Trail Running calendar near Henley-on-Thames 2025-2026

Take on distances from 5k to ultra on an off road, multi lap course set inside the grounds of Pengethley Manor near Ross on Wye. Each 2.5k lap includes a hill and rolling vineyard terrain, welcoming runners and walkers.

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.

Join the Spooky Sprint at Pengethley Manor, Ross on Wye on 24 October 2026 for a tough offroad Halloween race through two vineyards. Choose on course or virtual options from 5k up to ultra and enjoy a scenic, challenging looped course.

Take on a flat 30 mile ultramarathon along the scenic River Stort and Lee navigation, 15 miles each way. Enjoy grassy trails with some muddy stretches, a finishers medal for all and trophies for top three men and women.

Join the Zombie Shuffle at Pengethley Manor on 25 October 2026 for offroad laps through vineyards and rolling hills, with distances from 5k to ultra to suit walkers and runners. Finisher medals and virtual entry options make it easy to join..

Run the Pumpkin Plod at Ferry Meadows, a timed multi terrain loop event with routes from 5k to ultra and flexible lap options for 4 or 6 hour formats. Enjoy lakeside scenery, a friendly aid station and a bespoke finisher medal.

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.

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.

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.

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.

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.

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.

Remembrance Run at Wraysbury on the Thames is a timed 7 hour challenge where you choose any distance from 3 km to ultra. Scenic signed laps, aid stations with vegan options, a finisher medal and a two minute silence at 11:00.

Explore ancient woodland and open heath in the New Forest with 10 km, 17 km or 22 km trail options. Enjoy waymarked gravel paths, on course support and a finisher medal, and note water stations are plastic free so bring a reusable cup.