Trail Running Calendar South East (England) 2025-2026

Join the New Forest Central Trail Run at Roundhill Campsite for 10km, 17km or 22km routes through ancient woodland and heath. Enjoy undulating gravel trails, roaming ponies and a plastic free event with water, medals and chip timing.

Take on the Wendover Woods 50 on 15 Nov 2025, a 50 mile trail challenge near Aylesbury with about 10,000 ft of climb through beautiful forest terrain. Five 10 mile loops, supported aid stations and a 15 hour limit make for a tough but rewar..

Join SE Champs Weekend on 15 and 16 November for night and middle orienteering in a largely new area beside Britty Wood, open to all abilities. Expect tough championship courses, friendly atmosphere and on site toilets and refreshments.

Roly's Run is a scenic Meon Valley trail loop from Swanmore via the South Downs Way, offering 15.5 mile, 21.5 mile and a tough 40 mile option. The event is full and new entries are placed on a waiting list.

The Rugged Radnage 10K Run, held in the Chiltern Hills near Radnage village, offers a challenging mixed-terrain course featuring roads, trails, footpaths, woods, and fields with notable ascents and descents. The event includes both 5K and 1..

Join the 666 Trail Run at Kings Wood for a scenic 6.66 mile trail through mature woodland organised by Ashford Tri Club. Limited to 200 entries so book early and expect limited parking and patchy phone signal.

Join the Smurf Run, a friendly 7 hour challenge along the Thames at Wraysbury. Finish 3 km to earn a Smurf themed medal and keep going to collect distance pins for half marathon, marathon and ultra achievements.

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 woods with Berkshire Orienteers on Saturday 22 November 2025. Five courses from a family friendly yellow to a challenging blue welcome beginners and seasoned navigators, with electronic timing and a scenic forest setting.

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.

Experience a sandy coastal run at West Wittering Beach with stunning views across the Solent, Selsey Bill and the South Downs. Choose from 5 km, 10 km or 15 km and bring your dog for canicross fun with medals and post race treats.

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..