Trail Running calendar near Isle of Wight 2026-2027

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.

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.

MacTuffX Swindon features a series of repetition based running formats including solo and team categories. Participants choose between multiple 400m or 800m loops in this structured athletic event for adults.

A community off road running event in Marshfield on Sunday 11 October 2026 with children's and adult distances. Entries support Marshfield Primary School and the routes use temporary access across private land.

Trail races on 17 October 2026 around the Isle of Purbeck and part of the Jurassic Coast, with a **102 km** ultra and a **54 km** ultra, marked courses, outposts and mandatory safety kit for each distance.

A 100 mile trail race from Goring and Streatley using Thames Path and Ridgeway in four 25 mile out and back legs. The course has 16 aid stations, a 28 hour cut off and mandatory qualifying entry standards.

An annual cross-country challenge walk, jog or run of 25 km or 50 km across footpaths and tracks in Kent, Surrey and Sussex, with checkpoints, food provided, GPX route files, and first aid cover.

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.

A multi terrain trail event in Stockland, East Devon on 18 October 2026 offering 10 km, 5 km and 3 km routes across fields, lanes and river crossings, with village hall HQ and on site refreshments.

Keynsham Dandy is an off road 12.5 mile race in October organised by Town and Country Harriers with race HQ at The New Inn in Keynsham. The route includes the revived Compton Dando section which crosses a stream.

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.

Wight Lines is a mixed-terrain coastal run at Milford on Sea with views of the Isle of Wight and Sturt Pond Nature Reserve. Runners choose distances from 5K to ultra, complete 5.3 km laps, and receive a medal for one lap or more.

Looped 7K and 10K courses near Chalfont St Peter and Gerrards Cross let entrants choose distances from 7K to 40 mile ultra on the day, with aid station, drop bag access, pacers, crew support and medical cover.

Mendip Muddle is a 20 km multi terrain fell race in Somerset with about 420 m of climbing. Headquarters are at Charter House Outdoor Activity Centre; on course water and first aid are provided and prizes are awarded by category.

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.

Nighttime trail event in Alice Holt Forest on 31 October 2026 offering 5 km laps in 5, 10 and 15 km routes, with an outpost on each lap, self serve water and free parking. Dogs and headphones are not permitted.

An evening Halloween run at Hogmoor with kids races, 6.6K and 10K laps plus a 6.6K canicross. The course has sandy hills, mud and shallow water and races run after dark so a torch is advised.

A chip timed beach run on West Wittering Beach with sea and downs views. Distances of 15.3 km, 10 km and 5 km, on-course water stations, finisher medal and dog friendly options.