Trail Running calendar near Chesham 2025-2026

We have found 381 Trailruns within 80 miles of Chesham. See below where and when you can find the races.

Run the Lavenham Old Railway 10k, a scenic course through countryside, woodland and the old railway line. Medal for all finishers and podium trophies for top places; cupless event with water refills.

The Peddars Way Ultra Marathon is a 48-mile ultramarathon held in Suffolk and Norfolk, England. The route follows the historic Peddars Way, an ancient pre-Roman trading path and Roman road, starting at Knettishall Heath Nature Reserve and f..

Run through Bedgebury National Pinetum and Forest on beautiful undulating multi terrain trails with 10 Mile, 5 Mile and junior options. Expect mud, a bespoke medal, free photos and trophies for top finishers.

A challenging 14.5 mile fell race across the Charnwood Hills with 515 m of climb, rough underfoot and trails through Bradgate and Beacon Hill country parks. Pre entry only, teams welcome and volunteers earn a guaranteed 2027 entry.

Join a guided 10km trail run around the Devil's Punchbowl in Hindhead, enjoying rolling hills and a scenic pause with great views. This friendly group paced run is led by an experienced guide and runs at sunset or by headtorch in winter.

Run the Pilgrim Challenge along the North Downs Way from Farnham to Canterbury, passing historic countryside and charming villages. Choose 33 miles in one day or 66 miles over two days with overnight support, checkpoints and full event serv..

The Westonbirt Arboretum Winter Night Race is a unique running event set in the stunning National Arboretum, featuring over 2,500 tree species. Participants can choose between 5km and 10km routes, which offer a beautiful and varied landscap..

Take on the Hibernal Hills 50 Mile on 7 Feb 2026: a single loop starting and finishing at Queen Elizabeth Country Park with rolling trail terrain and about 6400 ft of climb. A winter classic for tough trail runners.

UTMB Index

Explore the South Downs from Amberley Museum on scenic marked trails with chip timing and a metal finisher medal. Choose 6 km, 12 km or 22 km routes, enjoy event photography and bag drop, and support a plastic free race by bringing your own..

Run two scenic half marathons along Portsmouth and Langstone coastlines over one weekend, with sea views, promenades and an optional ferry crossing. Complete both to earn the Double Trouble medal.

Enjoy a winter run through Westonbirt Arboretum's stunning tree collections on solid underfoot trail style paths. Distances of 5 km and 10 km suit all paces. Tickets are sold out.

The Cold Norton Charity Winter 10K & Half Marathon Trail Event is a winter charity trail run in Essex, raising funds for Farleigh Hospice. Held at Charity Farm, Crows Lane, Woodham Ferrers, it offers 10K and 13.1-mile routes run mainly on g..

Enjoy a scenic 10 mile route through parkland, riverside paths and woods in North Milton Keynes, including the quirky Cattle Creep tunnel. Canicross friendly, one lap with on the day race pack pickup and finish line goodies.

Take on a 5k canicross at Irchester Country Park, winding through woodland trails with expert guidance on hand. Finishers get medals, trophies and dog treats in a friendly, supportive atmosphere.

Take on the Wiltshire 10, a scenic 10 mile road race from Melksham through historic Lacock and back on 8 February 2026. With only 300 places, medals for all and prizes in age categories, it is perfect for fast times or a winter tune up.

Tackle scenic bridleways and ancient woodland trails at The One in the Woods, Henley, with a half marathon, 10k and family Little Sprinters 1k. Enjoy a lively event village and a finisher medal to celebrate your run.

XTERRA Matterley brings off road duathlons and scenic trail runs to Matterley Basin, Hampshire on Feb 14 and 15 2026. Routes from 7K to a 21K half plus duathlon options, with a kids bike run for family fun.

The 'Rayne'ing Medals Anniversary Challenge is a running event celebrating six years of Hare & Tortoise Running, taking place on The Flitch Way in Rayne. Participants can choose from five entry options, including a marathon, 6-hour timed ev..

Join the Magna Carta Winter run on 21 February 2026 from Wraysbury Skiff & Punting Club, Egham, with 10K, half marathon and marathon options along scenic River Thames out and back routes. Well marked course, GPX files and a finisher medal.

Take on the scenic St Peters Way Ultra, a 42 mile trail from Chipping Ongar to the atmospheric Chapel of St Peter on the Wall. Expect rolling trails, sticky mud and a dramatic sea wall finish while supporting the chapel.