Trail Running calendar near Princes Risborough 2025-2026

On 11 January 2026, enjoy rolling trails and countryside views around Farley Mount at the Winchester Trail Run in Sparsholt. Choose a challenging 21 km route or a breezier 12 km, with chip timing, medals and post race goodies.

Take part in Festive 5 on 11 Jan 2026, a 5 mile off road run along the River Avon through Fladbury and Lower Moor. Organised by Friends of Fladbury, this fundraiser offers free cake, spot prizes and supports local community projects.

Warm up your winter with the Winter Hot Chocolate Series, three friendly cross country races around Bramshill Plantation based at St Neot's School. Enjoy chip timing, themed medals and hot chocolate treats, plus a fun 1 mile kids race.

Explore the New Forest at Kings Garn Gutter on Sunday 11 January with courses for all levels from novice path courses to challenging long routes. Fast runnable forest, updated maps and onsite catering make it a perfect winter orienteering d..

Join a friendly guided 10k at High Lodge in Thetford Forest on 11 January 2026, led at a conversational pace perfect for runners taking their first steps into trail running. Enjoy mostly flat woodland paths, group support and an optional co..

Take part in a regional ranking orienteering at West Woods near Marlborough with courses for beginners to experienced navigators through mature woodland. Entry is online only and full leg cover and a whistle are compulsory.

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.

Join a guided 10 km trail run at atmospheric Hankley Common, exploring open trails, the Lion's Mouth and famous filming locations. Runs are led by an experienced trail guide and include sunset and night runs with headtorches for extra adven..

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.

Windmill Way Wander on 17 January 2026 at Suffolk Running Centre offers 5k to ultra routes through rolling Suffolk lanes with views of Dalham windmill. Enjoy a bespoke finisher medal, on course aid stations and included parking; bring your..

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 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.