Trail Running calendar near Winterbourne Monkton 2025-2026

We have found 474 Trailruns within 80 miles of Winterbourne Monkton. See below where and when you can find the races.

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.

Dark Skies Series brings winter night trail running to Somerset with three atmospheric events offering 5 km and 10 km routes. Enter individual races or the full series and collect a bespoke wooden finisher's medal to mark the achievement.

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.

Discover the new Cardiff Trail 10k, a scenic 10 km trail run through Fforest fawr near Castell Coch. Expect muddy singletrack, sweeping views and a friendly atmosphere perfect for trail runners looking for a January adventure.

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.

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.

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 Axmouth Challenge on 18 January 2026 for scenic village runs with distances to suit every runner. Finishers enjoy complimentary refreshments while funds raised support the village hall.

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.

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.

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.

Take on a three hour nighttime trail at Holmbury St Mary and rack up as many 5 km laps as you can by headtorch. Entry includes a bowl of chilli or curry and prizes for the first finishers.

Join the Blackdown Beast, a social self guided run across the Blackdown Hills from Dunkeswell on 24 January 2026 with 10 and 16 mile options. Enjoy scenic trails and refreshment stops while helping Macmillan Cancer Support.

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, 24 January 2026 at Dare Valley Country Park, is a 7 hour Time Challenge where you pick your laps and earn a Spice Girls themed medal for 3 km or more. Scenic trails, snacks and festival vibes await.

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.

Choose your distance on the day and tackle scenic looped courses through woods and trails around Chalfont St Peter, with pacers welcome and a trained medic on standby. Distances from 7k to ultra are offered and top three finishers earn meda..