Rochester
Trail Running Calendar near Rochester 2026-2027
Explore the top trail runs near Rochester for 2026-2027! We've gathered 80 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
November 2026
Muddy obstacle runs in Brentwood, Essex offering 6 km, 12 km and 24 km plus options across farmland, woods and lakes with dozens of natural and man made obstacles.
A self-navigation trail race on paths, tracks and country lanes with approx 16 and 6 mile routes and a different course each year.
Torchlit 5 km charity trail on 11 Nov 2026, supporting Whizz Kidz with a countryside route and a pub finish; places are limited.
A 6.66 mile woodland trail run at Kings Wood near Ashford featuring muddy, hilly and technical sections, limited to 200 runners and organised by Ashford Tri Club.
Trifarm 15k trail run on 21 Nov 2026 at Trifarm, Boreham: 95%+ off road on public footpaths and bridleways with on site parking, water stations and manual timing.
An 8.5 km mostly trail loop around Northiam with a marked and marshalled course, prizes for first male and female, and entry limited to 60 runners.
December 2026
Essex Vets XC Championships in Epping Forest on 12 December 2026 features a single 8km course with veteran races and an £8 entry fee.
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 social 12k run on 19 December 2026 with a GPX/Strava route, brewery and finish bar drink tokens, festive medals and a post-run rum option.
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.
Navigate an 11 mile circular trail between Maldon and Mundon using written instructions on a course that is 95 percent off road.
A winter trail 10k at Trifarm in Boreham on 27 Dec 2026, mostly off road on public footpaths and bridleways and serving as the final race of a four-round series.
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
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.
A narrative trail marathon around Danbury with 95% off-road terrain, three checkpoints, finishers' medal and hot food, based at East Hanningfield Village Hall.
New Year running event at Bewl Water on 10 January 2027 offering 10k, 5k and a junior run on undulating multi terrain with reservoir views.
February 2027
A 10 km trail race on Wimbledon Common on 7 February 2027 featuring marshals, a watersplash at the finish and sticky toffee pudding for finishers.
A timed lap event in Crystal Palace Park on 21 February 2027 where runners complete 2.65 km laps to reach distances from 5 km to ultra, with a seven hour limit and a finishers' memento for all participants.