Trail Running Calendar South East (England) 2025-2026

Experience moonlit trail running under headtorch on a scenic 10 km loop at Moors Valley Country Park, with the choice of one, two or three laps. Enjoy fluorescent markers and a Trees Not Tees option to plant a tree instead of a medal.

Explore Burghfield Common with Berkshire Orienteers on 22 November 2025, choose from five forest courses for all abilities with SI chip timing. Newcomers welcome; short walk to the start with a manned road crossing and bring water.

Join a guided 30 mile trail run from Haslemere, Surrey along the Serpent Trail with stunning South Downs views. A friendly group run led by an experienced ultra runner and coach, ideal for first time ultras and seasoned trail runners.

Take on the New Forest Stinger, a 10 mile off road trail around Ocknell Campsite in Fritham. Enjoy club camaraderie, a finisher medal, goody bag and age trophies in a limited field of trail fans.

Enjoy panoramic Chiltern views on woodland trails at Wendover Woods with 5K, 10K and Half Marathon distances plus a spirited 5K Canicross for dogs and owners. Finishers receive a custom medal and enjoy the friendly ATW event atmosphere.

Join the Wessex Night League in Kings Worthy for a 60 minute touch free score orienteering across urban streets and wooded areas. Bring hi viz and lights; day entry allowed subject to limits and juniors under 16 must be accompanied.

Join a guided trail run at Box Hill, Dorking covering 12.5 miles with about 1000 m of ascent through steep, technical woodland and open fields. This noncompetitive group run suits fit trail runners and finishes with an alcohol free beer.

Witterings Beach Run at West Wittering showcases sandy flats and stunning sea views from Selsey Bill to the Isle of Wight. 5 km, 10 km and 15 km routes plus canicross make it ideal for runners and dogs. Event sold out.

The Riverside Marathon & Half Marathon, organized by Phoenix Running, takes place in Walton on Thames, Surrey, along the scenic River Thames towpath. This UK Athletics certified event features flat, fast, and accurately measured courses wit..

The The Maverick Original Oxfordshire will take place in Stonor on Saturday 29 November 2025. You can run between 7 and 22 kilometers.

The Wallop is a scenic 21k timed trail race through Farleigh Wallop Estate, winding along narrow woodland paths, wide gravel tracks and open fields. Enjoy marshalled support, a bespoke finisher medal and post race mulled wine and mince pies..

Enjoy a guided 13 mile trail half marathon through the Surrey Hills, visiting St Martha's Hill and sections of the North Downs Way. This relaxed group run emphasizes scenery and camaraderie rather than competition.

Choose your distance on the day at Running Tribe Races in Chalfont St Peter, running scenic looped trails through woods. Drop bags, an aid station with vegan options, pacers and medical cover make it welcoming for trail and road runners.

Night orienteering in Brockenhurst: a 60 minute score event in the New Forest. Visit as many controls as you can for points using SIAC timing and waterproof maps, and bring high visibility clothing and lights for after dark navigation.

Choose from 50 km, 55 miles or 100 miles on scenic South Downs trails starting and finishing in Eastbourne. Enjoy runnable grass tracks, farm and woodland paths and be ready for variable winter weather from crisp sun to wind, rain or snow.

Scenic trail runs from Plumpton Racecourse across the South Downs with ridge top views to the sea. Choose 9, 12 or 22 km with chip timing, water stations and a finishers medal; plastic free event so bring a reusable cup.

Join a magical evening run through parkland past the illuminated Cowdray Ruins at the Cowdray Winter Night Run. Head torches are mandatory and there are 5 km and 10 km distances plus dog friendly canicross and kids races.

Explore the New Forest with Wessex Orienteering from Bolderwood Car Park, tackling technical woodland courses from a challenging Blue to a 60 minute Score challenge. Entry and parking are limited so book early and car share if you can.

Experience a magical night trail run through the atmospheric Cowdray Estate, passing the iconic ruins under the stars. Choose kids and adult distances from 3 km to 10 km for a fun evening in the Run the Seasons Winter series.

Take on the Hurtwood 50k through the Surrey Hills on 7 December 2025, a fully signed trail ultra with checkpoints and a 10 hour time limit. Entries open 12 December 2024 and the event welcomes fast walkers and first time ultra runners.