Trail Running calendar near Brentwood 2026-2027

Conquer hilly forest trails at Wendover Woods in this autumn multi terrain event. Choose from marathon, half marathon, 10k, or junior distances and enjoy on site facilities like a cafe and adventure playground.

Experience a unique 5 mile out and back run through the 422 meter Oxendon Tunnel. Choose between a Thursday night or Friday morning session and enjoy an atmospheric route that requires a head torch to navigate the darkness.

Join Enigma Fireworks on 6 and 7 November 2026 for marathon and half marathon loops around scenic Caldecotte Lake. Enjoy waterside views, lap support and a bespoke finisher medal to light up your race season.

Take on flat, scenic laps along the Thames towpath in Walton on Thames with flexible starts and distances from 5 km to ultra. Limited places, aid stations, digital results and medals make this a friendly, festival style challenge.

Experience a night time trail run through the Chiltern Hills at Stonor Park. Choose from three fully marked routes and enjoy a unique atmosphere in an estate home to fallow deer and wallabies.

Test your endurance at this premier winter obstacle course race featuring muddy farmland, woodland trails, and the famous Deathslide. Choose between 6 km, 12 km, or multi-lap distances with over 70 unique obstacles to navigate.

Experience an award winning autumn trail race through the scenic countryside of Bedfordshire. This event features a half marathon route following canal towpaths and woodland trails starting from Leighton Buzzard.

Experience a flat trail run through the heart of royal Berkshire with chip timed results and free race photos. Choose between a 10k or Half Marathon distance starting from the scenic Alexandra Gardens in Windsor.

Participate in a flexible 7 hour time challenge along the River Thames in Egham. Choose your distance from 3km to an ultra marathon while commemorating fallen heroes with a traditional two minute silence.

Join a Remembrance Sunday trail run in Brightlingsea on 8 Nov 2026 with live Last Post, Reveille and a two minute silence. Traffic free loops offer 10k to marathon and a 6hr timed challenge with on course aid.

Commemorate Remembrance Day with a flexible timed run along the scenic River Thames. Choose your own distance from 3km to an ultra marathon on a flat loop course with a supportive aid station and unique finisher medals.

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.

Experience a 50 mile trail race featuring five loops through the scenic forest trails of Wendover Woods. This steep and rewarding course offers a supported ultramarathon experience in the heart of the Chiltern countryside.

Experience the light trails of Suffolk at Run Henham with 10km and 1km distances set in the private grounds of Henham Park. Enjoy a scenic autumn run featuring chip timing and bespoke medals for all finishers.

Multi-terrain 5 km and 10 km races in the Chiltern Hills on 15 November 2026, organised by Radnage C of E Primary School PTA with proceeds to the school. Village hall HQ offers a cafe, water stations and first aid on course.

Run a flexible distance along the Thames in this seven-hour time challenge event. Choose your own goal from 3km to an ultra marathon on a mixed-terrain, fully-signed course. Every finisher gets a themed medal and a goody bag.

Run as many 3.5 mile forest laps as you wish within a 6 hour time limit at Salcey Forest. This flexible off road event welcomes runners, walkers, and canicross participants of all abilities.

Explore the undulating trails of the North Chilterns on this 50 km ultra marathon. The fully marked route offers views from Warden Hill and Barton Hills. Three stocked aid stations support runners from start to finish at Putteridge Bury.

Join the Thames Path Trail Run in Berkshire on Saturday 21 November 2026 for scenic riverside running from Alexandra Gardens. Choose 21 km or 16 km on flat trails and finish with a medal, drink and goodies.

Enjoy a guided 10 km trail run through the scenic Chiltern Hills followed by a private tour and tasting at Tring Brewery. This half day adventure combines outdoor exercise with local craft beer education.