Trail Running calendar near Hindhead 2025-2026

BigWayRound - Winchester is an award-winning, Gold-rated trail running event held at Winchester Rugby Club. The event offers four distances: 14 miles, 19 miles, a marathon, and a 50K ultramarathon, catering to both new and experienced trail..

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..

Take on the Ridgeway 40 Walk on Saturday 9 May 2026, a 40 mile linear challenge from Avebury to Streatley across rolling chalk downlands. Enjoy sweeping views and pass Bronze Age burial mounds, Iron Age hill forts and Uffington White Horse.

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.

Explore the dramatic Dorset Jurassic Coast from Corfe Castle to Bridport, via Lulworth Cove, Durdle Door and Portland Bill. Choose from multiple distances and single day or two day options, with camping at Weymouth and full on course suppor..

The The Maverick Cotswolds Trail will take place in Cheltenham on Saturday 16 May 2026.

Run the scenic 50 mile point to point North Downs Way from Farnham to Knockholt Pound on 16 May 2026. About 5,600 ft of climb, iconic climbs like Box Hill and fully stocked aid stations make for a rewarding supported endurance challenge.

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.

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..

London 2 Brighton : event overview The London 2 Brighton Ultra Challenge takes place on 23-24 May 2026. The main continuous route runs from Richmond, West London, to Brighton Racecourse. The event uses trails over the North Downs and South..

Take in dramatic coastal views on the Seven Sisters Half Marathon, a 13.5 mile trail loop from Helen Garden along the South Downs Way past Friston Forest and Beachy Head. Expect rewarding climbs, great scenery and a bespoke finisher medal.