Trail Running Calendar South East (England) 2026-2027

A single-loop 100 mile trail from Plumpton Racecourse in the South Downs National Park, featuring over 12,000 ft of elevation, 12 aid stations, a 34 hour cutoff and free onsite camping. The race forms part of the South Downs Triple Crown.

A guided 30-mile trail run on the North Downs Way around Guildford on 3 October 2026, visiting Denbies Wine Estate and Box Hill. Group-paced with coaching, a kit list supplied and an optional alcohol-free beer at the finish.

A 50 km point-to-point ultra from Moors Valley Country Park to Hengistbury Head with mixed forest and seafront terrain, GPS route files, four feed stations, tracking options and on-course medical support.

Looped night races on the South Downs at Plumpton Racecourse offering a 50k and a half marathon over rolling runnable trails. The event features marked routes, reflective signage, aid stations and set time limits for completion.

Join a 30 mile guided group run exploring the scenic Surrey Hills and Box Hill. This event offers professional coaching on the trails and is an ideal entry point for those new to ultra running.

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.

Choose from 25 km, 40 km, or 50 km routes in this self-navigated challenge through the Thames Valley. Starting from Marlow, this event features supported checkpoints and a group meal at the finish.

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.

Timed trail event in the Forest of Bere using a 3.28 mile out and back lap with distances from 5 km to ultra. Aid station offers sweet and savoury food including potatoes and vegan options; 20% of proceeds support Forestry England.

A half marathon and 10 km run at RAF Greenham Common in Thatcham, Berkshire, on a flat traffic free course with water stations and marshals. The event supports New Life Special Care Babies and includes a children race and free parking.

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 trail event on 10 October 2026 near Maidstone offering 50 km, 25 km and 10 km loop options with covered rest stops, GPS tracking and weekend camping. Medical support, catering and shuttle transfers are provided.

Experience the iconic trails of Surrey with a choice of three distances through woodland paths and ridgelines. Enjoy a chip timed challenge featuring elevation and scenic views at Box Hill.

Fortitude Ultra at Pippingford Park is a 10 hour, 10 lap endurance challenge on roughly 3, 4 and 5 mile loops with up to 215 m elevation per lap. Finishing grade is set by the shortest loop completed and entrants receive a medal and shirt.

Commando Series at Hever Castle on 10 and 11 October 2026 offers 3K, 6K and 12K obstacle mud runs modeled on Royal Marines training, plus a two hour survival experience and an event village with music and attractions.

Choose a scenic 10k or shorter 5k through the Chiltern Hills around Frieth, combining woodland paths and country roads. Expect rolling climbs and panoramic views for a rewarding, hilly challenge for road and trail runners.

The Titsey Trail 10k is a community running event held on Sunday, 11th October 2026. Organized by runners for runners, it raises funds for a variety of local charities.

The FOOBS Trail and Fun Runs return in October. Choose from a chip timed 10K, 6K, or a family friendly 2K fun run through the countryside near Old Basing. The event supports local schools through community fundraising.

A 100 mile trail race based at Goring & Streatley on the Thames Path and Ridgeway, run as four 25 mile out and back legs. The event features 16 aid stations, a 28 hour cut off, medical cover and specific qualification and kit requiremen..

An annual cross-country challenge walk, jog or run of 25 km or 50 km across footpaths and tracks in Kent, Surrey and Sussex, with checkpoints, food provided, GPX route files, and first aid cover.