Trail Running Calendar South East (England) 2026-2027

A ten hour lap event at Pippingford Park where participants aim to complete ten laps of roughly three, four or five mile loops. Each lap must finish back at the race village within the hour and the final grade is set by the shortest loop co..

A military style obstacle mud run at Hever Castle on 10 and 11 October 2026 offering 3K, 6K and 12K routes with replica Commando obstacles, an event village and a 2-hour survival experience.

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.

The Titsey Trail 10k is a community running event held on Sunday, 11th October 2026. Organized by runners for runners, it raises funds for a variety of local charities.

A community-run event in Old Basing with chip-timed 10K and 6K trail races plus a 2K family fun run, raising funds for Friends of Old Basing Schools.

A nighttime backyard ultra from Vigo Rugby Club that sends runners repeatedly on a 4.167 mile loop, starting each hour. Options include an open-ended Backyard Ultra or a 7 hour Challenge, with buckle and medal awards plus a team prize.

A 100 mile trail race from Goring & Streatley using Thames Path and Ridgeway routes in four 25 mile out and back spurs. The event has 16 aid stations, full medical support, a 28 hour cut off and mandatory kit and qualifier requirements.

An annual 25 km and 50 km challenge walk, jog or run through footpaths and tracks in Kent, Surrey and Sussex on 17 October 2026. Entrants receive route files and have checkpoints, food and first aid included.

Woodland half marathon and 10k at Bedgebury National Pinetum in Kent on 18 October 2026, with traffic-free forest trails, downloadable GPX maps, medals, free photos and limited free parking.

An off‑road cross‑country race in Hardwick, Buckinghamshire, covering about 6 miles across varied terrain and water crossings. Entry is limited to 300 runners, with medals and category prizes including team awards.

A 10K trail run through the private grounds of Hole Park in Cranbrook, Kent on 18 October 2026, featuring parkland and woodland sections, timed results, official photography and bespoke finisher medals.

The Blackdown Hill Challenge on 18 October 2026 is a trail running event from Fernhurst Recreation Ground to the Temple of the Winds, featuring a 866 ft climb and wide views. A shorter adult trail of about 4.5 km is also offered.

Beachy Head Marathon Weekend runs multiple trail distances from a 10k to an ultra near Bede's Prep School in BN20 7XL on 24/10/2026. Runners comment on clear signage, friendly marshals, stocked aid stations and hilly coastal terrain.

A point to point 47 miles ultra along the Thames Path and Ridgeway from Iffley to Henley-on-Thames, mostly on trails, with five aid stations, mandatory kit checks, baggage transfer and live GPS tracking.

A hip-hop themed coastal run at Milford on Sea with mixed terrain and coastal views. Runners choose distances from 5 km to ultra-marathon, completing 5.3 km out and back laps with an aid station and themed medal.

An off-road event south of Canterbury offering marathon and half marathon routes across scenic trails and country lanes. Checkpoints, mandatory kit requirements, OpenTracking and Event HQ facilities are provided.

Looped races at Chalfont Park and Chalfont St Peter let runners choose distances from a 7K loop to multi lap ultras. Aid station, clear course marking, crew support and medical cover are provided.

A five mile night trail run at The Plough and Harrow in Litlington on 30 October 2026, self navigated via GPX with a tail runner, timed results, Halloween fancy dress prizes and an age limit of 18 plus.

Night trail running in Alice Holt Forest on 31 October 2026 with 5 km laps to make 5 km, 10 km or 15 km. The course is fully marked, has one outpost per lap and offers free parking and timed results.

An evening Halloween run at Hogmoor with 3.3K kids, 6.6K and 10K loop options plus a 6.6K canicross. The course has sandy hills, mud and shallow water; medals, free parking and onsite refreshments are provided, fancy dress and a torch are r..