Trail Running calendar near Chessington 2025-2026

Run the scenic South Downs from Amberley with 6 km, 12 km or 22 km routes over forest paths, fire trails and rolling hills. On site registration, free parking and an event village by the railway make for a relaxed winter trail day, and dogs..

Run two scenic coastal half marathons in Portsmouth and Langstone Harbour over one weekend, enjoying harbour trails, seafront promenades and an optional ferry crossing. Complete both to claim the limited edition "Double Trouble" medal.

Drama Llama Run on the Thames towpath offers timed laps on a flat 5.3 km out and back course with a seven hour limit and a flexible start window. Pick 5 km to ultra and enjoy race support, same day results and a finisher medal.

Join the Cold Norton Charity Winter Trail on 8 February for a scenic 10 km or half marathon across grassy country tracks to support Farleigh Hospice. Routes are narrative and unmarked so bring a map, your own cup or bottle and enjoy homemad..

Run a scenic 10 mile loop through North Milton Keynes parklands, riverside paths and woodland, featuring the quirky Cattle Creep tunnel under the Grand Union Canal. Dog friendly and chip timed with marshals and a finish medal for all finish..

Join the Irchy Park 5k canicross at Irchester Country Park on Sunday 8 February 2026 for a fun woodland run with your dog over grass, dirt and packed tracks. Trophies, medals and dog treats await all finishers.

Take on the Wiltshire 10, a scenic 10 mile route from Melksham to picturesque Lacock, with medals for all and prizes in veteran categories. Entry capped at 300 with on site facilities and water stations.

Tackle scenic bridleways and ancient woodland trails at The One in the Woods, Henley, with a half marathon, 10k and family Little Sprinters 1k. Enjoy a lively event village and a finisher medal to celebrate your run.

Celebrate Valentine's Day with riverside laps along the scenic Thames at Xcel SPORTS HUB. Choose 5k to ultra, run as many laps as you like within a one hour start window and 7 hour limit, and earn a bespoke finisher medal.

Run the traffic free Flitch Way on two 5.3 km marked loops, choosing distances from 5K to marathon or a timed 6 hour challenge. Pick a bespoke medal and enjoy lap aid station support at this cupless event so bring your own cup.

Take on the Hot Lips Run at Crystal Palace Park and choose how many 1.65 mile laps to tackle, from 5k to ultra, on scenic off road trails with rolling hills. Timed with a 7 hour limit and a finisher memento for all entrants.

Join Phoenix Running West Sussex for the Violets Are Blue Valentines Run at Southwater Park. Pick distances from 5 km to ultra, lap the flat compact trail at your own pace with rolling starts and claim a blue Love Spoon medal.

Join the SMaRTT Smasher on 15 February 2026 in Calne for a flat, traffic free 10k along the national cycle network to Stanley and back. A lively 1 mile fun run for under 17s adds family fun and all finishers get a memento.

Enjoy a flat, scenic riverside run along the Thames at Magna Carta Winter in Runnymede, with 10k, half and full marathon options on out and back laps. Chip timing, marshals and a bespoke finisher medal make this a rewarding winter race.

Choose your distance on the day and tackle scenic looped courses through woods and trails around Chalfont St Peter, with pacers welcome and a trained medic on standby. Distances from 7k to ultra are offered and top three finishers earn meda..

Join Any Kind of Weather Runner at Northampton Active on 21 February 2026 for a six hour challenge where you can tackle distances from 5k up to ultra. Finishers receive a medal and goody bag and aid stations on each lap will keep you fueled..

Take on the 42 mile St Peters Way Ultra along the historic footpath from Chipping Ongar to St Peter on the Wall at Bradwell on Sea. Rolling trails, variable underfoot and a windswept sea wall finish make for a rewarding coastal challenge.

BigMud Trails EARTH kicks off the Classic Element Trail Series at Queen Elizabeth Country Park, guiding runners through the Meon Valley and South Downs with two ascents of Butser Hill. Options: 16 miles, marathon or 50 km on muddy trails.

Join the Hadleigh Legacy 10k at Hadleigh Country Park on 22 Feb 2026 for a scenic yet testing single lap trail with hills, mud and fields. Expect a bespoke medal, free photos and competitive wave starts.

Join the Winter Trail Run at Gatton Park on 22 February 2026 for scenic multi terrain 5K and 10K loops, plus a Canicross category. Expect a finisher medal, bag drop and refreshments, with prebooked parking helping to support Gatton Trust.