Trail Running calendar near Chesham 2025-2026
We have found 425 Trailruns within 80 miles of Chesham. See below where and when you can find the races.
We have found 425 Trailruns within 80 miles of Chesham. See below where and when you can find the races.
Enjoy a scenic winter countryside run of about 12.5 miles around Warminster while supporting the Royal British Legion Poppy Appeal. Expect competitive prizes, event merchandise and winter conditions so book ahead to secure your place.
Light up the Downslink on a festive 10k headtorch run from Shoreham to Bramber and back, starting and finishing at the Toll Bridge on 29 December 2025. Fully marshalled with an aid station and chip timing, this atmospheric night run awards..
Five Gold Rings is a self guided trail run at The Chequers, Felsted on 29 December 2025, with half marathon, 7 mile and 5 km distances. Enjoy countryside routes at your own pace and a pub voucher included with entry.
Celebrate New Year's Eve around Ardingly Reservoir with flexible laps so you can tackle 5 km to ultra distances. Fancy dress is encouraged, all finishers get a bespoke memento and virtual entries are welcome.
Kick off 2026 with the Knacker Cracker, a scenic and challenging 10 km trail over Box Hill on 1 January, with big climbs, North Downs views and a finish at Box Hill Fort. A Nipper Knacker kids run and the Knicker Knacker women’s prize add e..
Experience the Chilterns Winter 10 km, a guided trail run through woodlands, hills and scenic viewpoints with run leaders for every ability group. Finish at Church Farm Cafe with parking, bag drop and canicross friendly routes near train li..
Join the East Hanningfield Trail Marathon on 4 January 2026 for a scenic circular 95% off road route around Danbury, starting and finishing at the village hall. Expect varied terrain, friendly support and three well stocked checkpoints.
Join the Penshurst Village Cross Country Run on Sunday 4 January 2026 for a scenic 5 mile challenge through village trails. Choose the solo 5 mile or race with your dog in the canicross 5 mile for a fun winter outing.
Test your navigation in a 60 minute score at Tilgate Golf Course on Thursday 8 January. Low entry fees, junior discounts and optional chip hire make it perfect for newcomers and seasoned runners, with juniors able to enter free using a code..
Country to Capital is a 43 mile ultramarathon from Wendover to Little Venice, London, blending country trails, roads and a canal towpath into the city. GPS tracking and checkpoints guide runners to a lively canal side finish.
Guided 30 mile trail run through the Surrey Hills from St Martha's Hill, taking in Denbies Wine Estate and the top of Box Hill. Led by an experienced ultra coach, this friendly group run promises an epic day on the North Downs Way for seaso..