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

Join the Christmas Advent Run on Sunday 29 November in Walton on Thames for a festive riverside run. Tackle timed laps to suit you and enjoy optional medal and chocolate advent calendar plus a prize draw.

A community charity run in Campbell Park, Milton Keynes offering 1.5k, 5k, 10k and half marathon options with chip timing, medals, refreshments and a fancy dress element to support Movember and men's health.

Mapledurham 10 & Half is a trail running event on 29 November 2026 at Mapledurham Estate near Reading offering 10km, 10 Mile and Half Marathon courses across woodland, fields and estate roads. On-course water, an event village and post-..

A late November trail race through 600 acres of dense woodland at Charborough Estate offering a 10 km loop, a 21 km double loop and a relay for two runners. Expect rough rooted trails, one aid station and a marked course.

Trail 5K and 10K races at the Tewinbury estate in Hertfordshire featuring undulating dirt, grass and woodland trails, full waymarking with marshals, a midcourse aid station and chip timing for up to 400 runners.

A 21.1 km trail race around Hughenden Manor and surrounding woodlands, with about 450 m of ascent. Mostly forest paths, marked route, aid stations at around 7, 12 and 16 km, and on site parking, toilets and a cafe.

A 10 km trail race around Hughenden Manor in the Chilterns, with hilly woodland and rural sections, waymarked routes and a water stop at 5.3 km. The event base offers parking, toilets and a cafe.

Timed Thames towpath run where participants choose lap distances on a 5.3 km out and back course and entry supports Rays of Sunshine Children's Charity.

A guided trail run around Box Hill in Surrey that accumulates about 1000 m of elevation over a 12.5 mile route. It features woodland, heathland and technical climbs with some scrambling and a steady group pace.

Coastal 10 Mile and 10K races run from Hengistbury Head in Bournemouth along largely flat, traffic-free seafront paths past Boscombe Pier. The event features chip timing, water stations, finisher medals, and a plastic free policy.

Trail running event in Swanage on 5 December 2026 with 10K, half, marathon and ultra routes along the Jurassic Coast Path; part of the Endurancelife 2026-27 season and linked to the Season Leaderboard.

Three single-loop ultra races of 50k, 55 miles and 100 miles start and finish in Eastbourne, crossing the Seven Sisters and running toward Plumpton. Courses use grass trails, farm tracks and woodland paths on the South Downs.

Hurtwood 50k is a 50 km trail ultra in the Surrey Hills around Dorking Sports Centre on 6 December 2026, with a fully signed course, checkpoints at 7, 13, 18 and 24 miles, SportIdent timing and a 10 hours limit.

Part of a 12 Days of Christmas series at Pengethley Manor in Ross on Wye offering 5k, 10k, half marathon, marathon and ultra distances on a tough off road loop. Runners and walkers have seven hours to complete their chosen distance with vir..

A winter trail running festival at Holmesly Campsite in the New Forest on 6 December 2026, offering 15 km, 30 km, marathon and 50 km one lap off‑road courses with marked routes, bag drop and mandatory kit requirements.

A 10 mile canicross loop at Grafham Water on 6 December 2026, following reservoir paths, woodland and the dam wall. Dog friendly with required harnesses, aid station water bowls and finishers medals plus a dog charm.

Bauble Bimble at Ferry Meadows is a four or six hour multi‑terrain event on a 5.3 km lap, letting runners cover distances from 5k to ultras with an aid station each lap and an event medal.

A festive 5 km off road Santa Dash at Tinkley Gate raising funds for Allsorts. Costumes, dogs on short leads and a 2.5 km one lap option for younger participants make this a family friendly event.

A festive trail running event at Moors Valley Country Park on 6 December 2026, offering a 2 km fun run for children plus 5 km and 10 km trail races; on-site parking is available for £5 and entry fees range from £12 to £26.

A 10 km trail championship at Wendover Woods on 6 December 2026 with entry by invitation for top 20 percent finishers at Runaway Racing events, age category winners and volunteers. The course is marked and timed, with awards and support fac..