Trail Running calendar near Shipston-on-Stour 2026-2027

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 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 @ Bagshot serves up a muddy, hilly Army training circuit with bogs, twisting climbs and knee to waist deep water holes. The 10 km is two gruelling laps.

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.

Experience the North East Night Championship at Wilton Woods on 24 January 2026, with four courses from 2.3 km to 5.7 km to suit all levels. Limited entries so book now for a thrilling evening of fast navigation under headtorches.

The Stonehenge Stomp is a not timed walking event around Stonehenge with marked routes of 5 km, 10 km, 20 km, 30 km and 40 km and marshalled checkpoints. Fifty percent of proceeds support Salisbury Hospice Charity and entries are online onl..

Take to flat, scenic trails through Alexandra Gardens beside Windsor Castle with chip timing and friendly post race goodies. Choose 10K or half marathon, enjoy well marked routes, free photos and an event village for food and drinks.

Tackle trails, paths and a signature hill across two round Dirt Run events at Irchester and Brigstock. Choose from shorter races up to 15 km, enjoy marshalled routes, water stations and a custom finisher medal for each round.

Tackle muddy trails and steep climbs at the May Hill Massacre, a scenic cross country run around May Hill in Gloucestershire. Choose a 7 to 8 mile route or the longer 14 to 15 mile Mayhem loop, with a canicross option and limited entries.

Run scenic trails across the Shropshire Hills and Long Mynd at The Icing on the Cake on 31 Jan 2026 with marathon, half and 10k options. Finish by the National Trust tea rooms and join the cake competition for a sweet post race treat.

G3 no.2 brings a friendly winter race to Hound House Road, Surrey on Saturday 31 January 2026. Pick a 10 km or 15 km route and enjoy clear signage, field parking and a welcoming series atmosphere.

Oxford Town v Gown is an inter-club orienteering event in Oxford organised by OUOC and TVOC, featuring a roughly 6 km course with artificial barriers and team entries as Town, Gown or N A.

Take on the Dovedale Big Daddy on 1 February 2026, an AL fell race in the Peak District covering 20.4 km with 1370 m ascent and nine steep climbs through the Manifold and Dovedale valleys. Entries close 29 January and are limited to 250.

Join the DirtRun Dudmaston 10k on 1 Feb 2026 for a scenic off road 10 km through Comer Woods at Dudmaston Estate. Enjoy a finisher medal and goodie, with category prizes including real ale for top performers.

Take on the Charnwood Hills Race on 1 February 2026, a scenic but testing 14.5 mile fell route through Bradgate, Broombriggs and Beacon Hill with rough underfoot and about 1,200 feet of climb. Entries are limited and pre entry is required.

Join the Dry January 10k at Willen Lake, Milton Keynes on 1 February 2026 to run 5k or 10k in person or virtually while supporting Alcohol Change UK. Enjoy a bespoke medal, charity technical t shirt and a fun lakeside route.

Sun 1 Feb 2026 in Stafford, the Cannock Chase Trig Points is a 27 km fell race that requires navigation on an unmarked route. Pre entry only, SI timing used, FRA kit required and free refreshments at the cricket club.

Guided 10 km trail run around the Devil's Punchbowl in Hindhead, with summer sunset runs and headtorch group night runs in darker months. Social pace, great views and the chance to try trail gear.