Trail Running calendar near Windsor 2026-2027

A seasonal trail run series at Cowdray Estate offering 5 km, 10 km and 10 mile races across spring, summer, autumn and winter, with a summer evening event that includes a BBQ, bar and spot prizes.

An out-and-back ultra along the traffic-free Brampton Valley Way with a county-versus-county scoring format, feed stations, two dark tunnels, and a 7 hour cut-off. Entries limited to 100 starters from each end.

A circular 10 km trail race around the Nene Valley, starting and finishing at KC Active in Kings Cliffe. The course is waymarked and marshalled with an aid station, eco measures in place and entry via SiEntries with a £22 fee.

Take on the 42 km Brighton Trail Marathon through the South Downs from Stanmer Park to Hove Lawns on 12 April 2026. Hilly chalk ridgelines, woodland and a finish on the Brighton Marathon route promise a scenic, rewarding challenge.

Windsor 50 on 18 April 2026 uses Windsor Racecourse basecamp and looped 50 km, 25 km and 10 km routes through the Great Park and along the Thames Path, with regular rest stops, medical support, timing and categories for walkers and fast run..

An ultra trail race along the Chiltern ridgeline from Berkhamsted Castle to Hampden Meadow in Wendover. The route is about 51 km with 996 m of ascent, fully marked and supported by three staffed aid stations and a nine hour cutoff.

Trail races on the Serpent Trail in the South Downs National Park offering five distances from 12km to 110km, start and finish at Cowdray Farm Shop, with marked courses, aid stations and on-site camping available.

Tough but rewarding 10 km fell race around Chingford with 450 m of climbing, hosting the first ever Essex County Championships. Pre entry only and open to Essex eligible runners aged 16 and over, with teams welcome.

A timed, lap-based run on a flat 5.3 km towpath course by the River Thames in Walton on Thames. Distances range from 5 km to ultra with flexible rock up and run starts and an optional no-medal lower-price entry.

A scenic trail half marathon along Seaford seafront and the South Downs, organised by Martello Rotary Seaford and Seaford Striders. The event features marshal support, water stations, a bespoke medal and raises funds for local charities.

Run the rolling trails of the South Downs at the Grand National 10 km Trail Run in Findon, with 10 km, canicross, 5 mile and kids events for all ages. Scenic route, bespoke medals, charity support and a fun Filly or Colt costume prize.

Timed lap event at Buchan Country Park on 19 April 2026 with 5.3 km laps to create distances from 5 km up to ultra within a 7 hour limit. Runners may choose one of twelve medals or a lower cost no medal entry.

Run the Thames Ring Series along scenic river and canal towpaths with three distances: TR250 full loop, TR150 and TR100 sections. Choose your challenge and enjoy riverside trails, checkpoint support and GPS tracking across this adventure.

A limited capacity evening trail run of 5 miles for over 18s with the course run in reverse from previous years. Route files are provided beforehand and finishers can exchange their race number at the bar for a drink.

A countryside walking and running event around Bath on 25 April 2026 with four distances from 12.5 to 26.5 miles, public footpaths and checkpoints offering food and drinks.

Join the Ale Trail, a 15 mile sponsored fun run through scenic countryside around Alfriston on 26 April 2026, with just 50 places for a sociable challenge. Start and finish at Ye Olde Smugglers Inne with checkpoints offering beer tokens and..

Event overview The Chase Trail Run 2026 is part of the Garmin UK Trail Running Festival on 26th April 2026. The event takes place at St Giles House, Wimborne St Giles, BH21 5NA and is organised by ORA Events Limited. Entries close on 22nd A..

A multi-distance road event at Suffolk Running Centre offering 5k, 10k, half, marathon and ultra options on measured routes. The marathon uses the Kirtling Route; aid stations, parking and bespoke medals are provided.

A blindfolded navigation challenge near Winchester where participants are dropped at unknown locations and must find their own way back on foot. Options cover six, ten or fifteen mile drops and devices are surrendered at registration.

A one-day circular long-distance event on 26 April 2026 around Coventry, roughly 40 miles (41.4 miles in 2026). Open to walkers, runners and relay teams of up to six, with five checkpoints and a hot meal at the finish.