Trail Running calendar near Medstead 2025-2026

We have found 411 Trailruns within 80 miles of Medstead. See below where and when you can find the races.

Choose 30k or 15k at Rye Ancient Trails and run through the High Weald AONB with woodland, orchards, lanes and coastal views. This hilly scenic challenge supports The Oliver Curd Trust and finishes with local hospitality.

Join the Alf Shrubb Memorial in Slinfold on 13 September 2026 for scenic trail 10k and 5k races plus kids events. Adult races are chip timed, finishers get a replica world record medal and proceeds support local village causes.

Run a scenic trail half marathon through Richmond Park, starting and finishing at Sheen Gate and winding past White Lodge, Ham Gate Pond and wooded trails. UK Athletics affiliated with limited entries and on course support for a memorable a..

Tackle the Wroxall Round on 13 September 2026, a scenic 21.1 km fell run around Ventnor with about 487 m of ascent. Open to adults, with on the day entries and team places, this is race 3 of the Isle of Wight Fell Running Series.

Tackle 50 miles through the rolling Chiltern Hills in a single loop, with about 1700 m of climb across 80% trail. Fully marked and supported by five aid stations with a 13 hour time limit, this scenic ultra promises tough mileage and big vi..

UTMB Index

Race 47 miles along the Cotswold Way from Chipping Campden to Painswick, traversing the rolling hills of the Cotswolds Area of Outstanding Natural Beauty. This licensed continuous trail challenge runs under UK Athletics and TRA rules.

UTMB Index

Tackle the iconic Cotswold Way Century, a 102 mile single stage trail from Chipping Campden to Bath across rolling hills and varied terrain. You have 32 hours to earn a buckle while enjoying live tracking, aid stations and full GPX support.

UTMB Index

Run the Triple Trail linking three scenic Kent routes with 25 km, 50 km or 100 km options, finishing at Loddington Farm. Enjoy a lively race village with food, camping, recovery services and evening entertainment.

Run the Bradenham Blast on 20 September 2026 at Manor Farm, High Wycombe, with 5 km, 10 km and half marathon routes through beech woodland and rolling trails. Enjoy a hilly, scenic challenge with an eco finisher medal and a tree planted for..

BigSky Trails on 20 Sept 2026 invites runners to airy high New Forest routes as the finale of the Classic Element series. Pick 18 miles, marathon or 50k ultramarathon across open plains and winding woods on fully marked, marshalled routes.

Looped trail running at Avon Tyrrell in the New Forest, circling a Grade I listed manor on technical forest trails that blend scenery and challenge. Pick your distance on the day from 5K to ultramarathon and earn a finisher medal.

Discover the Chiltern 50 Ultra Challenge from Henley for scenic looped routes through Chilterns countryside. Walk, jog or run solo or with a team over 10 km, 25 km or 50 km with basecamp support, finisher medal and meal.

UTMB Index

Enjoy scenic off road runs or walks around Fleet Lagoon in Dorset, with 10k, half marathon, marathon, a new four person marathon relay and a canicross category. Trails are waymarked and the event raises funds for local charities.

Tackle a scenic 10 mile trail across gravel tracks, woodland and open views, finishing along an 800 year old Yew tree lined avenue. A new 1 km kids run makes this a perfect family day at Chilton Manor Farm.

Race on the Chase features marathon, half marathon and 10k routes across rolling chalk downland, woodland and ancient sites in Martin Down, finishing at Salisbury Racecourse. Every finisher gets a medal and the top three men and women win t..

October 2026

Tackle the South Downs 100 mile, a single loop through the National Park with rolling hills, stunning viewpoints and roughly 12k ft of ascent. Aid stations and a 34 hour cutoff make this a classic ultra challenge.

Run to the Sea Bournemouth is a 50 km ultra on 3 October from Moors Valley to Hengistbury Head via flat forest trails and seafront paths. Fully supported with feed stations, medical cover and a bespoke medal.

Take on the Epping Forest 50 KM 2026, a scenic 50 km trail challenge through ancient woods on 3 October 2026. Enjoy varied terrain, fresh air and a memorable run just outside London.

Hit the trails at London EcoTrail 25 KM on 3 October 2026 in Epping's Bell Common. Enjoy a scenic 25 km route through woodlands and countryside, perfect for trail runners craving a nature filled challenge.

Run under the stars on the South Downs at The Dark Downs, a dusk to dark looped event at Plumpton Racecourse offering 50k and Half Marathon distances. Enjoy rolling trails, reflective course markings and volunteer aid stations.