Trail Running calendar near Heyshott 2025-2026

Join a guided 30 mile trail run along the North Downs Way and Greensand Way led by an experienced ultra runner and coach in a supportive group run. Enjoy sweeping hilltop views, shoe demos and a possible alcohol free beer at the finish.

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..

The Bluebell Bash is a trail running event in Manswood, Wimborne, UK, organized by Tri-Counties Trail Running. It offers three distances—half marathon (13.1 miles), 10K, and 5K—with full accessibility for canicross. Runners traverse scenic..

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..

Chiltern Hills 100K is a scenic 100 kilometre trail ultra on 9 May, looping from Chesham through iconic Ridgeway landscapes and chalk beacons. Expect rolling climbs, superb views and a supportive small field for an unforgettable challenge.

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.

Join the Ridgeway 40 on May 9 2026 for a scenic 40 mile walk along the Ridgeway across chalk downland. Limited entries and checkpoint support make this a rewarding challenge for prepared walkers.

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.

Join the Hardy Half in Dorchester for scenic trail running with a 5 mile option or a challenging half marathon with about 1400 ft of climbing. Finish at Dorchester club where an event village, entertainment and local fundraising await.

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.

Run or walk the stunning Jurassic Coast from Corfe Castle to Bridport, passing Durdle Door, Lulworth Cove and Chesil Beach. Distances from 10 km to 100 km with full support, camping options and a finisher medal.