Trail Running calendar near Winterbourne Monkton 2026-2027

A multi distance trek and trail event on the Isle of Wight with a 106 km full island route plus shorter options, supported by staffed rest stops, GPS tracking, medical teams, camping and shuttle transfers.

A single entry covering four Centurion Running 100 mile events in 2027, including Thames Path 100, South Downs Way 100, North Downs Way 100 and Autumn 100. Minimum age 20 and published entry fees apply.

A 100 mile trail race along the Thames Path from Richmond to Oxford on 1 May 2027, with 1900 ft of climb, a 30 hour cut off and a minimum of twelve aid stations. Entries require a qualifying 50 mile finish within 15 hours.

An official Backyard Ultra at Blaise Castle Estate on 1 May 2027 where runners complete a 6.7056 km loop each hour until one runner remains. The woodland loop is hilly and technical, head torches are mandatory at night and minimum age is 20..

Three Forts Challenge is a Sussex trail running event across the South Downs from Lancing Manor Leisure Centre. It offers a full marathon, half marathon and a 5 mile run, and directs event profits to Ferring Country Centre and local chariti..

A one day Cotswolds trail event on 2 May 2027 offering six distances from 10K up to a 100KM ultra plus a two person 100KM relay, with feed stations, baggage support and trackers on the ultra routes.

A woodland trail relay at Culden Faw Estate near Henley on Thames offering solo, pair and team entries with camping available. The course uses estate tracks, features a climb before 3 km and is chip timed with live lap splits.

A spring trail event in Harewood Forest near Andover offering 5k, 10k, canicross and a childrens fun run on undulating, multi terrain courses with marked routes and on course marshals.

An off-road half marathon and 10 km trail event near Ludgershall through bridle and woodland tracks, with chip timing, stocked aid stations, full medical support, finishers' medals and prizes for the top three men and women.

A two day, two person, self supported navigation challenge in the Surrey Hills based at Newlands Corner. Teams carry all kit and food and score points from virtual controls during two timed sessions across the weekend.

A 50 km point-to-point ultramarathon from Horsham to Brighton seafront across trails and downs, with four feed stations, a fully signed route and a GPS file provided before race day.

A mud obstacle 5k at Southsea Common with climbs, crawls and slides on a mainly flat route. Waves start every 15 minutes, participants must be 13 or older, and the event supports fundraising for Cancer Research UK.

An untimed inflatable obstacle run in Guildford on 8 May 2027 with giant inflatables and music zones. Distances from 2.5 km to 15 km, family friendly, with medals, onsite facilities and group discounts.

Multiple trail race distances in the Stroud area using towpaths, disused railway tracks and Cotswold hills, with a route that ascends to Selsley Common for wide valley views. Water, marshals and first aid are provided on course.

A multi-terrain running event around Naseby Village Hall in Northamptonshire offering multiple distances from 10K to a 35 mile ultra. Routes change direction each year and include roads, trails, and local historic landmarks.

A guided 30 km trail run in the Chiltern Hills with checkpoint support, trail technique instruction and a finisher’s medal. The event starts from the Iron Room near Tring Station with group pacing and bag storage.

A Trifecta obstacle-course weekend in Henley on Thames featuring Sprint, Super and Beast races plus a kids race along the riverside and town landmarks. Events list 20 to 30 obstacles and show a 4.7 participant rating.

A 50 mile point to point on the North Downs Way from Farnham to Knockholt Pound, with 5,600 ft of climb and around 80% trail. The race has a 13 hour limit, six aid stations, no pacers or crew, and a 300 runner cap.

A multi-distance trail event on Dorset’s Jurassic Coast on 15–16 May 2027, with routes from 10 km to 100 km. The course features marked trails, regular rest stops, medical and massage support, camping options, transfers, and finishers award..

Several distances are available: 5k, 10k and 20k routes around Deddington. The event is open to all ages and organised to raise funds for Deddington Primary School PTA, Deddington PFSU and the Firefighters Charity via Deddington Fire Statio..