Trail Running calendar near Upper Woolhampton 2025-2026

Tackle the Gluttonous Run at Pengethley Manor, part of the 7 Deadly Sins series on 16 January 2026. Pick 5k to ultra and brave a tough off road loop through vineyards with a hill each lap, or opt for the virtual challenge.

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..

Maverick New Forest Gravel invites runners to explore scenic gravel trails and woodland mud on 6 km, 12 km or 22 km routes. Bring a reusable cup and you can run with your dog.

Take on the iconic Box Hill fell race on Sat 17 Jan 2026 from the Stepping Stones pub, a challenging 12 km route with 530 m of climb and sweeping Surrey views. Pre entry only and entries fill fast, so be ready when entries open.

The Phoenix Running - Walton-on-Thames will take place in Walton-on-Thames on Saturday 17 January 2026. You can run between 5 and 42 kilometers.

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.

The Phoenix Running - Southwater will take place in Southwater on Sunday 18 January 2026. You can run between 5 and 42 kilometers.

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.

The Phoenix Running - Walton-on-Thames will take place in Walton-on-Thames on Saturday 24 January 2026. You can run 3 miles.

Join the Stonehenge Stomp on 25 January 2026 for a scenic walking event that welcomes runners and is not a race. Choose routes from family friendly 5 km up to 40 km and enjoy stunning views of Stonehenge in a popular, limited entry event.

Tackle scenic trails at the Ashdown Forest 10 mile or 5 mile race on 25 January 2026 from Pippingford Park. Enjoy testing climbs, wide views across The Downs, free parking, a bespoke medal and cash prizes.

Run a scenic Half Marathon or 10K at Moors Valley Country Park on gravel woodland trails with some climbs and mud. Spot deer and birds of prey, grab an eco medal and enjoy friendly marshalled support.

Take to flat, scenic trails through Alexandra Gardens beside Windsor Castle with chip timing and friendly post race goodies. Choose 10K or half marathon, enjoy well marked routes, free photos and an event village for food and drinks.