Trail Running calendar near Greater London 2026-2027

Southampton Running Festival on 31 May 2026 offers 5K, 10K, half marathon, a junior race and a charity place option on a multi lap route through Southampton Common with marked kilometres and event marshals.

A point to point 50 km ultramarathon on 31 May 2026 from Peckham in London to East Peckham in Kent. The course moves from urban streets to country lanes and includes aid stations, volunteers and clear course marking.

Join a guided 13 mile trail run in the Surrey Hills from Guildford, led by an experienced trail guide. Enjoy views along the North Downs Way and St Martha's Church while running with a friendly group rather than racing.

Choose your challenge in this 7 hour timed event along the River Thames at Wraysbury Skiff and Punting Club. Scenic signed laps, aid stations, medals and goody bags await runners from 3 km up to ultra distances.

The Sundowner Trail Marathon on 6 June 2026 is an evening 27 mile trail through saltmarsh, canal towpaths, vineyards and forests. Limited to 50 runners, this intimate race offers checkpoints, a finish memento and a bespoke local beer.

Take on Blended's Backyard Ultra at Chilton Manor Farm on June 6 2026, running a 6.7 km trail loop each hour until only one runner remains. Camping, fueling and hot food on site make for a supportive, all day and night event.

Run laps through Denbies Wine Estate in the Fire Horse Run, a timed off road challenge on an undulating 5.3 km loop with distances from 5 km to ultra. Pick as many laps as you like within a seven hour window for a flexible, scenic race day.

An annual 46 miles long distance run or walk around Cambridgeshire from RAF Wyton that visits four former RAF Pathfinder Force airbases. Entrants may go solo or as a team relay and pass eight official checkpoints along the route.

Valley of the Owls Run offers 5k, 10k, half, marathon and ultra options across scenic Suffolk trails, with a friendly cap of 300 runners for an intimate race day. Earn a bespoke finisher medal and enjoy aid stations but bring your own bottl..

Tackle scenic, hilly trails at Wendover Woods with a half marathon, a 10k and a junior 1k on 7 June 2026. Enjoy forest scenery, a cafe and adventure playground plus medals, photos and prizes for top finishers.

Join the Coombe Hill Fell Race in Wendover for a punchy 7 km with about 220 m of climb, including a steep ascent and descent. On the day entry is available and your entry includes a pint at the finish.

Trail races at Alice Holt Forest in Surrey offering 10 km and half marathon routes with chip timing, feed stations and on site medical support. Finishers receive a medal, event merchandise, a snack and a drink.

Run the scenic Thanet coast at the 10Bay Challenge from Margate Main Sands, choosing 15 mile or 10k routes over sand, promenade and cliff top paths at low tide. Expect seaside views, varied terrain and a lively event hub.

Join Chase The Sun at Clapham Common on 10 June 2026 for a lively 5K or 10K loop around the park, passing the Bandstand and mostly on footpaths. Enjoy chip timing, a unique themed medal, free race photos and post race goodies.

Two trail races of 10 and 20 miles start from Castle Farm Campsite in Fotheringhay near Peterborough. Routes are marked and marshalled, camping is available, and runners are asked to bring their own cup or water bottle.

A 100 mile nonstop foot race along the South Downs Way from near Winchester to Eastbourne, mostly on trail with 12 aid stations, full medical support and a 30 hour cut off.

A 50km non-stop trail race on 13 June 2026 along the South Downs Way from Matterley Bowl to Queen Elizabeth Country Park, featuring 4000 ft of climb, four aid stations, full medical cover and a 9 hour cut off.

Scenic off road trail running around Bewl Water in Kent, with forest paths, open countryside and lake views. Choose 10km, Half Marathon, Marathon or 50km Ultra, starting and finishing at the Visitor Centre with chip timing and checkpoints.

Take on the YHA 14 mile trail run on 14 June 2026, starting with a climb and featuring slippery chalk descents and muddy puddles. GPX and maps available, water, tea and cake after the finish, limited parking so travel by train or bike.

The Hampshire Hoppit is a scenic trail event on Watership Down with marathon, half marathon and 10K options on 14 June 2026. Enjoy rolling chalk downland, sweeping county views, marshalled trails, feed stations and a finishers medal.