Trail Running calendar near Windsor 2025-2026

We have found 369 Trailruns within 80 miles of Windsor. See below where and when you can find the races.

The Black Bull 15 is a charity trail run held near the Black Bull pub in Chelmsford. It offers two distances: a 15-mile trail route and a 15km option for shorter, faster runs, jogs or walks. The course uses varied trail surfaces through par..

Gosfield Backyard Ultra : event overview Gosfield Backyard Ultra is a last-man-standing running event held at Gosfield School, Halstead Road, Gosfield CO9 1PF, Essex, UK from 29 August 2026 to 31 August 2026. Entry is limited to 100 places...

Muntjac 15 links five woodlands via hilly single track and forest paths for a scenic but testing trail run. Join fellow runners on 30 August 2026 for a memorable off road challenge.

Run through Alexandra Gardens with views of Windsor Castle at the Windsor Trail Run on 30 August 2026. Choose a 10K or half marathon, enjoy chip timing, free race photos and a lively event village.

Take on the Woldingham Half or Full Marathon across scenic North Downs ridges, woodland and varied trail terrain with rewarding rolling climbs and countryside views. Finish with a finisher medal, race tee in your goody bag and post race sna..

Join the Plum 10K on 30 August 2026 in Pershore, a friendly community race hosted by Pershore Plum Plodders. Enjoy a welcoming vibe and strong club support from one of Worcestershire's established running clubs.

September 2026

Enjoy a sunset trail run through Ickworth Park's rolling woods and meadows with 5k and 10k options. Chip timed race with a finisher medal and first aid on site; bring grippy shoes and a torch for safety.

Run along the River Thames at Temple Island Meadows with half marathon, 10K and junior races supporting Royal Berks Charity. Enjoy mixed undulating trails, finisher medals, chip timing, free photos and a lively event village.

Tackle the stunning South Downs Way from Eastbourne to Arundel at the South Coast Ultra Challenge, with distances from 25 km up to 100 km and single or two day formats. Expect coastal views, supportive aid stations, camping and categories f..

Guided 10km evening trail run around Silent Pool, following the North Downs Way through Netley Heath to Shere. Sunset and headtorch night runs are social guided outings not races, ideal for fit trail runners.

Enjoy reservoir views and undulating wooded trails at Bewl Water Autumn, with distances from 10 km to a 50 km ultra to suit every runner. Detailed course guides, GPX routes and a route video help you prepare for this Runners World top 10 UK..

Run along iconic Thames towpaths from Putney to Henley in the Thames Path Ultra Challenge, with distances from 10 km to 100 km across one or two days. Enjoy riverside scenery, generous support stations and a friendly festival atmosphere.

Experience the Isle of Wight Fell Race Series in Ventnor on 12 and 13 September 2026, with three scenic, challenging races from a 3.8 km junior climb to a 21 km classic. Organized by Ryde Harriers, the weekend hosts the SEAA Fell Running Ch..

A scenic 13.1 mile trail through Richmond Park, starting and finishing at Sheen Gate. Rolling trails, lakeside views and woodland wildlife make this a refreshingly classic half marathon for runners of all levels.

Join the Alf Shrubb Memorial 10k and 5k in Slinfold, a friendly trail race through West Sussex countryside finishing at Slinfold Cricket Club. Chip timing, medals, cakes and a licensed bar make it a lively community fundraiser supporting lo..

Run scenic trails in the Surrey Hills at Farnham Pilgrim on 13 September 2026, with hilly routes and great views. Pick a half or full marathon and enjoy friendly marshals, water stations and a lively finish at The Sands Recreation Ground.

Run scenic, hilly trails around medieval Rye, linking ancient tracks through the High Weald and passing Norman churches. Choose 30k or 15k with about 1,500 ft of climb in a lively community event that supports a local charity.

Take on the Cotswold Way Century, a stunning 102 mile non stop trail from Chipping Campden to Bath showcasing rolling hills, stone tracks and panoramic views. Test your endurance over varied terrain with a 32 hour time limit and full suppor..

Run a scenic 47 mile route from Chipping Campden to Painswick along the Cotswold Way, with rolling hills and varied trails. Support stations, live tracking and a finishers medal help you tackle the 15 hour challenge.

UTMB Index

The Lucky Horseshoe invites runners to tackle scenic out and back trails around Bury St Edmunds on 19 September 2026, with distances from 5k to ultra and friendly aid stations. Expect a bespoke finisher medal and a welcoming race village at..