Trail Running calendar near Gerrards Cross 2026-2027

An autumn/winter ultra on classic Chiltern trails. This single-loop 50K starts in Berkhamsted, following The Ridgeway and Chiltern Way with scenic views. The fully-marked course has a 9-hour limit and is a UTMB World Series Index Race.

Join a devilish 6.66 km Halloween trail at Brewery Fields, Great Baddow on 31 October, a fun fancy dress event rather than a race. Limited to 50 places, finishers get a medal, drink and costume prizes and a GPX route is provided.

Run a night trail through Alice Holt Forest on a 5 km loop system. Choose your distance from 5 km, 10 km, or 15 km on wide gravel tracks lit by head torches. After the run, warm up by a fire pit with some food.

Trail races in Wendover Woods, Buckinghamshire offer marathon, half marathon, 10k and a junior 1k on hilly forest trails with mixed terrain, onsite facilities and event medals and photos; there is a six hour cutoff.

Tackle the Apocalypse Run, a rugged 10 mile trail through Stonehouse with a stiff opening climb and muddy, undulating terrain. Canicross runners welcome and all finishers get a medal for braving the off road challenge.

An out and back five mile running event in Market Harborough featuring a lit passage through the 422 m Oxendon Tunnel, with separate Night and Dawn runs, on-course first aid, finishers' medals and post-race refreshments.

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.

A nighttime trail run on the historic Stonor Park estate in the Chiltern Hills. Choose from three courses, from 7 km to 17 km, run under headtorches. The event is plastic-free, so bring your own reusable cup.

Run through the scenic Chilterns from historic Stonor Park. Choose from three trail distances, each with its own challenges and autumn views. The event is dog-friendly and emphasizes a reusable cup policy at its aid stations.

The Dirt Half Challenge is a popular trail race in Leighton Buzzard, Bedfordshire, featuring a half marathon and a metric half marathon. Runners explore a scenic route along canal towpaths, through woodlands and countryside. It's known for..

Run through the historic trails of Windsor in this November half marathon and 10k event. The flat, off-road course starts at Alexandra Gardens and offers a chip-timed race with scenic views. Enjoy the event village and post-race goodies aft..

A riverside Time Challenge in Surrey with signed laps, medals from 3 km, distance pins for longer finishes, aid stations and a vegan goody bag option.

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.

Join the Remembrance Run on 8 November 2026 for a scenic timed challenge along the River Thames where you pick your distance from 3 km up to ultra. A two minute silence will be observed and finishers from 3 km receive a medal.

Run for a cause at the MoRun London in Richmond Park. Choose from a 1.5k, 5k, 10k, or half marathon on a scenic, chip-timed course. Every finisher gets a medal while supporting men's health charity Movember.

Trail running in the New Forest from Roundhill Campsite, on wide hard-packed paths through woodland and heath. Two route options are available, including a half marathon with 183 m elevation gain, and finishers receive a medal and a drink.

The Wendover Woods 50 is a 50-mile ultra on forest trails, featuring five challenging 10-mile loops with significant elevation. Runners are fully supported with multiple aid stations and must carry mandatory safety gear for the November con..

Off road 5 km and 10 km races around the Bath Skyline in November, with night and day options, a kids 500 m and a canicross wave. Mixed trails, muddy sections and marked routes with a large two sided medal for 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.