Trail Running calendar near Gerrards Cross 2026-2027

We have found 599 Trailruns within 80 miles of Gerrards Cross. See below where and when you can find the races.

An 86 mile point to point trail race along The Ridgeway National Trail from Ivinghoe Beacon to Avebury Stones, with eight checkpoints, GPS tracking, a 28 hour time limit and a 150 runner field.

A 60 km point to point ultramarathon on the Ridgeway National Trail from Ivinghoe Beacon to Ridgeway View Campsite, with about 1000 m of ascent, four checkpoints, open tracking and a 150 runner limit.

A 24 hour off road trail event on *5 mile* loops offering Solo, Pair, and Team entries. The site includes camping, parking, caterers, and illuminated routes for night running.

A 13.5 mile single-loop trail through the South Downs National Park, starting and finishing at Helen Garden in Eastbourne. The route follows the South Downs Way via Friston Forest, Seven Sisters and Beachy Head with about 2,000 ft of ascent..

June 2027

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.

A 5k muddy obstacle course at Willen Lake with staggered wave starts, on-site toilets and parking, blue badge parking nearby, and a fundraising target of £50. The event is not wheelchair accessible.

An evening trail marathon on 5 June 2027 near Purleigh, Essex covering 27 miles with coastal, canal, vineyard and forest sections. The race has three checkpoints, mandatory lighting kit and cash prizes including a reward for a new course re..

Backyard Ultra at Chilton Manor Farm on 5 June 2027 features a 6706 m loop run each hour until one runner remains, with weekend camping, on route water stations, event camp facilities and medical support.

A point to point 50 km trail ultramarathon from Rochester to Tonbridge along the River Medway. The predominantly flat, fully marked course features four stocked aid stations, chip timing, live GPS tracking and an athletics track finish.

A *30 km* point-to-point trail along the River Medway from Little Fant Farm to Tonbridge, fully marked and chip-timed with three staffed checkpoints and an athletics track finish. The event has mandatory checkpoint cut-offs and an eight-hou..

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 multi distance running event in Bath that features long underground sections through the Devonshire and Combe Down tunnels and a city centre start and finish at Brickfields Park. Races range from 500 m Colourburst to an ultra marathon.

A mixed road and country run around Ousden in Suffolk offering 5k, 10k, half, full and ultra options with loop and out-and-back formats, regular aid stations, onsite parking and bespoke finisher medals.

Park-based 3k and 5k runs at Dunorlan Park with mixed grass and woodland terrain. The event is organised by Cancer Research UK and includes a fundraising pack and a finishers medal.

A multi distance trail event in the Chilterns AONB near Hitchin on 6 June 2027, with 10 km, half marathon and marathon routes for runners and riders. Start and finish are on Gosmore village green with course support and a race village.

A *10 km* out-and-back race through gravel paths and woodland at Weald Country Park in Brentwood, organised by MCC Promotions. The event includes on-day registration, water stations, prizes and supports the charity Sport In Mind.

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.

A backyard ultra at Breakheart Quarry where runners repeat a **6706 metre** loop every hour until one person remains; the event includes camping, marked trails and on course support in the Cotswold countryside.

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