Trail Running calendar near Windsor 2025-2026

Scenic flat trail around Maidenhead Commons and Summerleaze Lake on 26 July with 5K to half marathon options. Event base at the Sports Bar with marshals, chip timing, unique medal and free race photos for a friendly community day.

Run or walk the North Downs 50 Ultra around Guildford, a scenic 50 km loop through the Surrey hills. Shorter routes, staffed aid stations, GPS tracking and camping or en suite finishes make this a supported trail day for all paces.

Tackle a full or half marathon along the scenic Vanguard Way, weaving through woodlands, parkland and Greensand Ridge views near Croydon. Finishers receive a medal, mug, buff and post race treats for a memorable day.

Take on the Standish Woodland Chase on 2 August 2026, a hilly just over 8 miles route along the Cotswold Way featuring woodland trails and escarpment views. All finishers receive a metal souvenir medal.

The MTC Thames Challenge is a four day, 184 mile multiday ultra along the Thames Path from the Cotswolds to the river mouth. Solo and relay entries and UTMB points appeal to experienced runners seeking an epic, supported adventure.

Tackle the 57 mile point to point MTC Cotswold Ultra along the scenic Thames Path through Cotswold countryside. Finishers receive a bespoke medal, every runner gets an MTC visor and checkpoints plus GPX keep you supported.

Tackle the MTC Oxford Ultra, a scenic 49 mile point to point ultramarathon along the Thames Path finishing in Henley on Thames. With three staffed checkpoints, mandatory GPS navigation and a finisher medal, it is a true test of endurance an..

Scenic 7 hour timed run along the River Thames on 7 Aug 2026 lets you choose any distance from 3 km to ultra. Finishers get medals and distance pins, with aid stations, cafe and vegan goody bags.

Run 47 miles along the River Thames from Henley to Kingston in the scenic MTC Windsor Ultra. Enjoy riverside views, three aid checkpoints and a bespoke finisher medal plus a choice of technical shirt, mug or hat.

Tackle ATW Odyssey12 at Riverside Park, St Neots, a multi terrain lap event where solo runners, pairs or teams rack up 5.3 km laps against the clock. Enjoy festival vibes with live music, food, kids activities and an Odyssey medal for finis..

Run the North Downs Way in about 100 miles from Farnham to Ashford, tackling rolling chalk downland and roughly 11,000 ft of ascent. This 30 hour Western States qualifier offers stocked aid stations and a memorable test of endurance.

Run the scenic Stour Valley Path in either a 100 km or 50 km trail race from Newmarket to Manningtree on 8 August 2026. Mostly off road through Suffolk and Essex countryside, the event awards UTMB points and finisher medals.

Choose any number of laps on a scenic 5.3 km loop at Denbies Wine Estate to make distances from 5 km up to ultra. Timed event with a flexible 1.5 hour start window and support on a hilly off road course.

Join Ramsbury Gold 10km at Ramsbury Brewery for a scenic mostly trail run through woodland and footpaths with about 180 m of climbing. Canicross option, chip timing, medals and finish drinks included while supporting Brighter Futures.

Enjoy an undulating 10k through peaceful country lanes and rolling Kent countryside at Mount Ephraim Gardens on 9 August 2026. Support Oasis Domestic Abuse Services while grabbing a bespoke medal, free photos and entry into the gardens.

Thames Meander follows the scenic Thames Path for 10K, half marathon or marathon out and back routes between Barnes and Petersham. Expect towpath and trail underfoot, friendly marshals, checkpoints with fuel and professional medical cover.

Join Saturn Too Midweek Medal Madness on 14 August 2026 for a seven hour timed challenge along the Thames with distances from 3 km to ultramarathon. Finish 3 km to earn a medal and goody bag with drink stops on course.

Take on the Foxton Hound Ultra, an off road 50k or 100k through Market Harborough countryside, passing Foxton Locks, Naseby Battlefield and Kelmarsh Tunnel. Tough trails, great aid and scenic village routes make it memorable.

Join the Black Bull 15 charity trail event on 16 August 2026 with a competitive 15 mile trail run or a timed 15 km hike. Enjoy rolling trails, possible wildlife sightings and a finisher's medal plus a free drink and race tee.

Experience the Two Tunnels in Bath, a unique run through two lit, surfaced railway tunnels and rolling paths. Options span short Colourburst runs up to marathon and 50 km distances, with proceeds supporting Sustrans.