Trail Running calendar near Oxford 2025-2026

Enjoy scenic off road laps around Pengethley Manor and its vineyards, with a cheeky hill and rolling ups and downs. Choose distances from 5k to ultra, walk or run at your pace within a seven hour limit and earn a finisher medal.

Take on the 7 Deadly Sins 7in7, a seven day challenge at Pengethley Manor in Ross on Wye from 12 to 18 January 2026. Run or walk varied distances each day on a hilly 2.5 km off road lap and collect a unique medal daily.

The Proud Run at Pengethley Manor on January 13 invites runners and walkers to tackle laps through vineyards and a testing hill, choosing distances from 5 km to ultra. Off road, scenic and inclusive, entrants must finish within seven hours.

Explore Hankley Common on a guided 10 km trail run that visits the Atlantic Wall and offers sweeping open views. Runs are led by a qualified coach in a friendly group, at sunset or by headtorch, with a chance of an alcohol free beer after.

Lusty Run at Pengethley Manor invites runners and walkers to tackle scenic off road laps through vineyards and a testing hill. Choose distances from 5k to ultra or take part virtually with a personalised bib and medal.

On 15 January 2026 the Angry Run invites runners to tackle an offroad looped course at Pengethley Manor, choosing distances from 5k to ultra. Expect rolling hills, vineyard trails and a friendly festival atmosphere.

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.

Join the Tiaras & Tutus Orange Run on 17 January for distances from 5 km to ultra along a flat riverside towpath. Enjoy a flexible one hour start window, seven hour time limit and bespoke finisher medals in a fun, limited field event.

Run the South Downs Way from Heyshott to Arundel Lido on 18 January 2026, choosing either a marathon or a scenic 15 Mile route. Expect muddy winter trails, river views and a friendly finish with coach transfer back to the start.

Take on the Riverbank Rollick, a scenic 9.6 mile trail run along riverbanks, woodland and fields with about 80% off road and likely muddy January conditions. Finishers get a bespoke buff and a linkable metal medal in the Thornbury 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.

Ryde Harriers host a three race cross country series at Smallbrook Stadium on 18 January, 15 February and 22 February 2026. Open to ages 15 plus with just 300 places, pre entry is recommended and runners should bring cross country spikes or..

Join the Red Robin Run at Southwater Park on Sunday 18 January 2026 for a timed, flat trail challenge on the Downs Link where you can choose 5k to ultra distances on the day. Enjoy a festive Red Robin finisher medal and limited places.

Explore Pippingford Park at this orienteering event on Sunday 18 January 2026, with courses for beginners, juniors and experienced navigators. Register online by 17 January to secure your place.

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.

Join the Dark Horse Trail on 21 January 2026 for a 5 mile self navigated run around Galleywood Common, starting and finishing at the Horse and Groom pub. Limited to 60 places, entry includes a sausage or veggie burger with chips.

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.