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.
November 2026
A Half Marathon and a 10k on Wimbledon Common in London supporting Beder, with a trail marked course, course marshals and an event village offering food, drink and partner goodies.
A 10 km road and riverside run starting and finishing at Kingston Hawker Centre, using chip timing and offering a finisher medal, refreshments and baggage drop. The event supports Kingston Hospital Charity and notes nearby train and local parking o..
Complete as many 5 km laps as possible on a marked trail loop from Peaslake Community Hall, with a 2 km ascent toward Pitch Hill and a downhill return. Solo and three-person team entries are available, with refreshments and prizes included.
Trail races from Plumpton Racecourse across the South Downs with three distances, ridge climbs and views over countryside and the sea.
December 2026
A guided 12.5 mile trail run around Box Hill that gains about 1000 metres of elevation across woodland, heathland and open fields. Group pace with technical climbs and scrambling and a chance of an alcohol free beer at the finish.
Three single-loop ultra races of 50k, 55 miles and 100 miles start and finish in Eastbourne, crossing the Seven Sisters and running toward Plumpton. Courses use grass trails, farm tracks and woodland paths on the South Downs.
A 50 km trail ultramarathon from Dorking along the Greensand Way through the Surrey Hills, with a 5 mile loop, marked and supported aid stations, electronic timing and a finisher medal.
A continuous 200 mile winter trail loop around the South of England on the North Downs Way, Vanguard Way, South Downs Way, Wayfarers Walk and St Swithuns Way.
A 100 mile winter point to point trail across the South Downs and North Downs from Amberley Museum to Juniper Hall with a 35 hour limit, three aid stations, crew and drop bag support, medical cover and a strict mandatory kit list.
A self-navigated festive night trail of about 5 miles through Friston Forest and downland, with medals, a bar perk and a fancy dress dessert prize.
A dawn to dusk trail challenge at Box Hill where runners complete laps of a roughly 10 mile loop with about 2,400 ft ascent per lap; entries include insurance, medical cover and a finisher medal.
A 50 km trail ultra along the North Downs Way from Detling to Wye with about 1,000 m of ascent, three checkpoints and mandatory kit requirements. The route passes Boxley Warren, Thurnham Castle, Lenham Cross and the Wye Downs.
A looped trail event in Crystal Palace Park where runners complete 2.65 km laps within a 7 hour time limit. Distances range from 5 km to ultra and all participants receive a finishers' medal.
January 2027
A challenging 10K trail race on Box Hill with steep climbs, rough trails, a water station at 6 km and a separate children s fun run.
An annual New Year five mile cross country in Penshurst village over rolling hills and woodland trails. Open to ages 10 and above with entry fees supporting Hospice in the Weald and awards across junior, local and canicross categories.
Running at Bewl Water on 10 January 2027 with 10k, 5k and a junior run on multi terrain routes beside the reservoir; maps and GPX files are provided.
A last-person-standing backyard ultra near Alfriston featuring repeated 4.2 mile loops on mixed trail and farm tracks, token checks, basic aid station and sustainability measures.
A 10‑mile and 5‑mile trail challenge at Pippingford Park with 1568 ft of climbing, hard packed forest trails, wide views and bespoke medals.