Trail Running calendar near Portsmouth 2025-2026

Take on the scenic 50 km challenge through Epping Forest in London on 3 October 2026. Enjoy sweeping trails, leafy views and a rewarding long distance test for experienced runners.

Run beneath starry skies on the South Downs at The Dark Downs, a dusk to night trail event from Plumpton Racecourse near Lewes. Choose a 50k or half marathon on rolling, runnable trails with reflective signage and friendly aid stations.

Run to the Sea Bournemouth is a scenic 50 km point to point ultramarathon that threads forest trails and coastal paths to a seafront finish at Hengistbury Head. Enjoy a fully signed route, regular feed stations and a bespoke medal on 3 Oct..

Wild Run Cotswolds at Cornbury Park near Charlbury offers scenic, rolling trail loops from 10K to marathon plus a 360 timed challenge. Family friendly with a supporter zone, marked routes and regular aid stations.

Explore the Surrey Hills on a 30 mile guided group trail run from St Martha's Hill, taking in Denbies, Box Hill and scenic villages. Run together with an experienced coach in a supported, non competitive pace with a cake stop and great view..

Run scenic looped trails around the Kent Downs from basecamp at the Kent Showground near Maidstone, with 10 km, 25 km and 50 km options. Weekend camping, full support on route and a finisher medal, t shirt and fizz await.

Tackle rolling climbs and sweeping Chiltern views at the Frieth Hilly 10 km and 5 km Run, set on mixed woodland paths and country roads. Expect a scenic but challenging route between Frieth and neighbouring villages.

Explore Jurassic Coast trails around the Isle of Purbeck from 6 km to 100 km, with a Half Marathon option. Technical, scenic routes with campsite and free parking at Burnbake Forest Lodges promise a memorable challenge.

Tackle the Autumn 100 on 17 October 2026, a scenic but demanding 100 mile trail race from Goring & Streatley along the Thames Path and Ridgeway. Expect long hours on trail with full aid and medical support to back you every step.

Beachy Head Marathon Weekend offers multiple distances including marathon, half marathon, ultra and 10k across a weekend of coastal trails. Choose your challenge and enjoy a memorable race day based at Bede's Prep School.

Take on the Thames Trail Ultra, a scenic 47 mile point to point along the Thames Path from Iffley to Henley on Thames. Mostly riverside trails and country paths, this supported ultramarathon pairs stunning views with a rewarding challenge.

The Chiltern Ridge Winter 50K will take place in Berkhamsted on Saturday 31 October 2026.

Run across the sands of West Wittering at the Witterings Beach Run this November, with 5 km, 10 km and 15 km options and canicross entries. Enjoy coastal views, chip timing and a finisher medal on a plastic free, dog friendly course.

Dive into the Dorset Hillfort Ultra, a rugged 35.9 mile off road route from Maiden Newton with about 1,300 m of ascent across ancient hillforts and open ridges. Expect muddy tracks, great views and staffed aid stations on a 10 hour cut off.

Run Wendover Woods on challenging, hilly forest trails with marathon, half marathon, 10k and junior distances across mixed terrain. Enjoy onsite facilities like a cafe and plenty of parking plus bespoke medals and free race photos.

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.

Run the rolling South Downs from Goodwood Racecourse this November, with 12km, 19km or 21km trail options. Tackle chalk tracks, forest trails and big views, enjoy on course support, chip timing and a finisher medal, and dogs are welcome.

Run the Remembrance Run 2026 South along the River Thames at Wraysbury in a reflective 7 hour lap challenge where you pick your distance. A two minute silence adjusts official times and finishers of 3 km or more earn medals.

Run under the stars through the rolling Chiltern Hills at Stonor Park in November with three waymarked trail options from 7 to 17 km. Expect a fully marked, timed night race; bring a headtorch and enjoy a finishers medal and event atmospher..

Run the Maverick Oxfordshire Trail at historic Stonor Park in the Chilterns AONB with 7 km, 13 km or 22 km routes through deer filled woods and under soaring red kites. Expect steep climbs, wild views and fully marked, timed trails.