Trail Running calendar near Aylesbury 2025-2026

We have found 395 Trailruns within 80 miles of Aylesbury. See below where and when you can find the races.

Enjoy a three day running festival over the May Bank Holiday across three Mid Sussex towns. Run single town races or combine stages into the Mid Sussex Marathon, with undulating multi terrain routes, medals, family fun and fancy dress.

Take on the Malvern Hills Ultra on 2 May 2026 from Abberley Village Hall, choosing from 23, 31, 38 or 47 mile routes along the Worcestershire Way. Tough scenic trails, UTMB points, GPX navigation and a bespoke medal plus technical tee await..

Join Run Silchester on 2 May 2026 for 2.5, 5 and 7 mile trail runs around the Roman wall, ancient woodland and a 12th century church. Family friendly festival atmosphere with stalls, music and proceeds supporting local community causes.

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.

Rapid Relays is a dynamic running event held at the scenic Culden Faw Estate in Fawley, near Henley on Thames, Oxfordshire. The race features a woodland trail course on estate tracks with gently undulating terrain, including a notable climb..

Tackle scenic South Downs trails at the Three Forts Challenge with full marathon, half marathon and five mile options calling at Chanctonbury Ring and Cissbury Ring. All profits support Ferring Country Centre and local charities.

Discover the Cotswolds on foot at Tempo Trail Races 2026, a scenic weekend of trail racing on 3 May with distances from 10K to 100 km, and a new 50K option. Friendly atmosphere, challenging routes and stunning countryside await.

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.

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..

Bat Challenge is a 6-hour day/night trail running event at Beacon Hill Country Park, Leicestershire, England. It features a 3.3-mile off-road loop that participants can repeat to reach 5k, 10k, or over 50k within the time limit. The course..

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..

UTMB Index

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..

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.

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.

UTMB Index

Join the Run Rabbit Trail Festival at scenic Deene Park for an inclusive multi distance trail running weekend with races and social events. Tackle short loops, a scenic half or go for the Quest for the Golden Carrot to earn extra bling.

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..

UTMB Index

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..

Shires and Spires is a friendly multi distance loop from Naseby Village Hall offering races from 10 km to a 35 mile ultra across scenic trails and country roads. Routes alternate each year and GPS files plus live tracking guide runners.

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.

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.