Trail Running calendar near Maidenhead 2025-2026

Take on the Crocodile Challenge at Ryton Pools Country Park, a timed six hour loop where you run as many laps as you like around scenic pools. Canicross and rucking welcome with dogs on short leads; finishers get a medal and a portion of fe..

Run a scenic, flat trail through Alexandra Gardens near Windsor Castle with 10K and half marathon options. Chip timed, marshalled and offering free photos, post race goodies and a tech tee deal.

Tackle scenic, eco friendly trail races through Ashdown Forest at Pippingford Park, with 10 and 5 mile options over rolling, hilly trails. Enjoy forest views, supportive volunteers, bespoke medals and cash prizes for top finishers.

Experience iconic views of Stonehenge on the Stonehenge Stomp, a friendly walking event that also welcomes runners. Choose routes from 5 km to 40 km and book online when entry opens on 1 November 2025 as places are limited.

Choose the Moors Valley Wildwood Trail Half Marathon or 10K through scenic woodland and muddy gravel trails where deer and birds of prey may appear. Chip timed, eco friendly event with aid stations and a wooden finisher medal.

The Longbridge 100 Backyard Ultra is a last-man/woman-standing race staged at Longbridge Farm Barns near Litlington in Alfriston, England. Each loop is 4.2 miles and begins on the hour, with competitors required to be inside the corral when..

Join G3 no.2 on Saturday 31 January 2026 for a friendly countryside run near Guildford, Surrey offering 10 km and 15 km options plus value three race bundles. Expect clear signage, easy parking and a welcoming community atmosphere.

Run scenic trails on the South Downs at Queen Elizabeth Country Park with 8, 15 or 22 km routes through woodland and rolling chalk tracks. Dog friendly, timed and offering water stations and finisher medals, it suits runners of every level.

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.

Run the Lavenham Old Railway 10k Trail on Sunday 1 February 2026, a scenic mixed terrain course along a disused railway, forest paths and country lanes. Expect muddy sections, grippy shoes, a finisher medal and village charm.

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.

Take on the Squirrel Challenge at Daventry Country Park, a six hour off road loop where you run, hike or walk repeated 3.3 mile laps to hit half marathon, marathon or personal goals. Canicross and rucking welcome, with cafe and park trails..

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..

Maverick Original West Sussex invites trail lovers to tackle 6 km, 12 km or 22 km routes across the South Downs from Amberley Museum. Expect steep technical hills, on course water stations, timing and a wooden finisher medal.

Hibernal Hills at Queen Elizabeth Country Park offers 50 mile, 50K and 20 mile single loop trail races across the South Downs. Expect about 99% trail, 6400 ft of climbing, seven aid stations, live GPS tracking and a bespoke finisher medal.

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 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 5k canicross at Irchester Country Park on Sunday 8 February 2026, running with your dog through scenic woodland trails. Experts will support first time runners and every finisher gets a medal and treats for their dog.

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.

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.