Trail Running calendar near Windsor 2025-2026

Run the Henfield Half Marathon on scenic off road trails along riverbank and a disused railway, starting and finishing at Henfield Leisure Centre. Enjoy a friendly club vibe, post race facilities and a finishers medal.

The Big Pilgrimage follows the Old Way from Southampton along coast and country, including a scenic boat crossing of the Hamble River. Choose 15 mile or marathon and collect landmark stickers before finishing near Titchfield Abbey.

Tackle a scenic trail 10K or half marathon through Alexandra Gardens with distant views of Windsor Castle. Chip timed results, free race photos and a lively event village make this a great day out for runners and supporters.

Join Worcester Woods parkrun every Saturday where Pershore Plum Plodders often gather to run, chat and enjoy refreshments after the run. Friendly, community focused and great for beginners and regulars alike.

Take on the Muntjac 15, a 15 mile trail around Danbury Essex with 1600 ft of climbing across scenic woodland and technical singletrack. Enjoy a well stocked checkpoint, a quality memento and bespoke local trophies.

Run Ickworth Park's woodland and meadows at sunset with 5 km and 10 km trail options, chip timing and finisher medals. Carry a torch, wear grippy shoes and enjoy a cupless, scenic evening race on the National Trust estate.

Run along the Thames at the Henley River Half Marathon, 10K and Junior Race starting and finishing at Temple Island Meadows. Enjoy a scenic mixed terrain course, themed medal, free photos and an event village with food and charity options.

Tackle the South Coast Ultra Challenge on 5 and 6 September 2026 along the South Downs Way from Eastbourne to Arundel. Choose from 25 43 57 or 100 km to walk jog or run with signed routes app tracking aid stations and a finisher pack.

Choose a half marathon or full marathon along a flat, scenic riverside towpath from Walton on Thames to Hampton Court and back, run in laps for easy pacing. Limited places and medals for all finishers plus a giveaway for every entrant.

Join the Carnival Chase on 6 Sep in Warminster Town Park for 10K, 3K and a 1.2K family, wheelchair and buggy fun run. Enjoy a scenic country lane course by the boating lake, medals for all and a lively event village.

Woodchester Trail Challenge on 6 September 2026 is a demanding eight mile hilly woodland run through Woodchester Park with a new start and route. Expect a metal finisher medal and a strict two hour cut off.

Join a guided 10 km evening trail run around Silent Pool and the North Downs for a social, scenic group outing. Runs take place at dusk or by headtorch in darker months, at a relaxed guided pace with kit support and a post run refreshment.

Scenic reservoir views and rolling wooded trails await at Bewl Water Autumn near Lamberhurst, Kent. Choose 10 km, half marathon, marathon or 50 km ultra on well marked routes loved by runners and rated among the UK's top courses.

Take on the Thames Path Ultra Challenge, a supported multi distance festival along the scenic Thames towpath from Putney to Henley with options from 10K to the full 100 km. Choose one or two day routes and enjoy riverside views, rest stops..

Challenge coastal ridges and rolling hills at the Isle of Wight Fell Race Series in Ventnor on 12 and 13 September 2026. Three scenic races from a short St Boniface dash to a 21 km Wroxall Round make this weekend a must for fell runners.

Run 10k, 21k or 42k through the Surrey Hills on 12 September 2026, starting at Shere Recreation Ground. Scenic, multi terrain routes with big views, chip timed results, on course support and a lively event village for finishers and fans.

Ventnor Horseshoe on Sat 12 Sep 2026 offers a scenic but testing 12 km fell course around Ventnor with 443 m of climb. Part of the Isle of Wight Fell Series, it is perfect for runners seeking a tough coastal hill challenge.

Start the IOW Fell Running Series with St Boniface Fell in Ventnor on Sat 12 Sep 2026, a punchy 3.9 km race with 235 m of climbing across scenic Isle of Wight terrain. Pre entry or on the day entries welcome.

Join the Farnham Pilgrim Half or Marathon on 13 September 2026 for scenic runs through the Surrey Hills on mainly off road trails. With frequent aid stations, free parking and strong marshal support, entries are limited so book early.

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.