Trail Running calendar near Isle of Wight 2026-2027

Tackle 100 miles along the iconic Thames Path from Richmond to Oxford in this point to point ultramarathon. Enjoy mostly scenic trails, generous on course support and a coveted Centurion buckle for finishers within the 30 hour cut off.

Join a guided, non competitive 30 mile ultra around Surrey's North Downs and Greensand Way, tackling iconic climbs like Leith Hill and Box Hill. Ideal for first time ultra runners seeking scenic trails with experienced group support.

Run the Mid Sussex Marathon Weekend, a three day festival across East Grinstead, Haywards Heath and Burgess Hill with 10 mile races, a 10k and a combined full marathon. Expect varied, undulating routes and family friendly fun.

Run Silchester offers scenic trail races from the village playing field along the Roman Wall and through ancient woodland, with a 2.5 mile fun run plus 5 and 7 mile trail races. Enjoy festival vibes, medals and community fundraising for the..

Join the Rapid Relays at Culden Faw Estate for solo or team relays, 5K and 10K sunrise runs, plus downhill time trial challenges. Chip timed with live splits, scenic woodland trails and free parking make it perfect for teams and supporters.

Take on scenic trail routes across the South Downs with rolling hills and coastal views at the Three Forts Challenge in Lancing. Choose marathon, half marathon or 5 mile and support local charities while enjoying a welcoming community atmos..

Tackle Box Hill on a guided 12.5 mile trail run with about 1000 m of climbing through woodland, heathland and open fields. An experienced guide will lead a steady group pace for runners who can hold roughly 10 min per mile, with parking nea..

The Bluebell Bash is a trail running event in Manswood, Wimborne, UK, organized by Tri-Counties Trail Running. It offers three distances—half marathon (13.1 miles), 10K, and 5K—with full accessibility for canicross. Runners traverse scenic..

BigWayRound Winchester is a scenic trail run around the Itchen, St Catherine's Hill and the South Downs, offering 14 mile to 50K distances. Timed chip results, fully marked course and a bespoke medal or choose a tree planting instead.

Harewood Forest Trail Race offers scenic spring running through undulating trails near Andover, organised by the Muddy Runners. Choose 5 km or 10 km for a fun, challenging forest outing for trail lovers.

Take on the Chiltern Hills 100K, a scenic trail ultra across iconic Chiltern ridges and estates on 9 May 2026. Limited field and UTMB Index status mean a competitive, well supported race with challenging climbs, full marking and live tracki..

Run to the Sea Brighton on Saturday 9 May 2026 is a scenic point to point 50k from Horsham to Hove Lawns, crossing trails, rolling downs and the coastal promenade. Enter by 25 April; solo and 2 runner relay options with on course support.

Enjoy scenic off road racing through Collingbourne woods with a chip timed half marathon or 10 km at Crawlboys Farm in Ludgershall on 9 May 2026. Marked trails, aid stations, medals and lively support make this a must for trail fans.

Discover Goring Gap Trails near Reading in early May 2026, offering scenic trail challenges from a 6 mile walk with a river boat crossing to 52K and 50 mile ultras. Multi day camping adds a relaxed festival vibe for runners and walkers alik..

Tackle 40 miles along the ancient Ridgeway from Avebury to Streatley on 9 May 2026, passing barrows, hill forts and the Uffington White Horse. Friendly checkpoints and great support make this a memorable long distance walk.

Run beside the Thames at Runnymede for the Magna Carta Summer with 10 km, half and full marathon options that pass historic riverside landmarks. All finishers receive a bespoke Magna Carta medal.

Run through the rolling vineyards of Rathfinny Wine Estate on 10 May 2026 with 10.7 km and 21.4 km half marathon options. Enjoy off road trails, recycled slate medals and a carbon neutral event that supports the WOLO Foundation.

Run scenic, hilly trails on the South Downs at the Cocking Trail Races near Midhurst, with 20 km and 10 km senior races plus 3 km and 5 km junior events. Chip timing, medals and refreshments make it a fun day for runners of all ages.

Tackle scenic but tough trails at the Hardy Half in Dorchester, offering 5 mile and 13.1 mile options with around 1,400 ft of climbs on the half marathon. Enjoy route entertainment, an event village and support for local good causes.

Join the Dilton Dash at Dilton Marsh for a scenic multi terrain 10K, 3K and half kilometre fun run, with medals for all finishers and prizes for top runners. Friendly small field event with refreshments and water stations.