Penshurst
Trail Running Calendar near Penshurst 2026-2027
Explore the top trail runs near Penshurst for 2026-2027! We've gathered 132 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
September 2026
A multi-distance walk, jog and run along the River Thames from Putney Bridge to Henley in September 2026 and 2027. Distances span 10 km to 100 km with rest stops, catering, medical support and GPS tracking via an event app.
Trail running in the Surrey Hills with 10k, 21k and 42k routes on chip timed, well marked courses, aid stations and finisher medals. Starts and finishes at Shere Recreation Ground with free parking and an event village.
A charity ultramarathon along the Thames from Upminster to Southend offering 10, 30 and 50 mile routes on mainly tarmac and hard trails. Organised by c2c to raise funds for Prostate Cancer UK with checkpoints and on-course medical support.
A guided loop trail run around Lewes of about 18 miles with over 2600 ft of ascent, passing Mount Caburn, Firle Beacon and Kingston Ridge.
A wine-themed running event at Denbies Wine Estate near Dorking offering a half marathon and 10 km through vineyards with wine stops, food and live entertainment.
A multi-terrain trail race from Rye Sports Centre in East Sussex offering 30k (slightly over 30 km) and 15k routes through the High Weald AONB. The course links historic churches and passes woodlands, orchards, country lanes and coastal views.
On 13 September 2026 the Alf Shrubb Memorial returns to Slinfold with chip timed 10k and 5k trail races plus children’s races. The event finishes at Slinfold Cricket Club, supports local causes and awards a replica Alf Shrubb medal to finishers.
An annual off-road event on Ashtead Common offering 10 km and 2 km races that raise funds for local charities while promoting low-impact travel.
A 10K run through the private parkland and tree lined avenues of Chevening Estate in Sevenoaks, combining estate heritage, timed results and official photography.
A 12 km team navigation endurance challenge along the Seven Sisters and South Downs Way with load bearing and non load bearing categories.
A timed lap event in Crystal Palace Park where runners complete 2.65 km laps within a seven hour limit, choosing distances from 5 km to ultra. The off road course mixes tarmac and gravel and all participants receive a bespoke finishers medal.
Two-day Spartan weekend at Pippingford Park near Nutley, East Sussex, with sprint, super, beast, ultra and kids races plus the British OCR Ultra Championship.
Ten mile off road trail at Eridge Park with steep climbs, muddy single track, GPX route maps, a finisher memento and cake and a pint at the finish.
A 5 km handicap trail run around Firle on 27 September 2026 with a fully marked course, prizes, and tea and cake at the village hall; entry is limited to 50 runners.
A timed lap based run at Buchan Country Park in Crawley on 27 September 2026 with distances from 5 km up to ultra and flexible start options. Entry choices include a medal or a lower cost no medal option.
October 2026
A single-loop 100 mile trail from Plumpton Racecourse in the South Downs National Park, featuring over 12,000 ft of elevation, 12 aid stations, a 34 hour cutoff and free onsite camping. The race forms part of the South Downs Triple Crown.
A 50 km Epping Forest event in London on 03 October 2026, listed as part of Camino Ultra’s 2026 events.