Trail Running calendar near Hertfordshire 2025-2026

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.

Run a scenic 13.1 miles from High Lodge through Thetford Forest on a traffic free circular trail of sand, grass and woodland paths. Take in autumn colours and wildlife, then celebrate your finish with a well earned medal.

The Titsey Trail 10K will take place in Oxted on Sunday 11 October 2026. You can run 10 kilometers.

The Autumn 100 is a 100 mile trail race around Goring and Streatley on the Thames Path and Ridgeway, with about 5,000 ft of climbing and a 28 hour cut off. Aid stations are frequent and pacers may join for the final 25 miles.

Take on the Gatliff Marathon on 17 October 2026, a scenic 25 km or 50 km challenge through the Kent, Surrey and Sussex countryside. Based at Edenbridge Cricket Club, the event offers checkpoints, food, first aid and hot showers for finisher..

The West Acre Wild 10k Challenge will take place in West Acre on Sunday 18 October 2026. You can run 10 kilometers.

Beachy Head Marathon Weekend offers stunning coastal scenery and a variety of distances across two days, from 10k to ultra. Expect challenging hills, great support from marshals and aid stations, and a memorable autumn race near Eastbourne.

Take on the Thames Trail Ultra: a scenic point to point 47 mile run from Iffley to Henley along the Thames Path and Ridgeway, mixing towpaths and country trails. Well supported with checkpoints and live tracking.

Stort30 is a scenic 30 mile ultra along the River Stort and Lee navigation, starting from Bishop's Stortford Running Club. Enjoy grassy trails, checkpoints with refreshments and a friendly club vibe with trophies for top finishers.

Run laps around Ferry Meadows at the Pumpkin Plod on 25 October 2026, choosing a 4 or 6 hour timed session. Enjoy multi terrain 5.3 km loops, pick a finisher medal and soak up the scenic lakeside setting.

Join Irchester Spooktacular, a Halloween night run through woodland trails with a 5k and a 2k family fun run. Fancy dress, themed marshals, finishers medals, Halloween chocolates and free event photos make it great family fun.

Run the Chiltern Ridge Winter 50K, a scenic single loop around Berkhamsted with roughly 800m of ascent and a 9 hour limit. Limited to 325 runners, this fully marked UTMB World Series index trail race finishes at Berkhamsted Cricket Club.

Enjoy a scenic coastal run along West Wittering Beach with 5 km, 10 km or 15.3 km routes offering sweeping views of Selsey Bill, the Isle of Wight and the South Downs. Dog friendly with canicross categories for a beachside challenge.

Enjoy an autumn trail challenge at Wendover Woods with marathon, half, 10k and junior 1k options across scenic, hilly and varied terrain. Expect bespoke medals, free photos and family friendly facilities including a cafe, adventure playgrou..

Enigma Fireworks lights up Caldecotte Lake on 6 and 7 November 2026 with marathon and half marathon races around the scenic waters. Enjoy multiple laps, on course support and a bespoke finisher medal in a friendly festival atmosphere.

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.

Enjoy a scenic trail challenge from Goodwood Racecourse into the South Downs National Park, with rolling single track, fire roads and a final climb back to the finish. Canicross and regular entries welcome, with chip timing, finisher goodie..

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.

Run from Alexandra Gardens in Windsor along flat, fast off road trails through parkland and woodland. Choose 10K or half marathon with chip timing, free photos and an event village serving food and giveaways.