Trail Running calendar near Maidenhead 2026-2027

We have found 457 Trailruns within 80 miles of Maidenhead. See below where and when you can find the races.

Explore the scenic trails of the Surrey Hills on a guided half marathon. The route changes each time but always features iconic spots like St Martha's Hill. Choose from weekend runs or a special summer evening adventure.

The Griffin Challenge is a flexible 6-hour endurance event where you choose your own distance by completing laps on a flat, stone-surfaced trail. It starts and finishes at the Braybrooke Taproom, which offers post-run refreshments. This is..

The Sundowner Trail Marathon on 6 June 2026 is an evening 27 mile trail through saltmarsh, canal towpaths, vineyards and forests. Limited to 50 runners, this intimate race offers checkpoints, a finish memento and a bespoke local beer.

Run a 4.16-mile trail loop every hour until only one runner remains at this private farm venue in Hampshire. The event offers camping, full support, and a unique last-runner-standing format. It's a Bronze Ticket backyard ultra set on a vari..

Run laps through Denbies Wine Estate in the Fire Horse Run, a timed off road challenge on an undulating 5.3 km loop with distances from 5 km to ultra. Pick as many laps as you like within a seven hour window for a flexible, scenic race day.

A 46-mile annual run or walk through the Cambridgeshire countryside, visiting four historic WWII Pathfinder Force airbases. Participants can tackle the route solo or as a team relay, starting and finishing at RAF Wyton.

A multi-distance running event in Bath that routes through two restored railway tunnels, including a 1672 m subterranean section. Distances range from a 500 m Colourburst to an ultramarathon, with the start and finish at Brickfields Park.

A multi-distance road and trail event around Ousden and Bury St Edmunds offering 5k, 10k, half, marathon and ultra options. Aid stations appear every 10k, parking is included and bespoke finisher medals are provided.

Challenge yourself on the scenic forest trails of Wendover Woods. Choose from a hilly Half Marathon, 10k, or Junior Run. All finishers receive a bespoke medal.

Run on the sand at Bournemouth Beach. This event offers 5K and 10K distances, starting from Bournemouth Pier and heading east along the coast. It presents a unique challenge with its beach terrain and coastal views.

A lively fell race on Coombe Hill near Wendover on 7 June 2026, tackling 7 km with 220 m of climb and rewarding hilltop views. Entry on the day, modest fees and a pint included make this a friendly, competitive outing for juniors and teams.

Explore the testing trails of Alice Holt Forest in Surrey at the inaugural Wild Trail Runs. Choose between a 10km or Half Marathon distance, with chip timing and feed stations provided. Canicross runners are welcome, and all finishers recei..

A self-navigated 10k trail run celebrating an organizer's 20th anniversary. The route on public paths offers a mix of flat and hilly terrain. Finish with a commemorative vest and a well-earned drink at the Plough & Harrow.

Midweek summer evening trail race on Wednesday 10 June 2026 at Moors Valley Country Park in Ringwood. A one lap 10 km forest route with chip timing, aid stations and canicross options, presented with sustainable event measures.

A flexible 6-hour timed run along the flat, scenic Jubilee River near Slough. Run as many laps as you like on the 5.24-mile course, with everyone receiving a finisher's medal. The route offers countryside views and a riverside path.

Explore the scenic Nene Valley trails on a 10 or 20 mile off road run. Camping is available at the start in Fotheringhay. The event encourages eco friendly practices, including bringing your own cup for the aid stations.

The South Downs Way 100 is a 100-mile point-to-point race along the entire South Downs Way National Trail. Runners have 30 hours to cover the 85% trail course, supported by 12 aid stations. Finishers receive a buckle, with a special award f..

A 50km trail race on the iconic South Downs Way, fully within the national park. Starting at Matterley Bowl, it finishes at Queen Elizabeth Country Park with full support and a 9-hour cutoff. Part of the World Trail Majors - Short Series.

Take on the scenic Cotswold Way in June 2026. Choose from distances of 10 km to 100 km, walking, jogging, or running at your own pace. The event offers full support with rest stops, medical teams, and a celebratory finish.

UTMB Index

Trail runs circling the scenic Bewl Water reservoir in Kent. Choose from four distances, from 10km to a 50km ultra, on a mix of woodland paths and quiet lanes. The event features chip timing, stocked checkpoints, and finisher medals.