Trail Running calendar near Bourton-on-the-Water 2026-2027

Take on the Greedy Run at Pengethley Manor, part of the 7 Deadly Sins series, and pick a distance from 5k to ultra on a tough offroad looped course. Hilly vineyard laps, 7 hour limit, medals and on site food.

Enjoy gravel trails through ancient woodland in the New Forest at Maverick New Forest Gravel on 17 January 2026. Choose from 22 km, 12 km or 6 km routes with scenic forests, wildlife and a friendly festival vibe.

Run under starlit skies in the Dark Skies Series, a winter night trail series across Somerset offering three events with 5km or 10km routes. Enter single races or the full series and order a bespoke wooden finisher medal.

Tackle a classic Box Hill fell race with a fully marked 12.8 km circular off road route and about 540 m of ascent, starting and finishing on Burford Spur. Enjoy challenging terrain, great views and competitive club racing under FRA rules.

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 in a scenic point to point trail event on 18 January 2026. Choose a marathon or 15 mile off road route that finishes by Arundel Castle with river views and rolling downs.

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.

The Envious Run at Pengethley Manor in Ross on Wye is an offroad lap race through vineyards and rolling hills, part of the 7 Deadly Sins series. Distances from 5k to ultra welcome runners and walkers and virtual entries are available.

Tackle scenic mixed terrain around Cosmeston Lakes in the CF64 Winter Race, a 6.4 mile off road challenge through woodland, meadows and trails. Join fellow runners on Sunday 18 January 2026 for a spirited winter test of fitness.

Run orienteering in Micheldever Forest on Sunday 18 January with an updated ISOM map and courses for all abilities. EMIT eCards, parking on forest tracks, toilets and nearby pubs make it a convenient winter forest adventure.

Join Esher Street O, part of the Winter Street O Series by Mole Valley Orienteering Club, at The Wheatsheaf in Esher. Choose a 60 or 40 minute score course with MapRun and relax with food and after the race refreshments at the pub.

Join the STAR Backyard Holmbury St Mary three hour trail challenge on 23 January 2026 and see how many 5 km laps you can complete around Holmbury Hill. A headtorch is required and entry includes a warm bowl of chilli or curry.

Take on The Holly Challenge on 24 January 2026 in Lightmoor Nature Reserve with distances from 5K to marathon and just 50 places available. Enjoy a scenic lane route, full support and a finisher medal.

Enjoy a scenic two day January Half Marathon and 10k on the traffic free Tissington Trail between Ashbourne and Buxton, with gentle climbs out and easy returns. Choose one day or both and earn a bespoke medal and free photos.

Brutal at Bagshot on 24 January 2026 is a gritty, hilly off road challenge on the Army Alpine circuit with bogs, knee to waist deep water holes and twisting, zigzag climbs. Pick a 5 km single lap or test yourself over two laps for 10 km.

Spice Up Your Run Wales on 24 January 2026 at Dare Valley Country Park is a fun themed 7 hour time challenge where runners choose distances from 3km up to ultra, with optional fancy dress. Enjoy scenic trails, on course aid, and a Spice Gir..

Huffin Puffin Run on 24 Jan 2026 at Xcel SPORTS HUB, Walton on Thames. Flat 5.3 km riverside loop with distances from 5 km to ultra; lap as you like within the time limit and enjoy aid stations and digital results.

Pick your distance on the day at Running Tribe Races in Chalfont St Peter and tackle looped trails through woods and footpaths. Distances from 7 km up to marathon and ultra are offered, with an aid station serving food and drinks.

Explore marked trails around Stonehenge in a friendly untimed event for walkers and runners, from 5 km to 40 km. Half the proceeds go to Salisbury Hospice and local athletics. Places are limited and it is cupless so bring your own cup.

Choose a half marathon or 10K through Moors Valley woodlands with muddy trails, steep climbs and chances to spot deer and birds of prey. Finishers get a wooden medal and the course is fully supported and timed.