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.
October 2026
A 50 km night loop in the South Downs from Plumpton Racecourse with reflective route marking, four aid stations, GPS tracking and a 12 hour time limit.
A community organised 10 km race at Imberhorne School featuring mixed terrain, marshals, chip timing and a sustainably sourced finisher medal supporting local charities.
Lap-based timed run at Tilgate Park, Crawley offering distances from 5 km to ultra with flexible start times and a seven hour limit on a compact off-road trail.
A military inspired obstacle mud run at Hever Castle on 10 October 2026 offering 3K, 6K and 12K courses, junior options, and an event village with spectator attractions.
The Titsey Trail 10k is a community running event held on Sunday, 11th October 2026. Organized by runners for runners, it raises funds for a variety of local charities.
Annual 25 km and 50 km routed challenge across Kent, Surrey and Sussex with checkpointed support, food included and GPX route files provided.
Forest trail races at Bedgebury National Pinetum in October offering a half marathon, a 10K and a junior race with route maps, photos and limited free parking.
A 10 km trail run through the private grounds of Hole Park, a historic estate near Cranbrook, Kent, on 18 October 2026. Entry is priced at £25 and the event includes timed results, finisher medals and official race photography.
Timed multi-lap running at Buchan Country Park in Crawley with lap based distances from 5 km up to ultra, flexible start times and a seven hour time limit. Medal and lower cost no medal entry options are offered.
An approximately 8 km trail loop around Herstmonceux with over 70% trail, marked and marshalled, limited to 60 runners and featuring post-race tea and cake.
Beachy Head Marathon Weekend runs multiple trail distances from a 10k to an ultra near Bede's Prep School in BN20 7XL on 24/10/2026. Runners comment on clear signage, friendly marshals, stocked aid stations and hilly coastal terrain.
A timed, self supported anticlockwise loop around Canvey Island starting and finishing at Waterside Farm Leisure Centre. The mostly coastal route includes sea wall, grass and gravel paths, a 10k pub check point and a four hour cut off.
November 2026
A 27 mile night-time group training run at Devil's Dyke with about 1,000 m ascent, guided route, head torches required and minimum age 16.
Join a community of runners at Richmond Park for a series of timed races supporting Movember. Enjoy a hilly tarmac course with distances ranging from a kids mini run to a half marathon in a supportive atmosphere.
Celebrate Fireworks night with a flexible distance run along the flat Downslink trail in Southwater. Choose your distance on the day and run as many laps as you like over seven hours to earn a bespoke medal.
A 14 mile trail race on 22 November 2026 that starts with a climb and follows muddy and chalky descents, with water provision en route and tea, coffee and cake at the finish. Route files and a trail narrative are available to download.