Trail Running calendar near Upper Woolhampton 2026-2027

We have found 491 Trailruns within 80 miles of Upper Woolhampton. See below where and when you can find the races.

The Castle Trails 30km is a scenic point-to-point trail race along the River Medway from East Farleigh to Tonbridge. It offers a fully supported route with a flat, runnable profile and finishes with a lap on the track.

The Ridgeway Chase is a 60 km ultramarathon along the historic Ridgeway National Trail, starting at Ivinghoe Beacon and finishing near Wallingford. Held alongside a longer challenge, it offers runners scenic ridgeline views across the Chilt..

The Southampton Running Festival returns on May 31st, 2026. Runners can choose from 5K, 10K, or Half Marathon laps on a scenic route through Southampton Common. The event includes a lively village and support from marshals along the course.

This 50km ultramarathon is a unique point-to-point journey from Peckham, London, to East Peckham, Kent. Runners will experience a route that transitions from urban streets to the Kent countryside. The event offers aid stations and marked co..

June 2026

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..

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.

BigSea Trails is the water event in the Classic Element Trail Series on the Isle of Purbeck on 7 June 2026. Routes start and finish on Knoll Beach and range from a half marathon to a 54k ultramarathon with stocked aid stations.

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..

The Beast is back for 2026. This unique 10k takes place on the scenic grounds of the National Trust's Brockhampton Estate, with a strict limit of 100 runners.

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.

An evening 10K trail race through Moors Valley Country Park in Ringwood as part of the Wildwood Trail Series. Single lap forest course with chip timing, aid stations and an eco friendly wooden finisher's medal; canicross option available.

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.

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..