Trail Running calendar near Maidenhead 2026-2027

A single-stage trail run of about 102 miles along the Cotswold Way from Chipping Campden to Bath, with varying terrain, on-course support and a 32 hour completion limit. Entries open 1 October 2025.

Triple Trail Races on 19 September 2026 at Loddington Farm offers 25 km, 50 km and 100 km routes across Kent's North Downs Way, Greensand Way and Weald Way, with on site race village, camping, food vendors and recovery facilities.

MacTuffX Watford at Woodside Stadium on 19 September 2026 combines ten exercise stations with repeated running in solo, doubles, and relay formats, and offers a LITE weight division alongside standard categories.

A scenic trail running event at Hambledon Vineyard offering races from 1 km to 20 km, chip timed with trophies and fundraising for Brain Tumour Research and Hambledon Primary School.

BigSky is the "Air" event in the Classic Element Trail Series on 20 September 2026 at Hyde Common, New Forest. Routes of 18 miles, marathon and 50k run over marked trails with multiple aid stations, mandatory fluid carriage and a bespoke fi..

A half marathon and a 5 mile country race around Clipston Recreation Ground on Sunday 20 September 2026, run mainly on bridleways and footpaths with 237 m total ascent. Entries support the Clipston Recreation Field Trust and local facilitie..

A forest trail event in the New Forest with a 3.28 mile looped route, on site facilities and an aid station. Runners choose distances from 5K to ultramarathon and all finishers of a full loop receive a metal medal.

A marathon and half-marathon along the Ouse Valley Way in Huntingdonshire on 20 September 2026, finishing at Earith on mostly flat grass, gravel and tarmac paths. The races are registered with the Trail Running Association and insured under..

Join this flexible timed event along the flat River Thames towpath in Walton on Thames. Complete as many laps as you like over seven hours to achieve distances from 5km to an ultra marathon.

A five mile autumn trail run on 24 Sep 2026 near Mill Green in Ingatestone. Small capacity event for over 18s with a regular anti clockwise route and compulsory phones and headtorches.

Looped trail event in the Chilterns based at Henley on 26 September 2026. Offers 50 km, 25 km and 10 km distances with covered rest stops, GPS tracking, medical support and camping at basecamp.

An obstacle-course weekend at Pippingford Park near Nutley with Sprint, Super, Beast, Ultra and kids races set on rolling hills and wet sections. The Ultra includes the British OCR Ultra Championship for eligible British entrants.

A 10 mile trail race at Chilton Manor Farm featuring private estate trails, a 1-mile yew tree-lined finish, on-course marshals and a sustainable finisher medal, with GPX/Strava route files and on-site pop-up cafe.

A backyard ultra at The Waggoners pub in Welwyn Garden City where runners complete a 4.167 mile loop each hour until one runner remains. Entry includes drink vouchers and a commemorative pint glass.

A timed multi lap event on 26 September 2026 in Walton on Thames combining a flat 5.3 km out and back riverside course with a cake themed aid station, multiple distance options and a seven hour time limit.

A forest marathon and shorter route around Henley in Arden, Warwickshire, organised by LDWA Heart Of England. Routes pass through newly planted and mature forest with checkpoints, refreshments and a finish meal; surplus funds support the He..

A five-lap ultramarathon in Berkeley, Gloucestershire across 25-27 September 2026, covering about 130 miles and 15,000 ft of ascent with a 24 hour cut off and 120 places, organized from Hamfields Leisure with camping and tracking included.

Three community races at Harcourt Hill on 26 Sep 2026 from a 10k off road course to a 1k fun run, organised by the 4th Oxford Scout Group with medals, prizes and water stations for participants.

Experience an autumn run through scenic pumpkin fields and farm tracks in Colchester. With 10k, 5k, and 1k distances, this flat off road event features chip timing and a family friendly event village.

Trail races at Salisbury Racecourse offer marathon, half marathon and 10 km over undulating downland with woodland and Martin Down turf. GPX routes are provided and finishers receive a medal; top three men and women earn trophies.