Trail Running calendar near West Wycombe 2026-2027

A 10th anniversary five mile chip timed cross country and canicross event across the Upper Wreake valley, with varied terrain and village hall race headquarters; limited to 200 entrants and open to runners aged 12 and over.

Guided 30 mile trail run on the North Downs Way from St Martha's Hill, featuring Box Hill and Denbies Wine Estate. Group-paced with coach support, aimed at first-time ultra runners; a post-run alcohol-free beer may be provided.

Forest of Bere timed event with flexible start format, a 3.28 mile lap and options from 5 km to ultra. Aid station offers sweet and savoury food including signature potatoes and vegan choices; 20% of proceeds go to Forestry England.

Wild Run Cotswolds showcases rugged off road trails on a private estate with fully marked routes, chip timing and a family friendly supporter zone. Entries are limited to 600; choose 10K, half, marathon or the six hour 360 challenge.

Scenic out and back races along the Thames Path from Petersham & Ham Sea Scouts HQ to Barnes, offered as 10 km, half marathon and marathon options with staffed checkpoints and medical cover.

A Thames Valley LDWA challenge walk in Marlow on 4 October 2026 offering 25 km, 40 km and 50 km routes. Places are limited, entrants must follow checkpoints and carry mandatory kit.

A coastal ultramarathon along the Essex saltmarsh of about 50 miles finishing in Maldon, fully supported with GPS tracking, regular aid stations and shuttle transfers between finish and start.

Experience a scenic multi terrain race through East Grinstead dedicated to local charities. This friendly event features a flat course along bridleways and residential roads with chip timing and a sustainable finisher medal.

An in person running event at RAF Greenham Common in Thatcham on 4 October 2026, organised by RunForestRun. Offers a Half Marathon and a 10 km race, tickets from £25.63 to £35.37 and a no refunds policy.

A point to point marathon on 4 October 2026 from Salisbury to Winchester along the Clarendon Way. Over 90% of the 26.2 miles is off road and a five mile Mini option is also available.

A chip timed 10 km trail race on 4 October 2026 through Somerset countryside, passing a prehistoric long barrow. The event includes a bespoke medal, Race Nation app support, camping nearby and proceeds shared with two charities.

A flexible 6-hour timed run along the flat Jubilee River towpath. Run one 5.24-mile lap or see how many you can complete. The scenic route passes through countryside with views towards Windsor Castle.

A six hour trail event at Sence Valley Forestry Park on a **3.3-mile** hilly loop; participants complete as many laps as they can within the time limit. Canicross and rucking are permitted, and entrants may choose a medal or a tree-planting..

Looped trail event near Maidstone through the Kent Downs with 50 km, 25 km and 10 km options. The route is fully signed and supported with covered rest stops, medical teams, GPS tracking and weekend camping at basecamp.

A backyard ultra at Turvey House where runners repeat a 4.167 miles loop each hour; solo and paired entries are available, with 8 hour and 7 hour capped options and chip timing.

Inflatable obstacle course at Cheltenham Racecourse on 10 October 2026 with options from 2.5 km to 15 km, family rules for children, finishers medals and on-site facilities.

Trail races at Box Hill in Surrey with 21K, 31K and 50K options on marked routes. GPX files, chip timing and an event village with medals and post race food.

A 55 km circular trail in the Forest of Dean that requires GPX navigation across single track, ridges and riverside sections. The event offers staffed aid stations, canicross category, support vehicles and a finishers medal.

A guided half marathon through the Chiltern Hills covering about 13 miles with 300 m ascent, grouped by ability and led by qualified Run Leaders, including a refreshment point, finisher’s medal and Trees not Tees certificate.

A ten hour lap event at Pippingford Park where participants aim to complete ten laps of roughly three, four or five mile loops. Each lap must finish back at the race village within the hour and the final grade is set by the shortest loop co..