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.
June 2027
Community 3k and 5k runs at Dunorlan Park on mainly grass and woodland terrain with some inclines and limited general parking.
A 10 km out-and-back race through gravel paths and woodland at Weald Country Park in Brentwood, organised by MCC Promotions. The event includes on-day registration, water stations, prizes and supports the charity Sport In Mind.
Urban 100 km ultramarathon in central London with 100 km, 50 km and 25 km routes that pass 100+ city landmarks and include staffed checkpoints.
Timed trail weekend at Leybourne Lakes with a fully marked 2.5 km loop and 6, 12 and 24 hour solo and relay options plus race village facilities and live timing.
Annual not for profit run organised by Istead & Ifield Harriers from Cyclopark through the Kent countryside with proceeds supporting local charities.
July 2027
An 82 mile point-to-point ultramarathon from Epping to Harwich along mixed trail and road, with checkpoints, GPS tracking, a race medical team and a 24 hour cut-off.
A muddy 5km obstacle run at Wild Forest in Brentwood on 3 July supporting Essex Wildlife Trust, with safety teams, parking, showers and a medal for each participant.
A 24 hour multi terrain relay or solo race at Albyns Farm with teams of two to eight running repeated 5.75 mile laps and onsite camping and facilities.
Pretty Muddy 5k at Hylands Park Chelmsford on 18 July 2027 is a grass obstacle course with climb crawl and slide elements, staggered wave starts and a minimum age of 13.
August 2027
A navigational trail event near Little Baddow, Essex with a roughly 14 to 18 mile route, team entries of two or three, waterproof maps provided and mandatory compass and phone.
Inflatable obstacle laps at Hylands Park Chelmsford on 7 August 2027 with 2.5 km to 15 km options, music zones, medals and on course water.
London Backyard Ultra at Frylands Wood follows the Backyard Ultra format: run four miles each hour until one runner remains, scheduled for 28 August 2027.
Experience a scenic 10k trail run through Shoreham Woods in Kent featuring chip timing and a dedicated Canicross category for runners with dogs.
September 2027
Mud Tribe in Brentwood offers muddy obstacle courses of 1.5 km and 5 km with foam and water features, hot wash downs, a finisher medal and family friendly facilities.
A Thames Towpath trail event from Putney Bridge to Henley offering 100, 75, 50 and 25 km options plus supported rest stops and camping.