Trail Running calendar near Isle of Wight 2026-2027

Take on a 50 km point to point ultramarathon from Moors Valley to Hengistbury Head, blending forest trails and coastal paths into a flat, scenic course. Perfect for seasoned road and trail runners seeking a stunning autumn challenge.

Thames Meander Autumn is a scenic riverside run along the Thames Path with flat, runnable out and back routes between Richmond and Barnes. Choose 10 km, half or full marathon and enjoy checkpoints, friendly marshals and riverside views.

Discover Wild Run Oxford on scenic trails just minutes from the city centre, with 10K and half marathon routes across smooth and rugged terrain. Licensed by the Trail Running Association and UK Athletics, it offers a genuine trail challenge..

Join the Marlow Donkey on 4 October 2026 from Liston Hall, choosing 25 km, 40 km or a special 50 km route through Hambleden and Bix. Limited to 150 places, the LDWA event offers friendly checkpoints and a simple finish meal.

Guided 30 mile trail run through the Surrey Hills from St Martha's Hill, taking in Denbies Wine Estate and the top of Box Hill. Led by an experienced ultra coach, this friendly group run promises an epic day on the North Downs Way for seaso..

Tackle chalk climbs, ridgelines and singletrack at Beat Box Hill, with distances from 21k to 50k and charity places. Marked routes, marshals, chip timing and a finish village with food and a themed medal await.

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.

Enjoy a scenic 10k through the woodlands of Limpsfield Common and High Chart in Oxted Surrey, with rolling climbs and a downhill finish. Single lap route suits trail runners seeking a challenging rewarding outing.

Run the dramatic Jurassic Coast around the Isle of Purbeck with cliff top ridges, steep climbs and technical trails. Choose from 6, 12 or 24 km routes, with the Half Marathon passing Old Harry's Rocks for unforgettable coastal views.

Autumn 100 is a scenic 100 mile trail race from Goring and Streatley on 17 October 2026, following the Thames Path and Ridgeway across mostly trail. With 16 aid stations and a 28 hour cutoff it is a well supported ultrarunning challenge.

Take on the Gatliff Marathon with 25 km or 50 km options across changing scenic footpaths in Kent, Surrey and Sussex. Organised by COPSE Club, the well supported event includes checkpoints with snacks, finish food and showers.

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.

Run muddy, multi terrain trails across rolling Stockland countryside with river crossings and hills, choosing 3 km, 5 km or 10 km distances. Village hall hub offers parking, cake and limited on the day entries.

Town and Country Harriers is a friendly Bristol based off road club that meets most Thursdays, usually starting and finishing at a local pub. Trails range from city paths to the Mendips and Cotswolds and all who can run 4 to 5 miles are wel..

Beachy Head Marathon Weekend on 24 and 25 October 2026 offers trail races along dramatic coastal hills with views of the Seven Sisters and lighthouse. Well supported and highly rated, it is a must for scenic, challenging runs.

Thames Trail Ultra on 24 October 2026 is a scenic 47 mile point to point run from Iffley near Oxford to Henley on Thames along the Thames Path and Ridgeway. Riverside trails, checkpoint support and live GPS tracking make for a classic autum..

Experience a night gravel run through Alice Holt Forest on Saturday 31 October 2026, choosing 5, 10 or 15 km laps guided by headtorch. Enjoy fully marked trails, on course snacks and a metal finisher medal in an atmospheric woodland event.

Tackle the Dorset Hillfort Ultra, a scenic 35.9 mile off road route linking ancient hillforts and coastal viewpoints across Dorset. Expect rugged turf and tracks, plentiful aid stations and stunning views over Lyme Bay and Portland Bill.

Run the Wendover Woods Marathon, Half, 10k or Junior 1k through autumnal forest trails. Expect a scenic but hilly multi terrain challenge with bespoke medals, free photos and on site facilities.

Take on flat, scenic laps along the Thames towpath in Walton on Thames with flexible starts and distances from 5 km to ultra. Limited places, aid stations, digital results and medals make this a friendly, festival style challenge.