Trail Running calendar near Maidenhead 2026-2027

We have found 461 Trailruns within 80 miles of Maidenhead. See below where and when you can find the races.

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.

Battle along the Brampton Valley Way in a unique team ultra. Choose your start in Market Harborough or Northampton to represent Leicestershire or Northamptonshire over a flat 45 km traffic-free route. Tackle dark tunnels, enjoy full support..

This 10K trail race explores the scenic, rolling countryside of the Nene Valley. The friendly event features a fully marked and marshaled loop course starting in Kings Cliffe. Participants are encouraged to bring their own water bottles and..

A 42 km trail marathon across the South Downs, starting at Stanmer Park. The unique route merges with the final stretch of the Brighton Marathon for a finish on Hove Lawns. Participants must carry mandatory kit and use a reusable cup at aid..

UTMB Index

Set for April 2026, this trail challenge starts and finishes at Windsor Racecourse. Choose from 50km, 25km, or 10km loops through Great Park and along the Thames Path. With dedicated categories for walkers and runners, it offers full suppor..

UTMB Index

Race Overview The Chiltern Ridge Classic 50K is an ultra marathon traversing the ridgeline trails of the Chiltern Hills between Ivinghoe Beacon and Whiteleaf Hill. The race is a UTMB World Series Index Race. The current route is slightly lo..

UTMB Index

The Spring Trail Series takes runners on the scenic Serpent Trail through the South Downs National Park. With five distances from 12km to 110km, all races start and finish at the same accessible location at Cowdray Estate. The event offers..

UTMB Index

The inaugural Essex County Fell Championships features a new 10km course with 450m of climb. This open-entry fell race offers county prizes for qualified Essex runners. Every finisher receives a free drink.

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.

The Ibstone Circle offers 5km and 10km multi-terrain runs through the scenic Wormsley Estate, featuring the famous "Ibstone Kicker" climb. Both distances are open to adults and juniors, with a separate "Run in Colour" fun event for children..

Thames Ring Series The Thames Ring Series consists of three non-stop ultramarathon distances run on canal and riverside footpaths in southern England. The main event is the Thames Ring 250, a 250-mile (approximately 256-mile) trail race. It..

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.

A 15 mile trail run from the beer garden of the Ye Olde Smugglers Inne in Alfriston with two pub checkpoints offering a drink and snack; route GPX and a race narrative are provided and results appear within 24 hours.

The UK Trail Running Festival features a range of trail races for 2026, including marathon, half marathon, 10K, 5K, and fun runs. It offers events for juniors, dogs, and virtual participants, supporting local charities. The event is organiz..

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.