Trail Running calendar near Ryde 2025-2026

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.

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.

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..

BigWayRound Winchester is a scenic trail run around the Itchen, St Catherine's Hill and the South Downs, offering 14 mile to 50K distances. Timed chip results, fully marked course and a bespoke medal or choose a tree planting instead.

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.

Tackle the Chiltern Hills 100K on 9 May 2026, a scenic but demanding trail ultramarathon around Chesham with 1800m of climbing. Limited to 250 runners, the marked course features checkpoints, live tracking and a finisher medal.

Run to the Sea Brighton is a scenic 50km point to point ultramarathon from Horsham to Hove Lawns on the Brighton seafront. Enjoy trails, rolling downs and a coastal finish with feed stations and support for solo runners or two person relays..

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..

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..

Take on the Ridgeway 40 mile walk along ancient chalk downlands from Avebury to Streatley on 9 May 2026. Checkpoints, refreshment stops and a finishers cloth badge make for a rewarding day out for seasoned walkers and adventurous newcomers.

Run through the scenic Rathfinny Wine Estate vineyard on a challenging off road 10.7 km loop or double it for a 21.4 km half marathon. Carbon neutral event supporting the WOLO Foundation with free charity places and recycled medals.

Take on the Midhurst Milers Cocking 10k, a hilly, scenic trail across the South Downs featuring steady climbs and a fast downhill finish. Limited online entries make this a must book for trail lovers chasing views and a rewarding run.

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.

Join the Dilton Dash on 10 May 2026 at Dilton Marsh for a friendly community run supporting local causes. Choose 10K, 3K or a half kilometre fun run on scenic multi terrain paths, enjoy on site refreshments and a finisher medal.

Run the North Downs Way 50, a 50 mile point to point ultramarathon from Farnham to Knockholt Pound along iconic chalk ridge trails. Expect rugged terrain, big climbs and a 13 hour cut off for a true test of endurance.

Run the stunning Jurassic Coast from Corfe Castle to Bridport on 16 17 May 2026 with distances from 10 km to 100 km. Enjoy epic coastal views, staffed aid stations, medical cover and a medal, T shirt and finishers meal.

Run the scenic Compton Downland Challenge on 16 May 2026, choosing 26.8 miles or 16 miles across the Berkshire Downs and parts of the Ridgeway. Expect rolling trails, friendly aid stations, a BBQ for finishers and a commemorative mug.

Join the Semington Slog on 16 May 2026 at St Georges School for 10k and 2k routes through the village and along the Kennet and Avon Canal towpath. Family friendly fun with marshalls, refreshments and a Slog Dog for every finisher.

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..

Run 50 km along the South Downs Way from Falmer to Beachy Head across rolling chalk downs, farm tracks and woods. Mostly runnable with 3,600 ft ascent, it finishes dramatically on the white cliffs for stunning coastal views.