Trail Running calendar near Upper Woolhampton 2025-2026

The Greedy Run at Pengethley Manor on Saturday 17 January 2026 invites runners and walkers to choose from 5k up to Ultra on an offroad loop through vineyards and rolling hills. Race day has hot drinks, food, free parking and a finisher meda..

Discover gravel tracks through ancient New Forest woodland at Holmsley Campsite with 6, 12 or 22 km options and wildlife around every turn. Dog friendly, fully marked, with aid stations, timing and a wooden finisher medal.

Take on the Arundel and SDW Winter Trails 2026, a point to point off road run from Heyshott to Arundel by Arundel Castle. Choose marathon or 15 mile routes through rolling fields and riverside trails and cross a scenic suspension bridge.

Take on the Riverbank Rollick a scenic 9.6 mile off road trail run along riverside paths, through woodland and a stream crossing. Earn a metal finisher medal that links to two other Thornbury Running Club races for a collectable series.

Tackle the Envious Run on 18 January 2026 at Pengethley Manor, a scenic offroad loop through vineyards with a hill each lap. Choose any distance from 5k to ultra or run virtually in January for a finishers medal.

Join Ryde Harriers for a three race cross country series at Smallbrook Stadium in Jan and Feb 2026, with a testing 10 km course and a 6.5 km youth option. Expect varied terrain, team trophies and friendly club racing with limited entries.

Run the Benfleet 15, a scenic 15 mile multi terrain challenge at Hadleigh Country Park including parts of the 2012 Olympic mountain bike course and Canvey sea wall. Bespoke medal, free photos and prizes. Bring your own cup.

Join The Dirt Run, a two round multi terrain series in Northamptonshire with trails, paths and a muddy hill to conquer. Choose 5 km to 15 km routes and collect a custom finisher medal amid scenic parkland.

Night street orienteering in Chelmsford as part of the Essex Winter Midweek Series. Use MapRun or printed waterproof maps to tackle Long or Short courses through roads, paths and parks under torchlight for series points.

Take on a three hour trail challenge from Holmbury St Mary and complete as many 5 km laps as you can across scenic Surrey Hills trails and the climb to Holmbury Hill. Entry includes a bowl of chilli or curry and a headtorch is required.

Tackle a wet and hilly trail at Bagshot on Saturday 24 January 2026, with splashy puddles and twisting climbs to test you. Choose a single lap 5 km or two lap 10 km for a muddy, adventurous winter race.

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.

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.

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.

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.

Join the G3 Series on Saturday 31 January 2026 for scenic 15 km and 10 km runs near Hound House Road in Surrey. Friendly, well signed courses and easy parking make this a perfect winter tune up for runners of all paces.

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.

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..