Trail Running calendar near Medstead 2026-2027

We have found 423 Trailruns within 80 miles of Medstead. See below where and when you can find the races.

Enjoy a scenic 10k through the woodlands of Limpsfield Common and High Chart in Oxted Surrey, with rolling climbs and a downhill finish. Single lap route suits trail runners seeking a challenging rewarding outing.

Run the dramatic Jurassic Coast around the Isle of Purbeck with cliff top ridges, steep climbs and technical trails. Choose from 6, 12 or 24 km routes, with the Half Marathon passing Old Harry's Rocks for unforgettable coastal views.

UTMB Index

Autumn 100 is a scenic 100 mile trail race from Goring and Streatley on 17 October 2026, following the Thames Path and Ridgeway across mostly trail. With 16 aid stations and a 28 hour cutoff it is a well supported ultrarunning challenge.

UTMB Index

Take on the Gatliff Marathon with 25 km or 50 km options across changing scenic footpaths in Kent, Surrey and Sussex. Organised by COPSE Club, the well supported event includes checkpoints with snacks, finish food and showers.

Roughly 12K trail run on bridle paths and the Imber Range near the Westbury White Horse on 18 October 2026. Limited to 200 places so book early for a bespoke finisher medal and category prizes.

Town and Country Harriers is a friendly Bristol based off road club that meets most Thursdays, usually starting and finishing at a local pub. Trails range from city paths to the Mendips and Cotswolds and all who can run 4 to 5 miles are wel..

Run beneath the tree canopy on traffic free woodland trails at Bedgebury Forest, choosing a half marathon or 10K for a scenic, peaceful race experience. Expect a bespoke medal, free photos and a welcoming atmosphere among towering pines.

Beachy Head Marathon Weekend on 24 and 25 October 2026 offers trail races along dramatic coastal hills with views of the Seven Sisters and lighthouse. Well supported and highly rated, it is a must for scenic, challenging runs.

Thames Trail Ultra on 24 October 2026 is a scenic 47 mile point to point run from Iffley near Oxford to Henley on Thames along the Thames Path and Ridgeway. Riverside trails, checkpoint support and live GPS tracking make for a classic autum..

UTMB Index

Stort30 is a scenic 30 mile out and back ultramarathon along the River Stort and Lee navigations on the Hertfordshire and Essex border. Mostly flat riverside trails with aid stations and medals make this a friendly ultrarunning challenge.

Chiltern Ridge Winter 50K, Saturday 31 October 2026, is a single loop trail from Berkhamsted through Ashridge and the Ridgeway with about 800 m of climbing. A UTMB index event ideal for experienced trail runners seeking scenic winter trails..

UTMB Index

Experience a night gravel run through Alice Holt Forest on Saturday 31 October 2026, choosing 5, 10 or 15 km laps guided by headtorch. Enjoy fully marked trails, on course snacks and a metal finisher medal in an atmospheric woodland event.

Join a devilish 6.66 km Halloween trail at Brewery Fields, Great Baddow on 31 October, a fun fancy dress event rather than a race. Limited to 50 places, finishers get a medal, drink and costume prizes and a GPX route is provided.

November 2026

Tackle the Dorset Hillfort Ultra, a scenic 35.9 mile off road route linking ancient hillforts and coastal viewpoints across Dorset. Expect rugged turf and tracks, plentiful aid stations and stunning views over Lyme Bay and Portland Bill.

Run the Wendover Woods Marathon, Half, 10k or Junior 1k through autumnal forest trails. Expect a scenic but hilly multi terrain challenge with bespoke medals, free photos and on site facilities.

Tackle the Apocalypse Run, a rugged 10 mile trail through Stonehouse with a stiff opening climb and muddy, undulating terrain. Canicross runners welcome and all finishers get a medal for braving the off road challenge.

Join Enigma Fireworks on 6 and 7 November 2026 for marathon and half marathon loops around scenic Caldecotte Lake. Enjoy waterside views, lap support and a bespoke finisher medal to light up your race season.

Take on flat, scenic laps along the Thames towpath in Walton on Thames with flexible starts and distances from 5 km to ultra. Limited places, aid stations, digital results and medals make this a friendly, festival style challenge.

Run under the stars at Stonor Park for the Maverick Dark Oxfordshire Trail on 7 November 2026. Choose 7 km, 13 km or 17 km marked, timed routes with atmospheric night running and outposts on the longer courses.

Explore autumn trails at Stonor Park and the Chilterns on 7 November 2026 with 7 km, 13 km and 22 km routes, wildlife and scenic woodland. Fully marked, timed and a finisher medal await in this friendly trail event.