track-based event at Wodson Park on 23 May 2027 with distances from 5k to 50k plus a 6-hour timed challenge on a 400 m athletics track.
A 10 km trail race from Marlow Rugby Club featuring riverside towpath, woodland trails, two water refill stations, a branded pint cup and a free drink from Rebellion Brewery.
Trail event from Richmond to Brighton offering multiple distances, GPS tracking, covered rest stops, medical support, camping and finishers items.
A multi-distance endurance event at Hyde Hall Farm featuring a 5.3 km loop, a 100 mile 32 hour option, timed challenges, an aid station and on site parking.
An 86-mile point-to-point trail race along The Ridgeway from Ivinghoe Beacon to Avebury with GPS tracking, eight checkpoints and mandatory safety kit.
June 2027
A 24 hour relay at Wasing Park, Reading where Solos, Pairs and Teams run an undulating 8 km trail lap with camping and an on-site event village.
A Star Wars 50th Anniversary weekend on 5 and 6 June 2027 at Caldecotte, Milton Keynes featuring marathon and half marathon races around Caldecotte Lake, unique finisher medals, on-course water and toilets, and time limits for each race.
A 5k obstacle course at Royal Windsor Racecourse with mud obstacles to climb, crawl and slide, mixed tarmac and grass surfaces, staggered wave starts and a minimum age of 13. Earlybird entry prices and a fundraising target apply.
A 5 km obstacle course at Prospect Park in Reading where participants climb, crawl and slide across grassy slopes and woodland. Waves run every 15 minutes and the event is open to people aged 13 and over.
Two trail distances around London on the Capital Ring with feed stations, chip timing and a planned finish at Old Deer Park, Richmond.
At Prospect Park in Reading this Race for Life event offers a 10k run as two laps of the 5k course plus a separate 5k option, with grass and woodland terrain and some steep slopes.
A point-to-point trail event through the Hertfordshire AONB offering marathon, half and 10 km distances open to both runners and cyclists with separate results and medals.
A forest trail event at Wendover Woods offering a hilly multi-lap 10 km course with Half Marathon, 10k and Junior Run options, on-site facilities for spectators, route maps and GPX files, and medals plus free photos for participants.
An urban ultramarathon in central London with 100km, 50km and 25km routes that pass over 100 city landmarks, with checkpoints and training resources.
A muddy 5k obstacle course at Cassiobury Park where participants climb, crawl and slide through timed waves while raising funds for cancer research.
A community Race for Life event at Cassiobury Park on 12 June 2027 offering 3k, 5k and a 10k double lap course with accessible facilities.
A 75 mile off road ultra on a one mile loop at Denbies Wine Estate with up to 30 hours to finish, chip timing and multiple concurrent race options.
A 100 mile ultra on a flat one mile trail loop at Denbies Wine Estate offering 12 hour and 24 hour options plus 50, 75 and shorter races.
Trail marathon and half marathon at Denbies Wine Estate on 19 June 2027, run on a 1 mile loop with chip timing and an extended start window.
A 24 hour attended challenge at Denbies Wine Estate in Dorking where runners complete 1 mile on the hour for 24 consecutive hours; onsite tent camping, daytime cafe service and a simultaneous virtual option are provided.
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