Trail Running calendar near Henley-on-Thames 2025-2026

Take on a beautiful but challenging 50 km through the Chilterns from Stonor Park, run as two scenic 25 km loops with about 4000 ft of climbing. Expect rugged trail, generous aid stations and a lively finish with medals and prizes.

Run the stunning Jurassic Coast with options from 10.5 km to 21 km, enjoying coastal views, Old Harry Rocks and Corfe Castle along scenic trail routes. Finish at the castle and take a private steam train back to Swanage for a memorable day.

Explore scenic South Downs trails at Matterley Basin, with hills, woodland and river views on routes from 5 km to a 24 km half marathon. Friendly and dog friendly with on course outposts, full marking, timing and free parking.

Take on the scenic Sevenoaks Circular Challenge on 15 March 2026 with new 15, 20 and 30 mile routes across the North Downs and Greensand Ridge. Checkpoints are indoors and refreshments plus hot food at the finish are included.

Take on Phoenix Running's Octopus Run on 15 March 2026 at Walton on Thames for a scenic towpath challenge along the River Thames, with distances from 5 km to ultra and flexible start times. Finish your effort and collect a bespoke finishers..

The Gratitude 25km is an exciting running event taking place in Broxbourne, UK. This race is designed for runners of all levels, promoting fitness and community spirit. Participants will enjoy a scenic route while challenging themselves to..

The ZigZag 2026 Moo-rathon, Calf and Hen K at the Farm is a trail running event held at Hyde Hall Farm, SG9 0RU. Returning for its third year, the event offers multiple distance options including 10k, half marathon, full marathon, and ultra..

Tackle Winter's End on the South Downs Way with a scenic 50 mile ultra or marathon route between Arundel and Winchester or QECP. Expect chalk ridge trails, ancient woodlands and supportive aid stations along the way.

Enjoy a guided 13 mile trail half marathon through the Surrey Hills, visiting St Martha's Hill and sections of the North Downs Way. This relaxed group run emphasizes scenery and camaraderie rather than competition.

Run through the South Downs at Stansted House Trail Run, choosing 10 km, 16 km or 21 km routes that wind through woodlands, fields and rolling hills. Enjoy chip timing, a finisher medal and marshals for a memorable spring trail.

Challenging 11K road and trail race around Bratton, Wiltshire with rewarding hill climbs and panoramic views. Limited to 200 runners, this community fundraiser at Bratton Jubilee Hall offers medals, prizes and a friendly race day atmosphere..

Tackle the North Downs Way through rolling Surrey countryside with a choice of a 26.2 mile marathon or a 14 mile route, both finishing at YMCA East Surrey in Redhill. Fully supported with transport to starts, aid stops, GPS routes, medal an..

Run the Forest of Dean Spring Half Marathon on Sunday 22 March 2026, a scenic half marathon starting and finishing at the Speech House Hotel along waymarked forest trails with gentle climbs. Organised for charity and supported by the Forest..

Explore flat, well kept trails around Windsor Castle with 10K and half marathon options plus a RunThrough Foundation place. Chip timed racing, free photos and post race food and an event village make it a great day out.

Hardwick X Stream is a gritty off road 6 mile cross country at Manor House Farm with streams, fields and plenty of mud. Limited to 300 runners, this spike friendly race gives a memento to every finisher and offers post race refreshments.

Enjoy scenic trail runs through Danesfield woods and country paths with 10k, 6.5k and a 1k Little Sprinters for kids. All entries include chip timing, a finisher medal and village refreshments for a fun family day out.

Frogger Jogger is a timed lap race on the scenic Thames towpath in Walton on Thames where you can run 5.3 km laps to choose distances from 5 km to ultra. Places are limited, enjoy river views and digital race extras.

Run a 10k night trail at Salcey Forest by head torch, with Petzl demo lamps on site and hot drinks before and after the flat two lap course. Canicross entries start early and a tree token can replace a medal to plant wildflowers.

Test your endurance at the Elephant Challenge in Salcey Forest, a six hour timed event where you rack up as many 3.5 mile off road loops as you can. Friendly to canicross and rucking, this scenic trail run suits all paces.

Join a guided 10km trail run at Hankley Common to explore the Lion's Mouth Atlantic Wall and scenic filming locations. Led by an experienced coach, this social group run offers kit advice and chances to trial trail gear.