Trail Running calendar near Caldecotte 2026-2027

An easy paced 5 km trail run through Wyken Vineyards and the surrounding countryside, followed by wood fired flatbreads, locally roasted coffee and music in the vineyard courtyard. In person event for ages 18+ with free parking and limited..

A 24 hour obstacle course event at Belvoir Castle featuring repeated 5 mile loops, named obstacles like an ice dunk and a greased quarterpipe, plus individual, team relay, pit crew, and brunch options.

A trail event at Hyde Hall Farm in Hertfordshire offering distances from 5k to ultra. The self contained site includes on course aid, secure parking and bespoke finishers medals.

Five marked off road routes from 5 km to 52 km around Cranleigh, Surrey, with forest single track, views from Pitch Hill and sections of the North Downs Way. Outposts, free parking and mandatory kit apply for the longer distances.

Single-loop off-road races at Matterley Estate in the South Downs National Park on 27 June 2026. Choose 10km or a 21km half marathon over gravel, grass and woodland with chip timing and a finishers medal.

A family festival at Culden Faw Estate on June 27, 2026, focused on a children's obstacle course and a lively event village with food and activities. Race options include two youth OCR categories and a festival-only entry.

Cheltenham Pretty Muddy 5k at Cheltenham Racecourse on 27 June 2026 is a 5k obstacle course over grass, woodchip and paths with wave starts. Entry fees apply and participants support fundraising for cancer research.

A 24 hour running challenge at Cherry Orchard Country Park where solo runners or teams of up to 12 complete laps of an 8 km countryside route. Charity and standard entry options are available and funds support work to end homelessness in Es..

RunThrough Marlow Trail Run on 28 June 2026 features off-road Half Marathon, 10K and 5K routes around the Thames Valley, with marked trails, chip timing, free photos and a themed medal.

A multi-distance trail running day at Salcey Forest near Northampton offering 10K, half marathon, marathon and 50 km on mostly hard-packed forest trails. The event is cupless, no dogs are allowed, and all finishers receive a medal and drink..

The Snickerthon offers 5k (ish), 10K (ish), half marathon and marathon options around Chasewater Country Park. The multi lap route uses paths and footpaths, includes aid stations and a finisher medal and may feature deer sightings.

A countryside trail run at 3 Brewers Brewery in Hertfordshire offering 10 km and 5 km options on mostly off road terrain. Finishers receive a medal, a pint cup and a free drink while the event supports local charity Earthworks.

Silsoe Stride on 28 June 2026 features scenic 5K and 10K races plus children’s runs at Wrest Park. The event is organised by village volunteers and community groups with profits shared among local beneficiaries.

A point to point 50K trail ultramarathon on the Hangers Way from Alice Holt Country Park to Queen Elizabeth Country Park, with signed trails, aid stations, coach-to-start option, mandatory fluid kit and a 9 hour cut-off.

A Half Marathon at Box Hill Fort (Tadworth) on 28 June 2026 with more than 3000 feet of ascent and descent. The route runs mainly on rough tracks and offers views over the North Downs, the Mole Gap, Denbies Vineyard and Dorking.

A 5 km off-road fun run and walk at Therfield Heath, Royston, held over two laps to raise funds for Teenage Cancer Trust; entry fees are £12 for under-18s and £18 for adults and places are capped at 700.

A 5.3 mile trail race around Ashridge Woods in Albury on 28 June 2026, organised by Aldbury Sports Club with marshals, water on course and post-race refreshments. Entry fees differ for affiliated and non-affiliated runners.

North Downs Run is a multi terrain 30 km race through the Kent countryside on Sunday 28 June 2026. Entries are open with online entry closing 14 June; fees are £38 affiliated, £40 non affiliated and £45 on the day if places remain.

A ten leg team relay along The Ridgeway, one of England's National Trails covering 86.5 miles. The off road, hilly route finishes in Marlborough and teams compete for the shortest total time with rules on leg composition.

A guided 10 km trail run at High Lodge in Thetford Forest on 28 June 2026, led at a conversational pace with groups set by ability; entry costs £12.50 and parking is charged at £4.