Trail Running calendar near Isle of Wight 2026-2027

We have found 433 Trailruns within 80 miles of Isle of Wight. See below where and when you can find the races.

A novelty wife carrying race in Dorking featuring a 380 m out and back up The Nower with obstacles and a Splash Zone. Carried participants must meet a 50 kg minimum and wear helmets while competitors are encouraged to wear fancy dress.

A 13.1 mile out-and-back trail half marathon from Dorking to Leith Hill Tower, featuring 1,800 feet of ascent, four water stations, marshal support and a post-race cooked breakfast; profits support a local food rescue charity.

A circular walking and running event around Sevenoaks on 14 March 2027 with three routes of 30, 20 and 14 miles, indoor checkpoints and hot food at the finish. Entry limit 225 and entries run from 1 Oct 2026 to 2 Mar 2027.

A volunteer organised spring trail race around Seaton with a near 20 mile coastal and inland course plus a 9 mile Cub option. The weekend includes junior races, wooden finisher medals and steps to reduce single use waste.

Twelve consecutive days of timed riverside running in Walton on Thames with multiple distance options, collectible daily lantern medals, finishers shirts, and a Double-Down option to run two half marathons each day.

A 50km trail ultramarathon through the Chilterns centered at Stonor Park, run as two 25km loops with 4000 ft of climb, five aid stations and full medical support. The event has a nine hour finish limit and medals for all finishers.

Looped trail event from Bath Racecourse offering 50 km, 29 km and 10 km routes through Bath. The event features signed routes with GPS tracking, covered rest stops, medical and massage support, and categories for walkers and competitive run..

Point to point trail races on the South Downs Way offering a 50 mile ultra, a 50 km ultra and a marathon with marked routes, aid stations, coach transfers and an option to plant a tree instead of taking a medal.

Trail races at Stansted Park in Hampshire offer scenic 21.4k, 16.1k and 10k routes through South Downs woodlands and fields, with chip timing and a metal finisher medal for finishers.

Looped 7K and 10K courses in Chalfont St Peter and Gerrards Cross let runners choose distances from a single loop to ultramarathon. Aid stations, marked routes, crew access and medical support are provided, with prizes for top finishers in..

A trail race at Matterley Basin near Winchester with three distances across fast chalk trails, woodland and ridgelines. Support outposts, timed results and free parking are provided.

London Lea Valley Ultra 2027 is an ultramarathon organised by London based Camino Ultra on 20 March 2027 in London E15 2HB. The race is part of Camino Ultra's programme which also includes coaching and training resources.

Seven consecutive days of timed running on certified out and back routes along the River Thames in Walton on Thames. Distances from 5 km to ultra are available and finishers earn daily mementos plus a seven day lantern medal set.

A David Bowie themed trail event at Hurn Forest with a 5.3 km out and back lap and distance choices from 5K to ultra-marathon. Clubhouse facilities, an aid station with snacks, bag drop and a Bowie inspired finisher medal are provided.

Three consecutive long distance days along the Jurassic Coast from Charmouth to Shell Bay. Daily support includes checkpoints with food and drinks, transport from HQ, GPS tracking, medical cover and a bespoke finisher medal.

A space themed trail event at Hurn Forest with themed medals, aid station snacks and 5.3 km laps. Participants can choose distances from 5K to ultra marathon and 20% of entry fees support Forestry England.

A 40 mile coastal ultra from Abbotsbury to Lulworth Cove along the South West Coast path, featuring rugged terrain, checkpoints every 10 to 20 km, compulsory safety kit and GPS tracking; ITRA and UTMB recognised.

A two lap multi terrain 10 km trail race on Easter Monday around Mortimer Fairground and local woodlands, with a canicross option, chip timing, medal and free race photos. The undulating course is not suitable for pushchairs or wheelchairs.

April 2027

The La Diabolik de Ragnar will take place in La Hague on Saturday 3 April 2027. You can run 9 kilometers.

A single loop 50 km trail race around Arundel and the South Downs with about 3,200 ft of ascent, four aid stations, live GPS tracking and chip timing on a fully marked course through predominantly trail terrain.

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