Trail Running calendar near Southampton 2026-2027

Celebrate Christmas Day with a flexible 7 hour time challenge along the scenic River Thames in Egham. Run any distance from 3km to an ultra marathon and enjoy a unique themed aid station and finishers medal.

Experience a scenic 10 km trail run through the vineyards of the Rathfinny Wine Estate. Support a local cancer charity while enjoying hilly routes and beautiful views of the South Downs National Park.

Enjoy a free community run or walk along the scenic canal and River Tone towpaths with distances of 14 or 7.5 miles. This non timed event connects Bridgwater and Taunton in a festive off road atmosphere.

Winter X is a mid-winter trail-running event in the Meon Valley offering 10, 30, 50 and 70 km on marked public trails with checkpoints and post-event food. Entries for 2025 are closed; a provisional date for 2026 is 28 December 2026.

Winter Runderland in Walton on Thames is a timed lap event on a 5.3 km riverside towpath course. Runners may select distances from 5 km up to ultra, and a lower-cost no-medal entry option is available.

A themed trail run at Wenchford Picnic Site featuring seven named hills over 7 miles or the double 14 mile Immortal Sinner. Canicross waves are available and the terrain may be muddy with possible ice or snow.

Experience a historic trail race at Box Hill featuring significant elevation and panoramic views of the North Downs. This event offers a 10 km course on rough tracks with dedicated categories for men, women, and children.

Experience a winter trail adventure at the Penshurst Village Cross Country Run. Participants can choose between a standard five mile cross country course or a five mile cani cross run through scenic local landscapes.

Experience an iconic 43 mile ultra marathon journeying from the Buckinghamshire countryside to the heart of London. This season opener features scenic trails and historic canal paths with full GPS tracking and checkpoint support.

The Doughnut Dash is a flexible-distance run along a flat Thames riverside trail. Participants can run from a single lap to ultra marathon distances while enjoying doughnuts. All finishers receive a custom, neon-colored medal.

Experience the Hampshire countryside with a trail run starting from Sparsholt College. Choose between two distances featuring scenic views of Farley Mount and receive a finisher medal and goodies at the finish line.

A trail half marathon and 10K in Moors Valley Country Park, Dorset, run on gravel woodland paths with lap-based routes and limited canicross places. The event is chip timed, fully marked and follows several eco-friendly measures.

Experience a twilight run through Hurn Forest with the Starburster 5 and 10 mile events. This trail race follows an out and back route under the stars and supports Forestry England conservation efforts.

Experience a rewarding trail race through the private grounds of Ashdown Forest with 1568 feet of elevation. Choose between 5 or 10 miles of hard packed trails featuring steep climbs and panoramic views across The Downs.

Race through the spectacular winter landscape of Westonbirt Arboretum after dark. Choose from 5km or 10km distances on a solid, road-like trail. Explore over 2,500 species of trees under the night sky.

Experience a 53 mile winter trail loop through the South Downs National Park featuring 6400 feet of elevation. This fully marked UTMB Index race offers a scenic route along ancient ways and includes live GPS tracking.

Follow in the footsteps of ancient pilgrims on this 66 mile two day ultra adventure along the historic North Downs Way. Experience a supported winter trail challenge with overnight accommodation and full logistics included.

Run through the stunning Westonbirt Arboretum, home to over 2,500 tree species, on a solid surface perfect for a scenic race. Choose from 5 km or 10 km distances with multiple wave starts for this popular winter event.

Experience two distinct half marathons along the Hampshire coast over one weekend. Run the muddy trails of Langstone Harbour or the flat promenades of Southsea, with the option to complete both for a special bonus medal.

A measured 10 mile road race in Melksham with a route through Lacock, a finisher medal and prizes across age categories. The field is limited to 300 places and entries close on 1 January 2027 or earlier if full.