Trail Running calendar near Monmouth 2025-2026

We have found 288 Trailruns within 80 miles of Monmouth. See below where and when you can find the races.

Run the A Nightmare Before Xmas Trail half marathon on 20 December for a festive, challenging trail with mixed terrain and a steep Hill of Doom finish. Enjoy seasonal treats, a finisher medal and a prize for best Christmas fancy dress.

Join Santa Run Wales on 20 December 2025 at Dare Valley Country Park for a festive 2.5 km or 5 km run on scenic park paths. All finishers get a Christmas medal and goody bag for a fun seasonal outing.

Slow and Dirty is a festive 19 km trail run through Dorset on 21 December 2025 with a canicross option and family friendly vibe. The level railway route welcomes dogs and buggies and finishes with a bar, medal and refreshments.

Celebrate early with The Early Christmas Present, a timed loop along the peaceful Stroud Waterways canal where you can run from 5k up to ultra on flat towpath. Limited places, bespoke finisher memento and virtual entry available.

The Santa Claws 10km will take place in Thatcham on Wednesday 24 December 2025. You can run 10 kilometers.

Join the WIM Boxing Day Canter for a lively one hour score orienteering with a mass start and festive bonus controls to chase. Head to Moors Valley Country Park for waterproof maps, SI punching and a fun after Christmas adventure for all ab..

Run the Midwinter Mortimer Trail on 27 December 2025 with 15 or 30 mile routes between Ludlow and Kington in the Marches. Take in limestone tops, ridges, river valleys and ancient hill forts on this classic winter trail.

Take on the 7 Sins and Immortal trail runs at Wenchford Picnic Site, a hilly, muddy winter course where 7 or 14 miles test your legs and grit. Canicross waves welcome, so come prepared for wet, icy and steep trails.

Join the Community Canal Run for a scenic off road route along the canal and River Tone into Taunton. Free to enter with registration required, choose a 14 mile or 7.5 mile route and enjoy cafes and a relaxed, untimed atmosphere.

Gingerbread Run is a festive 5 mile off road run across farmland with mud, rolling hills and a halfway Prosecco stop. Finish with homemade soup and an edible gingerbread medal while raising money for Brighter Futures and the Lily Foundation..

Join a festive 60 minute score event at Knightshayes National Trust on Sunday 28 December in scenic parkland and woodland. Mass start, map open at the hooter and race to collect as many controls as you can.

Enjoy a scenic winter countryside run of about 12.5 miles around Warminster while supporting the Royal British Legion Poppy Appeal. Expect competitive prizes, event merchandise and winter conditions so book ahead to secure your place.

January 2026

Bodenham Bound is a charity trail run at Bodenham Arboretum near Kidderminster on 4 January 2026, raising funds for Kemp Hospice and Harkaway Scouts. Pick 5 km or 10 km and tackle a scenic but testing mixed terrain course.

Explore the wild Elan and Claerwen Valleys in the Reservoir Roundabout, an annual 12 or 20 mile walking and running challenge across upland terrain. Waymarked but requiring map skills, it is volunteer run with proceeds to local charities.

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.

Join the Festive 5 on Sunday 11 Jan 2026 in Worcestershire for a scenic five mile off road run along the River Avon through Fladbury and Lower Moor. Community event with proceeds supporting local projects and the Neuroendocrine Cancer Chari..

Explore Cannock Chase on a self navigation 27 km route with 540 m of ascent, visiting trig points and checkpoints for a true fell running challenge. Finish at Milford Common for club hospitality and post race refreshments.

Join guided recce runs of the East Devon Round in early 2026, with experienced leaders covering different course sections and planned GPX routes to guide you. Free for East Devon Round entrants or a £3 donation for others; open to those age..

Kings Garn Gutter orienteering in the New Forest on Sunday 11 January offers runnable forest, streams and updated 1:10,000 maps. Courses range from short novice path events to long technical routes so all abilities can join.

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.