Trail Running Calendar South East (England) 2025-2026

Join a guided 10km trail run around the Devil's Punchbowl in Hindhead, enjoying rolling hills and a scenic pause with great views. This friendly group paced run is led by an experienced guide and runs at sunset or by headtorch in winter.

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.

Explore 30 miles of the Serpent Trail from Haslemere in a hilly, scenic group run through woodland, heath and views across the South Downs. Led by an experienced guide, this non race suits runners ready for long trail miles.

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 Box Hill Vertical KM group run near Dorking for a tough 12.5 mile route with about 1000 m of climb through woods, heath and open fields. Enjoy expert guidance, technical terrain and a social finish.

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..

Tackle rolling trails at Maverick Original Oxfordshire in Stonor Park, Henley on Thames. With 7 km, 11 km and 22 km options, this off road race offers scenic routes and a friendly Maverick race vibe.

Run under torchlight through the Chiltern Hills at Stonor Park in the Maverick Dark Oxfordshire night trail. Choose 7, 13 or 17 km routes with varied climbs, enjoy an event village with food and timed results, and spot local wildlife as you..

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..

Join a guided 13 mile trail run around Guildford's Surrey Hills, visiting St Martha's Hill, Shere and the North Downs Way. Enjoy a friendly group pace, kit support and optional post run refreshments.

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.