Trail Running calendar near Oxted 2025-2026

Experience the Isle of Wight Ultra Challenge from Chale, tracing dramatic coastal cliffs past the Needles, Cowes and Ventnor. Multiple distances, strong support and camping options welcome runners and walkers seeking a scenic big day or two..

Run a scenic woodland course at Culden Faw Estate on 3 May 2026 with solo, pair and team relays plus timed 5K, 10K and the Henley Downhill Time Trial. Expect gentle undulations, a climb before 3 km and a long downhill finish with chip timin..

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.

Take on the Three Forts Challenge across the South Downs with rolling hills and coastal views. Choose marathon, half marathon or 5 mile trail and even bring your dog, with net proceeds supporting local Sussex charities.

BigWayRound Winchester is a scenic trail run from 14 miles to a 50K ultramarathon across the South Downs and along the River Itchen, with chip timing and self seeded waves. Choose a finisher medal or plant a tree to celebrate your finish.

Enjoy spring trails at Harewood Forest in Hampshire with Muddy Runners, choosing from 5 km or 10 km routes across undulating woodland tracks. A friendly, scenic race perfect for trail newcomers and regulars alike.

The Collingbourne Races, held at Crawlboys Farm in Ludgershall, offer a scenic off-road running experience through the beautiful Collingbourne woods. Featuring a half marathon and a 10km race, the course includes bridle paths, woodland trac..

Run to the Sea Brighton is a scenic point to point 50k from the Sussex downs to Hove seafront with a two person relay. Expect trails, rolling hills, sea views, aid stations, medical support and a bespoke finisher medal.

The Goring Gap Trails event, held in Mapledurham near Reading, offers a variety of running and walking challenges, including a 50-mile ultra, a 52K ultra, and a half marathon, alongside walking options of half marathon, full marathon, and a..

The Chiltern Hills 100K is a scenic, challenging ultra around the Ridgeway, visiting Ivinghoe Beacon and Ashridge. Limited to 250 runners and UTMB World Series index race, this May event has rugged trails, great support and a Chesham finish..

Test your limits at Brighton Backyard Ultra in Stanmer Park where runners tackle a 6.7 km loop each hour until a solo lap crowns the winner. A friendly but fierce endurance event in beautiful parkland with basic on site facilities.

Halstead & Essex Marathon offers an annual road race on scenic low traffic roads through rolling hills, woods and farmland. Run by Halstead Road Runners as they mark their 40th year, it blends competitive spirit with a friendly club vibe.

The Zig Zag Marathon and Half Marathon take place at the Suffolk Running Centre in Bury St Edmunds, UK. The marathon follows the officially measured, scenic Kirtling Route, which is fully on road and mildly undulating, while the half marath..

Take on the Greenway Challenge in Letchworth Garden City: a self guided 13 mile clockwise run starting and finishing at Standalone Farm. Enjoy marshalled crossings, a wooden medal, and cake at the finish while supporting Headway Herts.

Take on the Midhurst Milers Cocking 10k Trail, a scenic but challenging 10k across the South Downs with a steady climb and a fast downhill finish. Licensed and chip timed with medals, prizes and a lively race village.

Join the Oliver Fisher 10k, 5k and junior run at Milton Creek Country Park for a scenic off road race supporting the Oliver Fisher Special Care Baby Trust. Enjoy park views, medals and fundraising for the neonatal unit.

Race through the rolling vineyards at Rathfinny Wine Estate on scenic, undulating off road trails with 10.7 km single loop or 21.4 km two laps. Enjoy aid stations, eco friendly practices and a relaxed Tasting Room finish.

Tackle the scenic and challenging North Downs Way 50, a 50 mile trail run from Farnham to Knockholt Pound on 16 May 2026. Expect rolling hills, great trail views, well stocked aid stations and a friendly Centurion Running race atmosphere.

Run the scenic Berkshire Downs at the Compton Downland Challenge on 16 May 2026, with 26.8 mile or 16 mile trail options along the ancient Ridgeway. Expect climbs, muddy paths, aid stations, chip timing and a hearty post race BBQ.

The Reigate Priory Park 10K is a scenic charity fun run held in Priory Park, Reigate, Surrey. The course features a 250-meter start plus four laps on an accurately measured, gently undulating cross-country terrain surrounded by lush greener..