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

We have found 451 Trailruns within 80 miles of Henley-on-Thames. See below where and when you can find the races.

Light up your winter night at the Darklink 10k in Shoreham on 29 December 2025, a flat out and back along the Downslink from the Toll Bridge. Headtorches are mandatory and finishers take home a Darklink medal.

Flat Thames towpath course at Frozen Phoenix Day 1 lets you run any number of laps from short runs to marathon and ultra distances. Tenth year event part of the Twixmas Triple with timed entries, mementos for all and limited places.

Finish the year with the River Thames Run, a six hour timed challenge along a flat, scenic out and back route beside the Thames. Choose a 3.28 mile lap, 5k, 10k or go further up to ultramarathon distance while enjoying club facilities.

Celebrate the year end and kick off the next with The End Start Double at Ardingly Reservoir, where you can run one or both events and choose distances from 5 km to ultra. Flexible rock up and run starts, medals for all, and fancy dress wel..

January 2026

Start the new year with the Knacker Cracker, a spirited 10K trail up Box Hill featuring steep climbs, muddy tracks and sweeping views. Family friendly with a free Nipper Knacker kids run and a lively post race atmosphere.

Join Rhino Run along the scenic River Thames at Wraysbury to support Save the Rhino, with 5k, 10k, 3.28 mile and a flexible 6 hour challenge for all abilities. Finishers receive a bespoke medal and a five piece goody bag.

Take on the challenge at the Essex XC Championships on 3 January 2026 at Gloucester Park, Basildon. Multi lap, fairly challenging courses welcome runners from U11 to senior, with team and county medals up for grabs.

Join the Penshurst Village Cross Country Run on Sunday 4 January 2026 for mud, hills and community spirit across scenic village trails. Choose a 5 mile race or a 5 mile canicross and enjoy a friendly morning for runners and dogs alike.

Experience a scenic 43 mile point to point ultra from Wendover countryside into Little Venice in London, following the Grand Union Canal towpath into the city. GPS trackers, checkpoints and an 11 hour cutoff keep runners supported and safe.

Event overview Wild Running stages a night trail event at Denbies Wine Estate, Dorking, in the Surrey Hills. The course runs across muddy, rolling hills through the Denbies Estate and is marked for night navigation. Distances offered includ..

Join the G3 trail run series in the Surrey Hills around Newlands Corner with races on 10 Jan, 31 Jan and 28 Feb 2026. Choose 10 km or 15 km courses across scenic, technical trails and save with three race bundle options.

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..

Join the Chilli Flamingo Run at Xcel SPORTS HUB in Walton on Thames for a timed, multi lap trail race along the flat riverside towpath. Choose from 5 km to ultra distances, enjoy aid stations and same day results within a 7 hour limit.

The Northampton 10K is a well-organized running event held at Northampton Racecourse Park, featuring a 2.2 km start followed by three laps around the racecourse. The course is accurately measured and takes place on pathway terrain, offering..

Enjoy winding tracks and bridleways around Farley Mount at the Winchester Trail Run, based at Sparsholt College in Winchester. Choose 12 km or 21 km routes, enjoy on course support and a finisher medal in scenic Hampshire countryside.

Take part in Festive 5 on 11 Jan 2026, a 5 mile off road run along the River Avon through Fladbury and Lower Moor. Organised by Friends of Fladbury, this fundraiser offers free cake, spot prizes and supports local community projects.

Warm up your winter with the Winter Hot Chocolate Series, three friendly cross country races around Bramshill Plantation based at St Neot's School. Enjoy chip timing, themed medals and hot chocolate treats, plus a fun 1 mile kids race.

Explore the New Forest at Kings Garn Gutter on Sunday 11 January with courses for all levels from novice path courses to challenging long routes. Fast runnable forest, updated maps and onsite catering make it a perfect winter orienteering d..

Enjoy scenic off road laps around Pengethley Manor and its vineyards, with a cheeky hill and rolling ups and downs. Choose distances from 5k to ultra, walk or run at your pace within a seven hour limit and earn a finisher medal.

Take on the 7 Deadly Sins 7in7, a seven day challenge at Pengethley Manor in Ross on Wye from 12 to 18 January 2026. Run or walk varied distances each day on a hilly 2.5 km off road lap and collect a unique medal daily.