Penshurst
Trail Running Calendar near Penshurst 2026-2027
Explore the top trail runs near Penshurst for 2026-2027! We've gathered 143 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
December 2026
Map and compass adventure in the Surrey Hills on 5 December 2026, with run and bike options for solo entrants or teams and bike hire available.
A December 10 mile undulating race around Peacehaven with mostly off road sections, marked route, finishers' medal and festive prizes.
Timed lap event at Tilgate Park, Crawley with 5 km laps and distances from 5 km to ultra, a 7 hour limit, and a finisher medal for all participants.
A condensed backyard ultra on the Longbridge 100 course combining six hourly yards with an added kilometre on later yards to create a marathon style challenge.
A 200 mile continuous trail race around the South of England with a 96 hour limit, three major aid stations offering hot food and sleeping, live tracking and mandatory kit checks.
A hilly five mile trail race in Lesnes Abbey Woods on 13 December 2026 in memory of Ray Marshall, with manual timing and a 90 minute cut off.
A festive, informal two-lap Second Sunday 5 on 13 December 2026 at Richardson Evans Memorial Fields, Putney Vale.
A 5 mile night trail run in Friston Forest with a self navigated GPX route, festive fancy dress, finisher medal and a bar exchange for returned race numbers.
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 4 mile trail run around Pett on 19 December 2026 with a marshalled, fully marked muddy course, Christmas finisher medals, prizes and tea and cake afterwards.
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.
Phoenix Running West Sussex stages a timed Jingle Bell Bauble Run on the Downslink at Southwater with 5 km laps, flexible starts and a 7 hour time limit.
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.
A 7.5 km trail loop around Westfield with over 80% off road terrain, marked and marshalled course, prizes for first male and female, and post race tea and cake.
January 2027
A 10.000 km trail race around Box Hill with steep climbs and scenic views, registration and parking at Denbies Vineyard. The event includes a kids fun run and a ladies race and uses a B Course around Denbies if Box Hill is unavailable.
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.