Trail Running calendar near Southend-on-Sea 2025-2026

Take on the Castle Trails 30 km on 30 May 2026 and follow the River Medway from East Farleigh to Tonbridge in a scenic point to point trail run. Riverside towpaths, country park views and a finishing lap on the Tonbridge athletics track mak..

Run the Ridgeway Chase, a scenic point to point 60K ultramarathon along the Ridgeway National Trail from Ivinghoe Beacon to near Wallingford. Limited to 200 runners, it offers rolling climbs, reliable aid and sweeping countryside views.

Explore the Surrey Hills on a guided 13 mile trail run from Guildford, passing St Martha's Hill, Shere and the North Downs Way. Run as a friendly group at about 10 minutes per mile with gear trials and evening torch runs.

Event overview The event takes place on Friday, 05 June 2026 as a 7 hour timed challenge. Participants may run any distance they choose within the time limit. The minimum distance to be an official finisher is 3 km. The normal lap length is..

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.

Discover Valley of the Owls Run at Suffolk Running Centre on 7 June 2026, with races from 5k to ultra across scenic looped trails. Small field capped at 300, parking included and bespoke finisher medals make for a memorable day.

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.

Explore Alice Holt Forest with off road 10km and half marathon trail runs on 7 June 2026, with canicross welcome and chip timing. All finishers get a medal, Wild Deer merch and snacks, with subsidised parking and support on course.

Chase The Sun Clapham Common offers flat, scenic 5K and 10K laps around the park, featuring a run past the bandstand and a fast feel under the sun. Finishers get chip timed results, a themed medal, free photos and post race goodies.

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.

Tackle the YHA 14 mile trail run at YHA South Downs on 14 June 2026, a scenic yet testing route with early climbs, muddy puddles and chalk descents. Limited to 50 runners, with a water stop halfway and tea, coffee and cake at the finish.

Tackle scenic, hilly forest trails at Wendover Woods with half marathon, 10k and junior options on 14 June 2026. Enjoy multi lap routes, on site cafe and family friendly facilities plus medals and free photos.

Join Robertsbridge Midsummer 10k and 5k on 19 June 2026 for a fun multi terrain undulating course at Robertsbridge Rec. Pick a 10k, 5k or junior run, earn a bespoke medal and enjoy BBQ, bar and village atmosphere.

Beyond London is a scenic trail run through London's parks and woodlands offering 55 km and 25 km options. Run parts of the Capital Ring from Eltham Palace to Richmond Park and finish beside Richmond upon Thames.

Take on the Three Shires Way on 20 June 2026, a point to point trail through ancient woodlands and countryside across Buckinghamshire, Bedfordshire and Northamptonshire. Choose a 50 mile ultra or a marathon, finish at Grafham Water with aid..

Take on the Phoenix Centaur 100 Mile Ultra at Denbies Wine Estate, a flatish 1 mile off road loop with multiple distance options across the weekend. Enjoy central aid, chip timing and a Centaur medal and buckle for 100 mile finishers.

Run a marathon or half marathon at Denbies Wine Estate on 20 June 2026, tackling a scenic off road loop through the vineyards. Choose attended or virtual entry, enjoy chip timing and a collectible community medal while places remain limited..

Race to the King features 30k to 100k routes along the South Downs Way and Monarchs Way around the Summer Solstice. Expect stunning coastal and chalk downland scenery, generous aid stops and a warm finish with hot food and medals.

Join the Phoenix Hydra 75 Mile Ultra at Denbies Wine Estate in Dorking for a scenic 1 mile off road loop with chip timing and a staffed aid station. Distances run from 12 hour to 100 miles and all entrants receive a free memento.

Join a scenic trail half marathon across Dunstable Downs with sweeping ridge views, steep climbs and thrilling descents. Limited to 300 runners on 21 June 2026, this challenging 21.2 km course is perfect for elevation lovers.