Rochester
Trail Running Calendar near Rochester 2026-2027
Explore the top trail runs near Rochester for 2026-2027! We've gathered 82 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
September 2026
Experience the historic trails of Kent with 25km, 50km, or 100km races featuring scenic woodlands, castle views, and a festival style race village.
Team cross country relays at Chingford Plain on 19 Sep 2026 with junior, senior and veteran races, limited entries and specific England Athletics eligibility and team rules.
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.
A five mile trail run on 24 September 2026 at The Viper in Mill Green near Ingatestone. Limited to over 18s with a small field; participants must be self sufficient with phone and headtorch and a tail runner is on course.
A 10 mile TRA licensed trail race at Eridge Park on 27 September 2026, with steep climbs, muddy terrain, route maps, a finisher memento and a pint and cake at the finish.
October 2026
A 50 km Epping Forest event in London on 03 October 2026, listed as part of Camino Ultra’s 2026 events.
A 25 km EcoTrail event in Bell Common, Epping on 3 October 2026, listed as part of the 2026 events calendar.
Chelmsford Brew Co hosts a one-off 10 km trail run and a relaxed hike on 03 Oct 2026, with a finishers drink, crisps and a medal.
A timed endurance event around King George’s Parks where participants run a 3.5 km loop every 30 minutes for up to 12 hours, either solo or in pairs.
A 50 mile coastal ultramarathon along the Essex saltmarshes, starting at South Woodham Ferrers Rugby Club and finishing at Maldon Promenade Park. Fully supported with aid stations, GPX route files, a shuttle option and a 15 hour cut off.
A community organised 10 km race at Imberhorne School featuring mixed terrain, marshals, chip timing and a sustainably sourced finisher medal supporting local charities.
Looped trail event near Maidstone offering 50 km, 25 km and 10 km options. The route follows the North Downs Way and River Medway and includes covered rest stops, GPS tracking and camping at basecamp.
Trail Half Marathon and 10K in Epping Forest, London on 10 October 2026 with marked routes, chip timing, eco measures, and limited parking.
Commando Series at Hever Castle on 10 October 2026 features 3K, 6K and 12K military style obstacle courses with age specific entries and an event village.
An all-surface 25 km loop from Leyton with run leaders, a midway energy stop and post-run kit and community space at Portal HQ.
A single lap 10k through Oxted Woodlands on off road tracks and footpaths, with varied slopes, a water station and finishers' T shirt and medal.
A single-lap 10K on 11 October 2026 around Burnham on Crouch, featuring sea wall coastal paths and countryside trails. The event is based at Dengie Hundred Sports Centre with free parking, facilities and post-run food and drink.
An evening tarmac trail of about 6 miles in Chelmsford with a written route, glow in the dark medal, limited places and on site parking and facilities.