Trail Running calendar near Henley-on-Thames 2026-2027

Stort30 is a scenic 30 mile out and back ultramarathon along the River Stort and Lee navigations on the Hertfordshire and Essex border. Mostly flat riverside trails with aid stations and medals make this a friendly ultrarunning challenge.

Join the Halloween Zombie Shuffle at Pengethley Manor on 25 October 2026 for off road fun through vineyards and hills. Choose a 5k to ultra, walk or run on a looped course with a 7 hour time limit and a virtual entry option.

Join Zig Zag Running at Ferry Meadows for Pumpkin Plod, a 4 or 6 hour timed loop to log road or ultra distances on a scenic 5.3 km mixed terrain lap. Water each lap, a finisher medal and virtual entry make this a flexible autumn challenge.

Experience Irchester Spooktacular, a Halloween night time run through woodland trails with 5k and 2k family options. Fancy dress, themed marshals, medals, Halloween treats and free photos make it a spooky family favorite.

A 5 mile timed, self-navigated night trail on 30 October 2026, run mostly through forest and downland. Fancy dress is encouraged with trophies and a post-run dessert for winners, and a tail runner will sweep the course.

Chiltern Ridge Winter 50K, Saturday 31 October 2026, is a single loop trail from Berkhamsted through Ashridge and the Ridgeway with about 800 m of climbing. A UTMB index event ideal for experienced trail runners seeking scenic winter trails..

Join a devilish 6.66 km Halloween trail at Brewery Fields, Great Baddow on 31 October, a fun fancy dress event rather than a race. Limited to 50 places, finishers get a medal, drink and costume prizes and a GPX route is provided.

Night trail event in Alice Holt Forest offering choice of 5 km, 10 km or 15 km around tree lined tracks. One outpost per lap supplies snacks and refill barrels. Dogs and headphones are not permitted.

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.

Tackle the Apocalypse Run, a rugged 10 mile trail through Stonehouse with a stiff opening climb and muddy, undulating terrain. Canicross runners welcome and all finishers get a medal for braving the off road challenge.

Tunnel Vision is a 5 mile out and back that sends runners through the atmospheric Oxendon Tunnel with mood lighting. Pick a Night or Dawn run, earn interlocking medals and support local foodbanks.

Join Enigma Fireworks on 6 and 7 November 2026 for marathon and half marathon loops around scenic Caldecotte Lake. Enjoy waterside views, lap support and a bespoke finisher medal to light up your race season.

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.

A night trail run at Stonor Park near Henley-on-Thames with three route distances from 7 km to 17 km. Middle and long routes have one outpost each; bring a headtorch and a reusable cup; headphones are not permitted.

Three waymarked trail routes from Stonor Park through the Chilterns AONB, featuring steep sections, wildlife sightings, on-course outposts and event amenities including free parking, timing, results and a finisher medal.

A trail half marathon in Leighton Buzzard on 7 November 2026, the Dirt Half Challenge follows towpaths, woodland and Greensand Ridge sections with marshals and first aid support and parking options at the school and nearby train station.

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.

Join Remembrance Run 2026 in Egham for a scenic riverside Time Challenge on 8 November, with a two minute silence removed from official times. Choose distances from 3 km up to 50 km and run laps at your own pace.

Join the Remembrance Run on 8 November 2026 for a scenic timed challenge along the River Thames where you pick your distance from 3 km up to ultra. A two minute silence will be observed and finishers from 3 km receive a medal.

Run through ancient woodland and heathland in the New Forest near Brockenhurst, where free roaming ponies, horses and deer may appear. Choose the half marathon or a shorter route and enjoy a medal, finisher's gift and drink.