Trail Running calendar near Gerrards Cross 2026-2027

Event Overview The Marlow Donkey is a challenge event offering three walking route options around the Hambleden and Stonor valleys, starting and finishing in Marlow. It is organized by the Thames Valley group of the LDWA. Routes & Chall..

A flexible 6-hour timed run along the flat Jubilee River towpath. Run one 5.24-mile lap or see how many you can complete. The scenic route passes through countryside with views towards Windsor Castle.

Looped 50 km, 25 km and 10 km routes from a Maidstone basecamp travel the North Downs Way, the River Medway and past Leeds Castle with covered rest stops, GPS tracking, camping and finisher medal and t shirt.

Tackle iconic Box Hill on a trail running challenge in Surrey. Choose from 50k, 31k, or 21k distances on a clearly marked course with marshal support. Finish in the event village to collect your medal and post race goodies.

Choose a scenic 10k or shorter 5k through the Chiltern Hills around Frieth, combining woodland paths and country roads. Expect rolling climbs and panoramic views for a rewarding, hilly challenge for road and trail runners.

A circular 13.1 mile trail race in Thetford Forest around High Lodge held in October. The traffic free, multi terrain course is manually timed with cupless water provision, on the day number collection, medals and trophies for top finishers..

Run a beautiful single lap through the autumn woodlands of Limpsfield Common. The 10k trail course features gentle slopes and a mostly downhill finish. Participants receive a medal, a finisher's T-shirt, and enjoy a supportive community atm..

Choose between a 10k or half marathon trail race around the scenic Grafham Water reservoir. The fully marked courses offer countryside and water views, with on-course support and a finisher's medal for all. Bring your own cup and a charged..

The FOOBS Trail and Fun Runs return in October. Choose from a chip timed 10K, 6K, or a family friendly 2K fun run through the countryside near Old Basing. The event supports local schools through community fundraising.

This 10k starts and finishes at the Dengie Hundred Sports Centre. The flat, single-lap route takes in sea wall paths, open countryside trails, and town streets. Free parking and facilities are available on-site.

Event Overview The Autumn 100 is a 100-mile continuous trail race. It takes place in the villages of Goring & Streatley on the River Thames. The event is scheduled for 17 October 2026. Course Details The course is shaped like a cross an..

Event Overview The Gatliff Marathon is an annual challenge event offering walkers, joggers, and runners a choice of 25 km or 50 km distances. It takes place on rural footpaths and tracks in the Kent, Surrey, and Sussex countryside. The even..

Roughly 12K trail run on bridle paths and the Imber Range near the Westbury White Horse on 18 October 2026. Limited to 200 places so book early for a bespoke finisher medal and category prizes.

Woodland half marathon and 10k at Bedgebury National Pinetum & Forest on 18 October 2026, with downloadable route maps, a bespoke medal, free photos and limited free parking.

A trail race weekend at Bede's Prep School near Beachy Head offering Ultra, Marathon, Half Marathon and 10k distances. Runners note scenic views, steep hills, clear signage and strong marshal support.

A 47-mile point-to-point ultra along the Thames Path from Iffley to Henley-on-Thames. The course mixes riverside trails with road sections and is a UTMB index race. Support includes five aid stations, GPS tracking, and a baggage transfer.

A 30-mile out-and-back ultra along the River Stort and Lee navigations, mostly flat grassy trail with checkpoints about every 5 miles and four- and eight-hour cut-offs. Based at Hockerill Sports and Social Club with medals and trophies for..

Timed multi terrain loop at Ferry Meadows on 25 October 2026 with four hour and six hour options. Runners complete as many 5.3 km laps as they wish, with an aid station each lap and event or lucky dip medals available.

Run through the dark woods of Irchester Country Park in this Halloween-themed night event. Choose between a spooky 5k or a family-friendly 2k Fun Run, with fancy dress encouraged. All finishers get a medal and treats, with free photos inclu..

A 5 mile timed, self-navigated night trail on 30 October 2026, run mostly through forest and downland. Fancy dress is encouraged with trophies and a post-run dessert for winners, and a tail runner will sweep the course.