Trail Running calendar near Upper Woolhampton 2025-2026

Join The Dirt Run, a two round multi terrain series in Northamptonshire with trails, paths and a muddy hill to conquer. Choose 5 km to 15 km routes and collect a custom finisher medal amid scenic parkland.

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.

Night street orienteering in Chelmsford as part of the Essex Winter Midweek Series. Use MapRun or printed waterproof maps to tackle Long or Short courses through roads, paths and parks under torchlight for series points.

Take on a three hour trail challenge from Holmbury St Mary and complete as many 5 km laps as you can across scenic Surrey Hills trails and the climb to Holmbury Hill. Entry includes a bowl of chilli or curry and a headtorch is required.

Tackle a wet and hilly trail at Bagshot on Saturday 24 January 2026, with splashy puddles and twisting climbs to test you. Choose a single lap 5 km or two lap 10 km for a muddy, adventurous winter race.

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.

Running Tribe Races in Chalfont St Peter offer looped 7 km or 10 km courses with choices on the day from 7k up to ultras. Enjoy scenic trails through woodland, a staffed hub for support, and welcoming pacers.

Join the Stonehenge Stomp on 25 January 2026 for a scenic walking event that welcomes runners and is not a race. Choose routes from family friendly 5 km up to 40 km and enjoy stunning views of Stonehenge in a popular, limited entry event.

Tackle scenic trails through Ashdown Forest with 5 and 10 mile options on 25 January 2026 at Pippingford Park Manor. Expect rolling climbs, bespoke medals, podium cash prizes and free parking for a rewarding winter trail challenge.

Enjoy scenic woodland trails at Moors Valley Country Park with muddy sections, wildlife sightings and two distance options: 10K and half marathon (two laps). Eco friendly event with chip timing, aid stations and limited canicross places.

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 the wild trails of May Hill with muddy climbs and an open summit offering panoramic views. Pick the shorter course or the longer Mayhem loop, or join the canicross for a lively weekend of cross country fun.

Join the G3 Series for G3 no.2 on Saturday 31 January 2026, choose a measured 10 km or 15 km road or trail route through Surrey. Start and parking are in the field off Hound House Road GU5 9JG with clear on site signage.

Run the South Downs at Queen Elizabeth Country Park with 7.9, 15.2 or 21.6 km routes through ancient woodland and gravel tracks. Chip timing, finisher medal and water stations make for a rewarding trail day for runners and their dogs.

Run Starburster at sunset in Hurn Forest from St Leonards cricket club, with 5 and 10 mile options that glow under twilight. Bring a head or chest torch and trail shoes are recommended, and 20% of fees support Forestry England.

Tackle scenic, undulating trails through Bedgebury National Pinetum with 10 and 5 mile options plus a junior run. Enjoy bespoke medals, photos and prizes as you race across pine forest terrain that may be muddy after wet weather.

Guided 10 km trail run around the Devil's Punchbowl in Hindhead, tackling rolling hills and a dramatic natural amphitheatre. Run as a friendly group at sunset or by night with headtorches, pause atop for views and try kit and trail shoes.

The Pilgrim Challenge will take place in Farnham from Saturday 7 February 2026 to Sunday 8 February 2026. You can run 66 miles.

The Westonbirt Arboretum Winter Night Race is a unique running event set in the stunning National Arboretum, featuring over 2,500 tree species. Participants can choose between 5km and 10km routes, which offer a beautiful and varied landscap..

Hibernal Hills on 7 February 2026 at Queen Elizabeth Country Park offers runnable but hilly single loop trail races of 50 mile, 50K and 20 miles across the South Downs. Live GPS tracking and Triple Crown status add winter challenge appeal.