Trail Running calendar near Winchester 2025-2026

Enjoy a scenic, multi terrain 10k from Peacehaven across bridleways and the South Downs Way, finishing through Telscombe village. Junior fun run available and finishers get a bespoke medal, photos and post race refreshments.

Take a guided 10 km trail run around the dramatic Devil's Punchbowl, enjoying rolling hills and wide open views. Runs at sunset or by night with headtorches offer a social, coached group experience for fit trail runners.

Run the full 82 mile Essex Way from Epping tube to Harwich lighthouse over challenging trails and country lanes. Enjoy supported checkpoints, GPS tracking and a 24 hour finish window for an epic route across Essex.

Run along the scenic River Thames in a 7 hour timed event and choose your challenge from 3 km up to marathon, 50 km or ultra. Flat, well signed loops, aid stations and finisher medals with vegan goody bag options make this a welcoming day f..

Explore the South Downs on the Serpent Trail, offering distances from 10 km to 100 km as it winds through rare heath and ancient woodland. Entries include coach transport to the start, plus camping, food, a licensed bar and a kids race.

Chiltern Ridge Half Marathon on 5 July 2026 is a scenic off road 21.1 km Ridgeway trail with 526 m ascent. Limited to 350 runners, this UTMB index race offers marked trails, on route aid and a finisher medal.

Take in lakeside views at Bewl Water on 5 July 2026 with Wadhurst Runners, choosing a scenic off road 15 mile challenge or a friendly 5 mile route. All finishers get a bespoke medal and t shirt while supporting the Kent Surrey Sussex Air Am..

Join a guided 10 km trail run through Thursley Common's heathland and famed boardwalk, enjoying wildlife and sweeping views. Group paced runs include dusk and night options with supplied headtorches.

Race to the Stones on 11 to 12 July 2026 offers 50 km and 100 km routes, nonstop or over two days. Run the Ridgeway past chalk figures and hill forts to a dramatic finish at the Avebury Standing Stones with pitstops and basecamp support.

Run scenic trails through ancient beech woodlands and chalk downs in the Chiltern Hills at the Maverick Chilterns Trail on Saturday 11 July 2026 in Princes Risborough. Choose from distances from 8 km up to a 50 km ultra for every level.

Run the Cider 5K.ish on Friday 17 July 2026 at Myncen Farm near Blandford Forum, a scenic one lap trail over fields, grass and dusty tracks. Part of a weekend of running and optional camping, this friendly race offers finisher goodies.

Take on the 12 hour Cider Challenge solo across undulating farm trails in Dorset this July 18, with fields, wildflowers and dusty tracks underfoot. Camp onsite for a full weekend vibe and earn a medal and goodies for every finisher.

Join BigHeat CAMP FIRE, a fiery weekend trail festival on 18 and 19 July 2026 at Mill Farm near Petworth with single lap routes through woodland. Relax in the event village with camping, yoga, live music, food, wild sauna and firepits.

Join Race The Light at Wendover Woods for scenic, challenging trail races supporting the Chilterns Neuro Centre. Choose from an accessible family friendly loop up to a hilly 5K or 10K and soak up the forest atmosphere.

Tackle the Apple Plod 10K.ish on Sunday 19 July 2026 at Myncen Farm for a two lap undulating trail run or walk through fields, wildflowers and dusty tracks. Enjoy a relaxed 2.5 hour cut off, weekend camping and finisher goodies.

Join the ATW St Albans Summer 10K on 19 July for a chip timed, single lap route along the flat, tree lined Alban Way. Family fun run, kids zone, live music and food in the event village create a festival finish.

Enjoy the Wye Valley Tunnel Run along the scenic Greenway, including the 1 km Tidenham Tunnel and riverside railway paths. Distances from kids Colourburst to marathon make this a family event with waymarked routes and on course feast statio..

Tackle scenic trails through Ashdown Forest on 19 July 2026 with 5 or 10 mile options from Pippingford Park Manor. Expect rolling climbs, sweeping Downs views and a friendly race day vibe with medals, parking and downloadable GPX files.

Take on a scenic 7 hour timed challenge along the River Thames at Wraysbury, choosing how many laps to run from a 3 km minimum up to 50 km or ultra distances. Finishers from 3 km earn a medal and everyone gets goody bags with vegan options.

Scenic flat trail around Maidenhead Commons and Summerleaze Lake on 26 July with 5K to half marathon options. Event base at the Sports Bar with marshals, chip timing, unique medal and free race photos for a friendly community day.